Large group vacation rentals in Chilmark, MA

Explore 75 large group vacation rentals, homes, and villas in Chilmark, MA for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $94 per night and homes offering up to 8 bedrooms and 6 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

75 Great for Groups in Chilmark

Summer Beach Pass: Wooded Martha’s Vineyard Escape

West Tisbury, MA, US
3 Bedrooms 6 Guests
Aug 29 - Sep 5
$1,940 night

1.4 Acres of Private Scenic Land | < 1 Mi to Waterfront Wildlife Area, 3 Mi to Long Point Beach Make Atlantic coastlines your playground from this Martha’s Vineyard vacation rental! Near State Forest land outside Tisbury, this beautiful 3-bed, 2-bath home offers entertainment space both inside and out — perfect for a family holiday, wellness retreat, or remote work. Stroll along coves, explore stunning overlooks, and visit historic lighthouses. Rich heritage and landscapes await — book today! -- THE PROPERTY -- C0560263270 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds - Living Room: 1 full sleeper sofa - Additional Sleeping: 1 Pack 'n Play INDOOR LIVING - 85-inch Smart TV w/ complimentary access to several streaming apps - Open layout, exposed beams, hardwood floors - 1,500 sq ft - Shower/tub combo, step-in shower - Backlit antifog mirrors & heated tile floors in both bathrooms OUTDOOR LIVING - Complimentary use of the owner’s Summer Beach Pass to the resident-only Private Lambert’s Cove Beach - Fully furnished (spring/summer) upper deck w/ tree-filled views - Electric grill - Covered front porch w/ oversized rocking chairs & ceiling fans - Mahogany finished back deck w/ outdoor shower, outdoor dining/lounging (spring/summer) - Fire pit area (spring/summer/fall) w/ Adirondack chairs EAT-IN KITCHEN - Fully stocked chef’s kitchen w/ premium cookware (All-Clad & Le Creuset) - All premium stainless steel appliances (Thermador): Refrigerator, stove/oven, dishwasher - Farmhouse sink w/pull-down sprayer - Drip coffee maker, microwave, blender, toaster - Soft-close cabinets - High chair GENERAL - Free high-speed WiFi - Mini-split heating & A/C, backup propane monitor heater - High thread count towels & linens, complimentary toiletries, hair dryer - Smart high efficiency gas washer & dryer w/ complimentary detergent, dryer sheets & dryer balls - Iron & board, drying rack, steamer, hangers & luggage racks - Weighted throw blankets, board games - Keyless entry ACCESSIBILITY - 2-story home, a couple of entryway steps to access - Main living space on 2nd floor PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Peaceful wooded surroundings, near coves, inland ponds & island beaches - 6-7 miles to Tisbury, Oak Bluffs, Edgartown - 8-11 miles Lucy Vincent Beach, Squibnocket Beach, Katama Beach/South Beach - 6-10 miles to Quansoo Farm Trailhead, Great Rock Bight Preserve, Menemsha Hills - 15 miles to Aquinnah Cliffs Overlook - 6 miles to Steamship Authority Vineyard Haven Ferry Terminal: Nantucket, Falmouth, Hyannis - 1 mile to Martha's Vineyard Airport, 92 miles to Boston Logan International Airport, 96 miles to Rhode Island T.F. Green International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story house requires a couple of entryway steps to access; the main living space is on the 2nd floor, which can be accessed using stairs inside the main entrance or from the porch staircase leading to the upper deck Licence number: C0560263270

4 Mi to Beach! Family-Friendly Edgartown Escape

Edgartown, MA, US
4 Bedrooms 10 Guests
Aug 31 - Sep 2
$1,648 night

2,000 Sq Ft | ~ 2 Mi to Dtwn Edgartown Plan your next family getaway to Martha's Vineyard when you book a stay at this lovely 4-bedroom, 2-bath Edgartown home! Located just 4 miles from beaches and 2 miles from downtown Edgartown, this vacation rental provides a fully equipped kitchen, a washer and dryer, and a deck. Spend your days as a tourist sightseeing Main Street in Vineyard Haven, the Jaws Bridge, or Gay Head Lighthouse. For relaxing days, soak up the sun on Joseph Sylvia State Beach! -- THE PROPERTY -- C0414140890 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed, 1 twin bed - Bedroom 3: 1 queen bed w/ 1 twin trundle bed - Bedroom 4: 2 twin beds INDOOR LIVING - 2 Smart TVs - Dining table - Breakfast bar w/ seating - Shower/tub combo - Finished basement OUTDOOR LIVING - Deck KITCHEN - Stainless steel appliances - Dishwasher - Keurig coffee maker - Knife set - Dishware & flatware - Cooking basics ACCESSIBILITY - Stairs required for access PARKING - Driveway (6 vehicles) -- THE LOCATION -- - Close to Vineyard beaches, charming downtown shopping, and ferry terminals - 2 miles to Downtown Edgartown - 4 miles to South Beach - 5 miles to Joseph Sylvia State Beach - 7 miles to Steamship Authority Oak Bluffs - 10 miles to Main Street Vineyard Haven - 20 miles to Gay Head Lighthouse - 5 miles to Martha’s Vineyard Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM through 9:00 AM ADDITIONAL INFORMATION - The property requires stairs to access SECURITY CAMERA INFORMATION - Your safety matters. This property features 2 exterior security cameras; 1 camera is on the front of the home facing the driveway, and 1 camera is on the deck facing the guest house. The cameras are outward facing and do not look into interior spaces. The cameras are motion activated and record video and sound Licence number: C0414140890;C0414140890

Family-Friendly Tisbury Escape - Walk to Town

Tisbury, MA, US
5 Bedrooms 8 Guests
Sep 15 - 17
$334 night

Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large screened-in porch, a gas grill, and a prime location less than 1 mile from downtown, this 4-bedroom, 2-bath vacation rental has it all. Try your luck on the Flying Horses Carousel, pay a visit to the Jaws Bridge, or head down to Menemsha to enjoy dinner and sunset views on the beach! After, return home to rinse off in the outdoor shower and toast to this Tisbury gem. -- THE PROPERTY -- Fully Renovated | Outdoor Entertaining Space | Walk to Bus Stop Bright, modern, and filled with all the comforts of home, this sun-filled escape is ready to host your family’s next Martha’s Vineyard adventure! Bedroom 1: Queen Bed | Bedroom 2: 2 Full Beds | Bedroom 3: 2 Twin Beds, Crib | Bedroom 4: 2 Twin Beds | Bedroom 5: Twin Bed | Additional Sleeping: Pack 'N Play OUTDOOR LIVING: 20x20 screened-in porch w/ cushioned seating, dining table & ceiling fan, newly installed deck w/ outdoor shower, gas grill & rocking chairs, private yard, beach chairs & towels INDOOR LIVING: Smart TVs (live TV in living room), laptop-friendly workspace, dining table KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, Keurig coffee maker, dishware & flatware, full knife set, tea kettle, blender, toaster oven FAMILY-FRIENDLY AMENITIES: High chair, board games, toys, kids serving dishes & utensils GENERAL: Free WiFi, linens & towels, complimentary toiletries, washer & dryer, 3 window A/C units, mini-split A/C unit, central heating, hair dryer, trash bags & paper towels FAQ: 2 entry steps required, bedroom & bathroom on 1st floor, 2 exterior security cameras (facing front entryway & yard) PARKING: Driveway (3 vehicles) -- THE LOCATION -- ISLAND HIGHLIGHTS: Martha’s Vineyard Museum (1.6 miles), Gingerbread Houses (3.8 miles), Flying Horses Carousel (3.9 miles), Ocean Park (4.0 miles), Ryan Family Amusements (4.3 miles), Field Gallery & Sculpture Garden (6.0 miles), Jaws Bridge (9.1 miles) BEACHES: Eastville Point Beach (2.0 miles), Lambert’s Cove Beach (3.8 miles), Oak Bluffs Town Beach (3.9 miles), Inkwell Beach (4.2 miles), State Beach (6.4 miles), Menemsha Public Beach (11.3 miles), South Beach (11.6 miles) SIGHTSEEING: Downtown Tisbury (0.7 miles), Downtown Vineyard Haven (1.2 miles), Downtown Oak Bluffs (3.9 miles), Downtown Edgartown (8.0 miles), Menemsha (11.1 miles), Gayhead Lighthouse (17.6 miles) FARMS & MARKETS: Island Alpaca Company (2.9 miles), West Tisbury Farmers Market (6.1 miles), The Grey Barn and Farm (6.7 miles), Chilmark Flea Market (7.7 miles), Morning Glory Farm (8.6 miles) FERRY TERMINALS: Steamship Authority Vineyard Haven (1.2 miles), Steamship Authority Oak Bluffs (4.1 miles) AIRPORT: Martha’s Vineyard Airport (6.3 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera is located to the right of the front door facing the driveway and front entrance, and 1 camera is mounted on the tree facing the yard. The cameras are outward facing and do not look into interior spaces. Camera 1 records video and sound when activated by motion. Camera 2 is disabled and will not be on while guests are in residence Licence number: C0332142960

Walk to Beach! Oak Bluffs Home & Studio

Oak Bluffs, MA, US
4 Bedrooms 9 Guests
Aug 31 - Sep 2
$462 night

Directly on Scenic Bike Path | Walk to Coast & Downtown | 1 Mi to Ferry Catch the ferry and slip into a laid-back state of mind at this charming Oak Bluffs house and studio combination! Ideal for families or groups who value both connection and privacy, this vacation rental features outdoor gathering space and separate living areas to keep everyone happy. Enjoy sunset views across the street, beach-hop around the island, or dine at downtown restaurants. Book your picture-perfect escape! -- THE PROPERTY -- C0374222210 | ROC-10312204-003 | 46-5613026 PROPERTY HIGHLIGHTS - Furnished deck w/ gas grill, patio - Lush yard w/ seating - Outdoor shower - Smart TVs - Beach cooler, chairs & towels - Washer & dryer (main house) MAIN KITCHEN - Stove/oven, refrigerator, dishwasher - Microwave, blender - Drip coffee pot (bring your own coffee) - Cooking basics, dishware/flatware STUDIO KITCHENETTE - Mini fridge, microwave - Drip coffee pot (bring your own coffee) - Cooking basics, dishware/flatware ACCESSIBILITY - Single-story home, 7 steps to enter - Single-story studio, 4 steps to enter PARKING - Driveway (3 vehicles) -- THE LOCATION -- - 1 mile to Martha's Vineyard Hospital (perfect for traveling nurses) - 1-2 miles to Oak Bluffs Harbor: restaurants, parks & ferry terminal - 1 mile to Flying Horses Carousel - 4 miles to Joseph Sylvia State Beach - 8 miles to Edgartown Harbor Lighthouse - 7 miles to Martha's Vineyard Airport & 86 miles to Boston Logan Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, 2 dogs max) - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 8:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - To reduce plastic waste on the island, the property does not provide toiletries, such as shampoo or body wash. It is recommended that you bring your own SECURITY CAMERA INFORMATION - 3 exterior devices - Location: porch, studio walkway, backyard - Coverage: outward views

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Oak Bluffs, MA, US
3 Bedrooms 6 Guests
Aug 25 - 27
night

Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy Sunsets Easy island living awaits at this 3-bedroom, 1-bath Oak Bluffs home, ideally situated for families or small groups looking to soak up all the Vineyard has to offer! Set along the scenic bike path, this vacation rental is close to Vineyard Haven and Oak Bluffs ferries, downtown charm, and the laid-back energy of the town's restaurants and shops. Spend your days scalloping, exploring hidden trails, or relaxing on the beach. -- THE PROPERTY -- C0374222210 | ROC-10312204-003 | 46-5613026 SLEEPING ARRANGEMENTS - Bedroom 1: 2 full beds - Bedroom 2: 1 full bed - Bedroom 3: 1 full bed OUTDOOR LIVING - Shared backyard w/ seating - Furnished deck & patio - Gas grill - Outdoor shower INDOOR LIVING - 4 Smart TVs w/ cable - Dining table - Beach chairs & towels KITCHEN - Stove/oven, refrigerator, dishwasher - Microwave, blender - Drip coffee maker (bring your own coffee) - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi - Washer & dryer - Electric A/C unit & baseboard heating - Linens/towels FAQ - 3 exterior security cameras (facing out) - Quiet hours (10:00 PM-8:00 AM) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story home, 7 steps to enter PARKING - Driveway (2 vehicles) ADDT’L ACCOMMODATIONS - An additional property is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - 1 mile to Martha's Vineyard Hospital (perfect for traveling nurses) - 1-2 miles to Oak Bluffs Harbor: restaurants, parks & ferry terminal - 1 mile to Flying Horses Carousel - 4 miles to Joseph Sylvia State Beach - 8 miles to Edgartown Harbor Lighthouse - 7 miles to Martha's Vineyard Airport & 86 miles to Boston Logan Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, 2 dogs max) - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 8:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 7 steps to enter - There is another bookable vacation rental on-site with shared access to the backyard; other travelers may be present during your stay - Your safety matters. This property features 3 exterior security cameras: 1 camera is on the porch facing out, 1 camera is on the walkway to the studio facing out, and 1 camera is in the shared backyard facing out. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

Bring Your Pup, Walk to Beach! Vineyard Haven Home

Tisbury, MA, US
3 Bedrooms 7 Guests
Aug 26 - Sep 1
$820 night

Welcome to your perfect Martha's Vineyard escape! This beautifully renovated 3-bedroom, 2-bath house is nestled in a peaceful neighborhood in Vineyard Haven. It‚s just a short stroll from Main Street, Owen Park Beach, scenic harbor views, and all the charm this vibrant town has to offer. Book your Vineyard Haven getaway today and experience the magic of Martha's Vineyard like a local! -- THE PROPERTY -- C0468932960 Ideal for families or small groups, this welcoming retreat offers the perfect balance of relaxation and adventure. Thoughtfully updated with modern comforts and coastal charm, this home features an open-concept living and dining area with brand new furniture, hardwood floors, and plenty of natural light. The fully equipped galley kitchen includes all-new appliances and everything you need to prepare meals at home. On the main floor, you'll find a cozy bedroom with a full-under-twin bunk bed, a flat-screen TV, and a private ensuite bathroom with a beautifully tiled shower. Upstairs, there are two additional bedrooms that share a luxurious hall bath complete with a soaking tub and separate walk-in shower. Step outside to enjoy a spacious sloping backyard with a furnished deck, perfect for outdoor dining, yard games, or simply relaxing after a day at the beach. Guests will appreciate the home‚s beach-friendly amenities, including chairs, umbrellas, a cooler, and convenient access to nearby shorelines. With parking for up to 3 vehicles, air conditioning, WiFi, and all the essentials for a comfortable stay, you‚ll feel right at home from the moment you arrive. -- THE LOCATION -- This home is just minutes from local shops, cafes, galleries, vineyards, and popular attractions like the Martha's Vineyard Playhouse and Mink Meadows Golf Club. Whether you prefer relaxing on the beach, kayaking, hiking, or catching a live show, there's something here for everyone. Vineyard Haven has so much to offer, including year-round vehicle ferry service, the iconic Black Dog restaurant, a picturesque working harbor, and the nearby library‚ which also features an EV charging station for guests with electric vehicles. Just a short walk or bike ride away, you can explore the beauty of West Chop, a quiet coastal neighborhood where you'll discover breathtaking ocean views and one of the island's six classic lighthouses. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed. - Please turn off all A/C units when leaving the home. - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Bath towels are not provided; it is recommended that you bring your own - No central A/C; split-unit A/C downstairs and window units in the bedrooms. - Your safety matters. This property features a Ring doorbell camera on the front door facing the exterior front entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected or when the video doorbell button is pressed Licence number: C0468932960

Martha’s Vineyard Apt ~ 1 Mile to Inkwell Beach!

Oak Bluffs, MA, US
2 Bedrooms 6 Guests
Sep 13 - 16
night

Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bath, your entire family can comfortably escape for East Coast adventure and relaxation. You’ll be within walking distance to the coast and a short scenic drive from beaches, parks, and other attractions. Rent a bike and pedal through the historic streets or take a short ferry ride to Cape Cod for a day trip! This vacation rental offers no shortage of fun for your family holiday. -- THE PROPERTY -- Massachusetts Tax ID: C0881211264 | 1,200 Sq Ft | Free WiFi | Off-Street Parking | Lower-Level Apartment From white sandy beaches to shopping and relaxing the days away, your family can explore the best of New England with ease from this charming vacation rental. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Sleeper Sofa, Futon | Additional Sleeping: Pack 'n Play KITCHEN: Fully equipped, Keurig, updated stainless steel appliances, cooking basics & spices, Crock-Pot, full knife set, blender INDOOR LIVING: Smart TV w/ cable, water-proof composite flooring, nautical decor, dining table GENERAL: Outdoor seating, towels/linens, hair dryer, complimentary toiletries, washer/dryer, air conditioning, ceiling fans, beach towels, first-aid kit ACCESSIBILITY: 8 stairs required to access, single-story home PARKING: Off-street parking (2 vehicles) -- THE LOCATION -- BEACHES: Inkwell Beach (1.6 miles), Joseph Sylvia State Beach (3.8 miles), Lighthouse Beach (7.5 miles), South Beach (9.7 miles), Lucy Vincent Beach (15.3 miles) OAK BLUFFS (1.3 miles): Ocean Park, The Barn Bowl & Bistro, Martha's Vineyard Chowder Company, Lookout Tavern, Oak Bluffs Marina, Offshore Ale Co, Back Door Coffee OUTDOOR DESTINATIONS: Manuel F. Correllus State Forest (4.9 miles), Long Point Wildlife Refuge (9.1 miles) OUTDOOR ACTIVITIES: Edgartown Bicycles (6.5 miles), Vineyard Golf Club (9.0 miles) AIRPORTS: Martha's Vineyard Airport (7.7 miles), Boston - Logan International Airport (86.6 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The homeowner lives on-site, in the upstairs unit with some shared outdoor amenities - NOTE: This single-story apartment requires 8 exterior steps to access Licence number: C0881211264

4 Mi to Inkwell Beach: Home in Oak Bluffs!

Tisbury, MA, US
3 Bedrooms 7 Guests
Sep 6 - 9
$444 night

'Clark's Cove' | Idyllic Tree-Lined Surroundings | Outdoor Shower | 3 Mi to Ferry Terminal Your own slice of paradise awaits at this Oak Bluffs vacation rental. Nestled in the trees on Martha’s Vineyard, this picturesque 3-bedroom, 2-bathroom home is within 4 miles of the sand, forest, and quaint seaside streets lined with shops and restaurants. Spend your downtime relaxing on the wraparound deck, strolling through the garden, or dining with loved ones in the serene sunroom. -- THE PROPERTY -- C0526432210 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Basement: 1 twin XL bed INDOOR LIVING - 1 Smart TV w/ streaming - Fireplace - Sunroom w/ skylight - 6-person dining table - En-suite bathroom, walk-in closet OUTDOOR LIVING - Covered wraparound deck, patio - Gas grill, dining area - Fenced yard, garden w/ raised beds - Outdoor shower KITCHEN - Stove/oven, refrigerator, dishwasher, microwave - Dishware/flatware, cooking basics - Drip coffee maker, blender, toaster - Trash bags & paper towels GENERAL - Free WiFi - Central heating, 2 mini-split A/C units, ceiling fans - Washer & dryer, iron/board, hangers - Linens/towels - Hair dryer - Keyless entry FAQ - 2 exterior security cameras (facing out) - 1 interior motion detector (no video/sound) ACCESSIBILITY - 3-story home, 3 steps required to enter - Bedroom/full bathroom on 1st floor - 1 interior step required for dining area PARKING - Gravel driveway (4 vehicles) -- THE LOCATION -- - 4-7 miles to beaches: Inkwell Beach, Joseph Sylvia State Beach - 3 miles to Farm Neck Golf Club & 5 miles to Mink Meadows Golf Club - 3 miles to Martha's Vineyard Museum & 5 miles to East Chop Lighthouse - 0.2 miles to Martha’s Vineyard Performing Arts Center - 0.6 miles to Island Alpaca Company - 4 miles to Martha’s Vineyard Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 3 exterior steps to enter and 1 interior step to access the sunroom dining area. It features a bedroom and full bathroom on the 1st floor - Your safety matters. This property features 2 exterior security cameras. Camera 1 faces out from the front entry. Camera 2 faces the driveway from the side of the house. They do not look into any interior spaces. The cameras record video and sound when activated by motion - The property features 2 interior motion sensors on the 1st floor that do not capture or record any video or sound

Pool, Gym & Game Room: Expansive Falmouth Retreat!

Falmouth, MA, US
3 Bedrooms 10 Guests
Aug 31 - Sep 3
$797 night

3,262 Sq Ft | Walk to Ponds & Playgrounds | Game Room | Private Pool Discover the splendor of Cape Cod with a stay at this expansive vacation home in Falmouth, MA — perfect for families and groups! Enjoy sun and sand at Falmouth's beaches, take the ferry to beautiful Martha's Vineyard for the day, or explore local restaurants on Main Street. Feeling like a relaxing day at home? Choose between lounging poolside or shooting pool inside, then grill up dinner for the family to enjoy on the deck! -- THE PROPERTY -- C0406350960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 king bed, 1 twin daybed w/ twin trundle - Bedroom 3: 2 queen beds INDOOR LIVING - 6 Smart TVs - Fireplace - 2 dining tables - Board games & puzzles, books - Pool table, wet bar - Work desk, printer - Home gym - 2 en-suite bathrooms (one on each floor), renovated bathrooms OUTDOOR LIVING - Furnished deck - Gas grill, outdoor dining set - Lounge seating - Seasonal outdoor pool (not heated) - Private yard - Outdoor shower KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Keurig & drip coffee makers, toaster, blender - Cooking basics, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Towels & linens - Washer & dryer, iron & board - Central heating, mini-split A/C units - Keyless entry FAQ -1 Ring doorbell device (facing out) - Quiet hours (after 10:00 PM) - Weekly pool maintenance ACCESSIBILITY - 3-story home, 4 steps to enter - Bedroom & bathroom on main level PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Central location walking distance to parks, restaurants, ponds & shops - Less than a mile to Morse Pond Playground, Two Ponds Conservation Area, Main Street, Falmouth & Shining Sea Bikeway - 1-2 miles to Island Queen Ferry, Surf Drive Beach & Falmouth Heights Beach - boardwalk - 5 miles to Nobska Lighthouse, Woods Hole Ferry Terminal & Woods Hole Science Aquarium - 6 miles to Old Silver Beach - 23 miles to Martha's Vineyard (access via ferry) - 73 miles to Boston Logan International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or illegal substances - No pets allowed. Please include any questions/requests regarding ADA-certified service animals prior to booking - No events, parties, or large gatherings - Strict maximum occupancy of 10 - Please respect the neighbors and limit outdoor noise after 10:00 PM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 4 steps to enter. A bedroom and full bathroom are located on the main level - The seasonal pool is available Memorial Day weekend through mid-September. The pool is not heated - Pool maintenance occurs weekly on Friday mornings. Workers may be present during your stay - This property runs on a septic system - Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the device Licence number: R-24-0133;C0406350960

Bike to Private Beach: Cape Cod Escape w/ Sunroom

Falmouth, MA, US
4 Bedrooms 10 Guests
Dec 31 - Jan 5
$395 night

Dine Al Fresco | Electric Grill for Family Cookouts | Belmar Community Your Cape Cod getaway awaits at this 4-bed, 2-bath vacation rental. Sip your morning brew in the 3-season sunroom before venturing to the private beach. Later on, stroll along Falmouth's charming Historic Main Street or take the Island Queen ferry to Martha's Vineyard. Traveling during the summer? Enjoy a tournament on the community sand volleyball court! Afterward, enjoy al fresco dining on the furnished deck. -- THE PROPERTY -- C0505680960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed, 1 twin bed w/ twin trundle INDOOR LIVING - Flat-screen TV - Dining table - 3-season sunroom (very cold in winter) OUTDOOR LIVING - Deck w/ outdoor seating - Electric grill - Large backyard - Private beach access KITCHEN  - Stove/oven, refrigerator, dishwasher - Dishware/flatware, cooking basics - Drip coffee maker (coffee & filters provided) - Microwave, toaster oven - Trash bags & paper towels GENERAL  - Free WiFi - Central A/C & heating - Washer/dryer - Linens/towels & hair dryer FAQ - Quiet hours (after 10:00 PM) ACCESSIBILITY - 2-story home, 2 steps to enter - Bedrooms & full bathroom on 1st floor PARKING - Driveway (4 vehicles) - No street parking -- THE LOCATION -- - Walk or bike to the private beach (no parking) - Close to shared community outdoor sand volleyball court (only available in the summer) - 1 mile to Menauhant Town Beach & Bristol Beach - 2 miles to Falmouth Village: charming downtown w/ restaurants, boutique shops, ice cream & chocolate shops, beaches, Shining Sea Bikeway, Museums on the Green, Carousel of Light - 2 miles to Island Queen terminal: ferry to Martha's Vineyard - 6 miles to Cape Cod Fairgrounds: home of the Barnstable County Fair - 7 miles to Mashpee National Wildlife Refuge & Woods Hole Science Aquarium - 23 miles to Sandwich Boardwalk - 19 miles to Cape Cod Gateway Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 2 steps to enter. It offers bedrooms and a full bathroom on the 1st floor - Reach out to the Guest Contact 2 weeks prior to arrival for private beach access - Please observe quiet hours after 10:00 PM - The property is located in a residential neighborhood; please be courteous of the neighbors and community - The 3-season sunroom gets very cold in the winter Licence number: C0505680960

Cape Cod Cottage w/ Deck, Grill, & Games!

Falmouth, MA, US
4 Bedrooms 10 Guests
Sep 30 - Oct 3
$1,098 night

Walk to Island Queen Ferry | Multiple Living Areas Discover the beauty of the Cape Cod area while staying at this lovely 4-bedroom, 3.5-bathroom Falmouth vacation rental! Whether you're looking to chill by the coast or to explore historical landmarks, this home offers easy access to it all. Spend your days exploring the surrounding beaches in the summer or take a drive to Blue Hills Ski Area in the winter. After your adventures, fire up the gas grill or gather around the fire pit! -- THE PROPERTY -- MassTaxConnect: C0383690960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Study: 1 queen sleeper sofa OUTDOOR LIVING - Private back deck, dining table, high-top table - Gas grill, seating area, outdoor shower - Hammock, beach chairs & towels KITCHEN - Fridge, stove, oven, dishwasher, microwave - Cooking basics, spices - Toaster oven, air fryer, rice cooker, blender, food processor, Keurig coffee maker - Dishware/flatware, paper towels/trash bags INDOOR LIVING - Flat-screen TV w/ cable, dining table w/ bench - Board games, books - Office space, piano GENERAL - Free WiFi - Linens, towels - Central air conditioning & heating, ceiling fans - Water filter - Complimentary toiletries, hair dryer, curling iron - Keyless entry ACCESSIBILITY - 2 steps required for entry, flight of stairs required to access all bedrooms - Multi-level home PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Walking distance to Falmouth Heights Beach - 2 miles to Beebe Woods - 3 miles to Highfield Hall & Gardens - 5 miles to Nobska Lighthouse - 75 miles to Boston Logan International Airport - 80 miles to T. F. Green Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This property requires stairs to access all bedrooms

2 Mi to Beach: Falmouth Group Getaway w/ Game Room

Falmouth, MA, US
4 Bedrooms 8 Guests
Aug 31 - Sep 3
$517 night

Get the most out of your next exciting Atlantic getaway when you stay at this charming East Falmouth vacation rental! With a fully stocked game room, serene covered patio, and great location just minutes from the coast, this 4-bedroom, 3-bath house is perfect for keeping everyone entertained while in town. Relax on the shores of South Cape Beach, check out local fishing charters, or explore shopping and dining options at Mashpee Commons before heading home to end the day with a game of 8-ball! -- THE PROPERTY -- C0424120960 | Covered Patio | In-Unit Laundry | 4 Mi to Downtown Falmouth | 8 Mi to Woods Hole Ferry Terminal Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Bedroom 4: Twin/Full Bunk Bed w/ Twin Trundle, Twin Bed | Game Room: Queen Sleeper Sofa | Mudroom: Full Futon INDOOR LIVING: Smart TVs, dining table, walk-in closet, en-suite bathroom, walk-in shower, ceiling fans GAME ROOM: Pool table, foosball table, dartboard, board games OUTDOOR LIVING: Outdoor seating, patio heater, outdoor shower, gas grill (propane provided) KITCHEN: Refrigerator, Keurig & drip coffee makers, stove/oven, microwave, toaster oven, blender, dishwasher, dishware & flatware, cooking basics, spices GENERAL: Self check-in, free WiFi, central heating, window A/C units, washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer ACCESSIBILITY: 3-story house, 2 steps required to enter, interior stairs required to reach all bedrooms on upper & lower levels PARKING: Driveway (8 vehicles) -- THE LOCATION -- AREA BEACHES: Menauhant Beach (2 miles), Old Silver Beach (8 miles), South Cape Beach State Park (9 miles) ON THE WATER: Patriot Party Boats - fishing charters (4 miles), Rideaway Adventures - kayak & canoe rentals (8 miles) NEARBY ATTRACTIONS: Cape Cod Winery (2 miles), Downtown Falmouth (4 miles), Highfield Hall & Gardens (5 miles), Mashpee Commons (6 miles), Cape Cod Children's Museum (7 miles), Nobska Lighthouse (8 miles) AIRPORTS: Boston Logan International Airport (75 miles), Rhode Island T.F. Green International Airport (78 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: While this 3-story house only requires 2 steps to enter, additional interior stairs are required to reach all of the home's bedrooms on the upper and lower levels Licence number: C0424120960

Waterfront Retreat with Private Dock and Fire Pit | Sleeps 8, Outdoor Dining, Spa-Style Primary, Chef’s Kitchen w/ Dual Dishwashers, Gas Fireplace, River Views, Bright Open Layout, Central A/C, Perfect Coastal Escape for Families, 24 Hr Hospitality

Falmouth, MA, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$595 night

Experience Cape Cod luxury at this 4-bedroom retreat in East Falmouth, perfect for 8 guests. - Bright open layout with waterfront views - Work-ready with high-speed WiFi - Private dock for boats up to 20ft - Outdoor dining area and fire pit - Spacious primary suite with spa-like bath - Stunning water views - Chef’s kitchen with dual dishwashers - Gas fireplace in the second living space - Free parking for up to 5 cars Experience Cape Cod luxury at this 4-bedroom retreat in East Falmouth, perfect for 8 guests. Enjoy waterfront views, a private dock, and a bright and airy open-layout design. This newly renovated waterfront vacation home welcomes you and your boat, offering the rare convenience of a private dock that accommodates boats up to 20 feet in length with a draft of approximately 1.5 feet. Step inside and take in the stunning wall of sliding glass doors opening to the beautiful back garden and river. These doors fill the open-concept living room, dining area, and gourmet kitchen with natural light and fresh, salty air. Comfortable Accommodation: - 4 bedrooms accommodating up to 8 guests - 2nd Floor Bedroom 1: 1 King - 2nd Floor Bedroom 2: 1 Queen - 3rd Floor Bedroom 3: 1 Queen + 1 Twin + Twin Trundle - 3rd Floor Bedroom 4: 1 Queen Interior Feeling: - Over 3,700 square feet of open, sunlit space - Chef’s kitchen with a grand center island and dual dishwashers - Gas fireplace in the second living room - Multiple seating areas and floor-to-ceiling windows - Primary suite with luxurious en suite bathroom featuring a standalone tub and glass-walled shower Outdoor Bliss: - Private dock for seamless water access - Cocktail station for mixing drinks - Partially covered back patio with Adirondack chairs and outdoor sofa - Alfresco dining space overlooking the water - Solo Stove fire pit by the dock for relaxing evenings Delightful Dining: - Spacious dining area with ample seating - Gourmet kitchen ideal for cooking and gathering Additional Amenities: - First-floor half bath - Washer and dryer - Central A/C for comfort - Free parking for up to 5 cars: 4 in the driveway and 1 in front of the garden Enhance Your Stay: Use our concierge app to request special services such as early check-ins and late check outs. Need personalized assistance? Reach out anytime and let us help you discover unique in-home experiences! Long Term Living: Looking for a comfortable, furnished home on Cape Cod for an extended stay? We’ve got you covered. If you’re interested, feel free to reach out to learn more! Please take note that there is a refundable security deposit of $500 charged separately before check in for any reservations between 22 days and 6 months, and a deposit of $1,000 charged separately before check in for any reservations over 6 months. Permit: C03306_followed by_50960 You will have access to the entire home, driveway, and private dock You’ll appreciate having your car (and maybe a boat!) to explore the beauty of Cape Cod. Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests. - Getting to the home: The approach includes a curvy road with a slow, gradual incline. Roads are paved and in good condition. - Quiet hours: We live in residential neighborhoods, and it’s SUPER important to us that you’re respectful of our neighbors. Therefore, we ask guests to please observe outdoor quiet hours between 10:00 pm and 7:00 am. License number: C0330650960

Waterfront Falmouth Home w/ Dock on Jenkins Pond!

Falmouth, MA, US
3 Bedrooms 6 Guests
Jan 30 - Feb 6
$395 night

Experience a match made in heaven during your Cape Cod getaway, where swimming and kayaking await just steps from your door! This 3-bed, 2-bath vacation rental pairs a large deck overlooking spring-fed Jenkins Pond and luxury master en-suite bathroom with jetted tub. Wake up to gorgeous views and enjoy dining and drinks on the large deck overlooking the pond. Venture out to walk along any of 11 beautiful nearby ocean beaches or spend a day shopping and dining in Falmouth Center. -- THE PROPERTY -- C0485190960 | Private Dock | 2,200 Sq Ft | Walk to Community Pond Beach Spend quality family bonding time in the coastal town of Falmouth or even spend a day on Martha’s Vineyard a short ferry ride away - both quaint Cape Cod destinations that promise fun, adventure, and relaxation. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Family Room: Sleeper Sofa OUTDOOR AREA: Deck w/ lounge furniture, gas grill, floating dock, kayak, outdoor shower, direct pond access INDOOR LIVING: 2 flat-screen TVs, dining table, foosball table, Smart speaker, jetted tub, vaulted ceilings, skylights KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, drip coffee maker, toaster, teapot GENERAL: Free WiFi, air conditioning, central heating, linens & towels, complimentary toiletries, hair dryer, ceiling fans PARKING: Garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- BEACHES: Chapoquoit Beach (4.3 miles), Bristol Beach (4.8 miles), Wood Neck Beach (5.8 miles), Old Silver Beach (6.5 miles), Megansett Beach (6.7 miles), Shining Sea Bikeway (6.8 miles), South Cape Beach State Park (10.5 miles) OUTDOOR DESTINATIONS: Goodwill Park (3.7 miles), Mass Audubon's Ashumet Holly Wildlife Sanctuary(4.1 miles), Mashpee National Wildlife Refuge (5.3 miles), The Knob (7.1 miles) THINGS TO DO + SEE: Cape Cod Winery (2.5 miles), Bad Martha Farmer's Brewery (4.0 miles), Downtown Falmouth (4.3 miles), Falmouth Museums On The Green (4.9 miles), The Cape Club (5.5 miles), Falmouth Golf Course (6.4 miles), Nobska Lighthouse (8.4 miles), Woods Hole Oceanographic Institute & Science Aquarium (8.9 miles), Cape Cod Children's Museum (9.0 miles) AIRPORTS: Barnstable Municipal Airport (18.5 miles), Boston Logan International Airport (76.9 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in Licence number: C0242630960;R-23-1180;C0485190960;R-25-0035

7BR Estate · One Block to Ocean · Sleeps 22

Falmouth, MA, US
7 Bedrooms 22 Guests
Aug 26 - 29
$1,829 night

Welcome to The Davis, a stunning modern estate designed for ultimate comfort and style. - Luxurious 7-bedroom, 4.5-bathroom home for 22 guests - Spacious open-concept layout with large picture windows - Basement entertainment and game den - Outdoor patio with al fresco dining and gas grill - Work-ready with high-speed WiFi and dedicated workspace - Children’s swing and slide set - Free parking for 4+ cars in driveway - Just 1 block from the ocean, 10 minutes from the ferry to Martha’s Vineyard Welcome to The Davis - a 7-bedroom, 4.5-bath modern estate in Falmouth, steps from the ocean and 10 minutes from the Martha’s Vineyard ferry. Finished with Sub-Zero and Wolf appliances, a basement game den, and an outdoor deck that seats 10+, this is the home your group has been looking for. The spacious open-concept layout features large picture windows that fill the home with natural light, creating a warm and inviting atmosphere. The grand living room boasts a massive sofa and sleek, minimalist design, perfect for relaxation and socializing. Each bedroom is thoughtfully appointed for maximum comfort, and the primary suite includes a private office for peaceful work or relaxation. Comfortable Accommodation: - 7 bedrooms with 16 plush beds - 4.5 bathrooms, including a luxurious primary bedroom - Accommodates up to 22 guests Interior Feeling: - High-end finishes with Sub Zero and Wolf appliances - Spacious open-concept layout - Large picture windows offering serene views - Cozy gas fireplace for colder months Outdoor Bliss: - Expansive outdoor deck with seating for 10+ guests - Gas grill for outdoor cooking and entertaining - Outdoor Shower to wash off sand from your day at the beach - Backyard swing set for family fun - Just 1 block from the ocean Delightful Dining: - Modern kitchen equipped with high-end appliances - Open layout ideal for gatherings and meals Free Parking: - Free parking for 4+ cars in the large driveway The basement game room offers foosball, ping pong, and board games, providing entertainment for all ages. The on-site washer and dryer add convenience to your stay, allowing you to pack light and enjoy your vacation fully. The Davis is perfectly situated for both tranquility and accessibility. Located just a short 2-minute drive or ten minute walk from Menauhant East Beach, you can easily enjoy outdoor adventures while returning to the comfort of this luxurious home. Guests also enjoy visiting nearby Woods Hole or taking the ferry to Martha’s Vineyard. For long term stays, we charge a fully refundable security deposit. For stays between 22 days and 6 months, the refundable security deposit is $500 and for stays over 6 months, we charge $,1000. These refundable deposits are charged separately and are only meant to protect our home. Permit number: C0544_580_960. You’ll have full, private access to the main house, driveway, and grounds. The garage is reserved for owner storage and is separate from your stay. You’ll appreciate having a car to explore the wonders of Cape Cod, but you can walk to nearby Menauhant Beach and enjoy views of Martha’s Vineyard! Or if you’re interested in visiting Martha’s Vineyard, our home is just 10 minutes away from the Falmouth - Martha’s Vineyard Ferry. Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests. - Permit: C0544_580_960

Families Welcome! East Falmouth Home 4 Mi to Beach

Mashpee, MA, US
3 Bedrooms 8 Guests
Aug 30 - Sep 3
$334 night

Enjoy Cape Cod breezes, nights spent grilling dinner on the deck, and sunny beach days, all when you book this beautiful 3-bedroom, 2-bath vacation rental. You will experience the ultimate home away from home at this retreat as you enjoy the open floor plan, ample natural lighting, manicured lawn, and serene forest surroundings. You'll also be in the ideal location to access beaches like Mashpee Town Beach, local cafes, and shopping. Let your family fall in love with East Falmouth at this home. -- THE PROPERTY -- Massachusetts Tax ID: C0002230960 | Central Location | Expansive Deck | Wooded Views Your dream Cape Cod vacation awaits at this quaint home, the perfect spot for your family's next vacation to the beautiful Massachusetts coast. Bedroom 1: Queen Bed | Bedroom 2: 2 Full Beds | Bedroom 3: 2 Twin Beds OUTDOOR LIVING: Large yard, kid's swing set, outdoor dining area, gas grill INDOOR LIVING: 5 Cable TVs, DVD player, 6-person dining table, wood-burning fireplace, open floor plan, vaulted ceilings, skylights, French doors, board games, ceiling fans KITCHEN: Fully equipped w/ stainless steel appliances, granite countertops, breakfast bar, blender, coffee maker, water filter, ice maker, toaster, dishware/flatware GENERAL: Free WiFi, central heating, washer & dryer, complimentary toiletries, hair dryer, linens, towels FAQ: Firewood not provided, stairs required to access, no A/C PARKING: Driveway (3 vehicles), garage is locked/unavailable for guest use -- THE LOCATION -- SUN & SAND: Menauhant Beach (4.1 miles), Mashpee Town Beach (5.4 miles), Bristol Beach (6.3 miles), Falmouth Heights Beach (6.6 miles), Surf Drive Beach (7.6 miles), Chapoquoit Beach (8.0 miles), Trunk River Beach (8.8 miles) HOT SPOTS: Cape Cod Winery (3.7 miles), Falmouth Historical Society (6.8 miles), Pirate Adventures Martha's Vineyard (18.9 miles) RETAIL THERAPY: South Cape Village (2.4 miles), Mashpee Commons (2.6 miles), Falmouth Plaza (5.6 miles), Cape Cod Mall (13.7 miles), Bourne Bridge Crossing Shopping Center (16.5 miles), Tisbury MarketPlace (18.2 miles) EAT + DRINK: Moonakis Cafe (0.2 miles), East End Tap (3.9 miles), Thai Kitchen (4.8 miles), Falmouth Fish Market (5.0 miles), Casa Vallarta Mexican Restaurant (5.5 miles), Eat Your Heart Out Cafe & Gourmet (6.1 miles), Devour (6.5 miles), British Beer Co (6.6 miles) AIRPORT: Boston Logan International Airport (71.1 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: This property does not offer air conditioning Licence number: C0002230960

Bright, Coastal Mashpee Condo Near the Commons

Mashpee, MA, US
2 Bedrooms 5 Guests
Aug 28 - 30
$504 night

Backyard BBQ Patio | Seasonal Community Pool | Quiet Complex Clear the calendar for a dreamy seaside retreat at this sunny 2-bedroom, 2-bath Cape Cod vacation rental! Enjoy snowshoeing or winter hiking through scenic trails at Mashpee National Wildlife Refuge, or take in the festive decorations while you shop and dine at the Mashpee Commons. In the evening, cozy up at home for a movie night! All that the Cape has to offer awaits just moments away! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds w/ 1 twin trundle OUTDOOR LIVING - Umbrella-covered dining table - Gas grill - Beach chairs & towels INDOOR LIVING - 2 Smart TVs w/ cable, 1 flat-screen TV w/ cable - Dining table - Bedroom fans - Board games, books - Laptop-friendly workspaces - 1,040 sq ft KITCHEN - Fully equipped - Wine fridge - Island w/ seating - Keurig coffee maker, drip coffee maker, electric tea kettle - Toaster, toaster oven - Complimentary spices - Cooking basics, dishware & flatware GENERAL - Free WiFi (600 Mbps) - Central heating & A/C - Washer/dryer, laundry detergent - Linens/towels - Complimentary toiletries, hair dryer - Hangers - Trash bags/paper towels ACCESSIBILITY - 2-story house - 2 steps required for entry - Bedroom 1 & full bathroom on 1st floor - Stairs required for bedroom 2 access FAQ - Seasonal pool available Memorial Day-Labor Day - Pool available during daylight hours only PARKING - Designated parking space (1 vehicle) - Community parking lot -- THE LOCATION -- - Peaceful community close to beaches - Near golf courses - 3 miles to Mashpee National Wildlife Refuge - 2 miles to Popponesset Marketplace - 31-35 miles to Martha's Vineyard & Plymouth - 46 miles to Nantucket - 74 miles to Boston Logan International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in ADDITIONAL INFORMATION - This 2-story condo requires 2 steps for entry. Stairs are required for bedroom 2 and bathroom 2 access - The seasonal community pool is available from Memorial Day to Labor Day - Pool available during daylight hours only Licence number: C0338821720

Jenkins Pond Beach Access, Basketball Hoop & Grill | Bright Cape Cod Retreat near Jenkins Pond in Falmouth. Parking, Modern Retreat with Outdoor Space, 24 Hour Hospitality

Falmouth, MA, US
2 Bedrooms 6 Guests
Aug 23 - 25
$236 night

Welcome to our Cape Cod retreat, perfect for a serene getaway. - Modern kitchen and workspace - Spacious living with smart TVs in all rooms - Work-ready with high-speed WiFi - Private access to Jenkins Pond beaches - In-ground basketball hoop for outdoor fun - Free parking for up to 3 vehicles in the driveway - Embrace 24/7 hospitality in this bright, peaceful oasis. Discover tranquility at our Cape Cod retreat in Falmouth, close to Jenkins Pond and beautiful beaches. This property is ideal for up to six guests, featuring a modern kitchen, workspace, and spacious living areas perfect for serene getaways. Embrace 24/7 hospitality in this bright, peaceful oasis. Comfortable Accommodation: - 1st Floor Bedroom 1: 1 King Bed - 1st Floor Bedroom 2: 1 Full Bed - Living Room: 1 Full-Size Air Mattress - Living Room: Queen Sleeper Sofa Interior Feeling: - Blends Cape Cod charm with modern comforts - Each bedroom and living room equipped with smart TVs - Perfect for unwinding after beach adventures Outdoor Bliss: - Private access to Jenkins Pond beaches - In-ground basketball hoop for outdoor fun - Propane grill for cookouts in the fresh air - Free parking for up to 3 vehicles in the driveway Delightful Dining: - Modern kitchen equipped for all your cooking needs - Enjoy meals in a relaxed outdoor setting Stay Connected: - High-speed internet available for work or streaming Additional Enhancements: - Concierge service available for local dining and adventure recommendations - Child essentials available for rent through Babyquip There is a refundable security deposit of $500 charged separately before check in for any reservations between 28 days and 6 months, and a deposit of $1,000 charged separately before check in for any reservations over 6 months. Permit: C0433_430_960 Guests will have access to the entire home! You’ll appreciate having a car to explore the wonders of Cape Cod! Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests.

Center Of It All: 454-Cv Sea Captain’s Estate with Heated Pool and Pickle Ball Court

Centerville, MA, US
8 Bedrooms 20 Guests
Sep 7 - 10
$1,776 night

This property is professionally managed by Pretty Picky Properties. Sea Captain’s Estate with Heated Pool and Pickle Ball Court Sleeps 20 in 8 Bedrooms, 4.5 Baths Linens Included and Beds Made Rents Saturday to Saturday during the summer months Pets considered up to 40lbs. Pool Heating Fee Prior to June 22 and after September 13 Labor Day Weekend 4-night minimum stay From its rooftop Victorian cupola perfect for stargazing to its classically coffered ceilings and gleaming hardwood floors, this one-of-a-kind, historic grand manor warms your heart the minute you step onto the property and pass under the towering linden trees that define the expansive front yard. Originally built in 1856 for Sea Captain Russell Marston, the 5,600-square-foot property has been fully renovated and modernized over the past decade, retaining the character of a grand estate while featuring tasteful décor and elegant finishes. The result is the perfect balance of historic charm and modern amenities, comfortably and memorably accommodating up to 20 guests. The home’s central location in mid-Cape puts it in the charming Centerville Historic District, less than a mile from Craigville Beach, known for its wide sandy shore and stunning views of Nantucket Sound. Owners offer a beach pass if you prefer to drive to other area beaches! It’s a short walk along the sidewalk to the water, or a quick two-minute drive. Just five minutes down Main Street, you can enjoy award-winning Four Seas Ice Cream, perfect for a treat at any time or after dinner. Nearby, you’ll find the 1856 Country Store, which still sells “penny candy" along with gifts and souvenirs, as well as the library and a new playground. While your group may prefer staying on the grounds, the home offers easy access to all parts of Cape Cod. It’s just 5 minutes to upscale shopping and dining in Osterville, 10 minutes to the variety of options in downtown Hyannis and the ferries to the Islands, and 15 minutes to trendy Mashpee Commons. You’re also close to excellent local markets, bakeries, and coffee shops, along with convenient stores like Whole Foods and Trader Joe’s. It truly offers the best of everything! The main level of this home offers a common space that is remarkably open for a home of this vintage, including a bright, thoughtfully equipped kitchen with high-end appliances and an impressive great room with plush seating and a large smart TV for movie nights. There’s a full dining room and an additional dining area just off the great room and kitchen, which could easily host family game nights. In addition, several living spaces complete the expansive first floor and are ideal for your large group to spread out. There is an elegant lounge perfect for reading by day or for hosting cocktails by night, as well as a more contemporary family room, ideal for kids and teens, with a large smart TV, an Xbox gaming system, and a selection of board games. The main level also includes a sunroom with access to the spacious grounds, a half bath, and a mudroom with two sets of washers and dryers. The home offers various sleeping arrangements across eight bedrooms on three levels. The main level features a spacious bedroom with a King bed and an ensuite bathroom with a step-in shower. Ascending the grand, winding staircase, the second level includes several sleep areas. There is a luxurious King suite with an ensuite bath that has a soaking tub and a large shower. This primary bathroom also has a second door for direct hall access, ensuring privacy for the master suite occupants. Adjacent are two tastefully decorated bedrooms—one with a King bed and the other with a Queen bed—that share a hall bath with a step-in shower. In a separate wing of the second floor, there’s another large King suite with its own private exterior entrance, ideal for a family. This suite includes a bedroom with a comfy King bed, a kitchenette, a full bath with a step-in shower, and an additional sleeping area with two twin beds. From this suite, you can step out onto a spacious deck overlooking the pool and grounds. The third level features three cozy bedrooms: one with a Queen bed, another with two twin beds, and a third with four twin beds. This level also has a smart TV and a PlayStation gaming system. Overall, the house contains four full bathrooms and one half bath. Your outdoor summer experience here will be truly unforgettable! Picture sunny days relaxing by the spacious, secluded heated pool (gated for safety!). This beautiful area will become a favorite spot, featuring resort-style lounge chairs and a dining table perfect for outdoor lunches. There’s also a pool cabana equipped with a fridge/freezer, an outdoor rinse station, and a convenient half bath. Your group will appreciate the many outdoor living options available! On the opposite side of the house, accessible from the great room, is another spacious outdoor entertaining area. It’s a large stone courtyard with premium lounge seating around a gas fire pit, a large gas grill, and a whole-home generator. Additionally, two expansive sundecks with lounge seating and a table with an umbrella—perfect for lunch or cocktails — overlooking the pool are located on the second level. A unique amenity, a private pickleball court. Ideal for family tournaments! This home will be your private resort on the Cape! The house is set on 1.37 acres of private, professionally landscaped, park-like grounds with ample flat yard space for kids to run and play safely. You can enjoy family soccer matches, cornhole games, or basketball at the driveway hoop. The home is equipped with central air conditioning, high-speed Wi-Fi, multiple smart TVs, and a Sonos sound system. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Scraggy Neck 5-Bed Retreat, Fenced Yard with Deck | Sleeps 10, Dog-Friendly, Grill, Community Boat Ramp & Playground, Scenic Loop for Walking and Biking, Perfect Vacation Getaway, 24 Hour Hospitality

Cataumet, MA, US
5 Bedrooms 10 Guests
Aug 31 - Sep 2
$372 night

Welcome to our 5-bedroom Cape Cod retreat on Scraggy Neck for up to 10 guests (and 2 dogs). - Ocean views from the primary suite - Spacious outdoor deck with Weber grill - Fenced backyard for family fun - Community amenities: boat ramp, playground, courts - Scenic 2.5-mile loop for biking or walking - Free parking in the driveway for 5 cars - Work-ready with high-speed WiFi Welcome to our stunning 5-bedroom Cape Cod retreat on Scraggy Neck, designed for relaxation and memorable gatherings. This spacious home accommodates up to 10 guests and 2 dogs, offering breathtaking ocean views and refreshing breezes from the deck, primary suite, dining, and living areas. Enjoy the perfect blend of comfort and outdoor adventure in this idyllic setting. Step outside to the large outdoor deck, where you can grill on the Weber grill while enjoying the fenced backyard, ideal for family fun or peaceful relaxation. The home’s layout promotes both privacy and togetherness, making it perfect for friends and family. Comfortable Accommodation: - 5 bedrooms accommodating up to 10 guests - 1st Floor Bedroom 1: 1 Queen - 2nd Floor Bedroom 2: 1 Queen - 2nd Floor Bedroom 3: 1 Queen - 2nd Floor Bedroom 4: 1 Full - 2nd Floor Bedroom 5: 1 King - 2nd Floor Living Room: 1 Futon Interior Feeling: - Expansive primary suite with ocean views - Cozy first-floor bedroom with a queen bed - Large bonus room for unwinding or entertaining - Smart TVs for your entertainment needs Outdoor Bliss: - Spacious outdoor deck with ocean views - Propane grill for outdoor cooking - Fenced backyard for dogs and family activities - Easy walk to the private association beach with a sandy bottom Delightful Dining: - Dining area with ocean views - Perfect for family meals and gatherings Community Amenities: - Ocean access with sandy ocean floor - Boat ramp for water activities - Playground with pickleball and tennis courts - Scenic 2.5-mile paved loop for biking, walking, or running Internet: - High-speed internet included for working and streaming at no additional cost Parking: - Free parking in the driveway for 5 cars Long Term Living: Looking for a comfortable, furnished home on Cape Cod for an extended stay? We’ve got you covered. If you’re interested, feel free to reach out to learn more! Please take note that there is a refundable security deposit of $500 charged separately before check in for any reservations between 22 days and 6 month, and a deposit of $1,000 charged separately before check in for any reservations over 6 months. This NEW listing combines comfortable amenities, an unbeatable location, and ample space, making it the perfect setting for your next unforgettable vacation. Permit: C01314_followedby_30360 You’ll have exclusive access to the entire home, including the deck off the back and a spacious fenced-in backyard! Community private beach access, boat ramp as well as tennis and pickle ball courts are conveniently located nearby. Please keep in mind that the garage is not available for guest use. We highly recommend having a car on Cape Cod as Uber is just starting to emerge on Cape Cod. Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Pet friendly: We welcome up to 2 dogs with a signed agreement and a $300 non-refundable pet fee per dog. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests. - Getting to the home: The approach includes a curvy road with a slow, gradual incline. Roads are paved and in good condition. - Quiet hours: We live in residential neighborhoods, and it’s SUPER important to us that you’re respectful of our neighbors. Therefore, we ask guests to please observe outdoor quiet hours between 10:00 pm and 7:00 am. License number: C0131430360

Mashpee River Adventures! Serene Family Retreat

Mashpee, MA, US
4 Bedrooms 8 Guests
Sep 30 - Oct 7
$273 night

Dogs Welcome w/ Fee | 2 Mi to Shops & Eateries Embark on an epic family getaway and book this 4-bedroom, 2-bathroom vacation rental home in Mashpee, MA. The charming property boasts a can't-beat location on the riverfront, so bring a kayak and explore the waterways, or take a scenic walk down to the shore. Afterward, gather on the deck for a hearty dinner and play board games in the game room. Cape Cod is calling! -- THE PROPERTY -- C0518721720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 2 twin beds MAIN FEATURES - Gas grill (natural gas provided) - Furnished deck, private yard - Outdoor shower, beach gear, life vests - Piano, 2 Smart TVs - Fireplace (decorative only) - Board games & books - Dining table, high chair - Dock KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Drip coffee maker - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi (laptop friendly) - Washer & dryer, iron/board - Central A/C & heating (forced gas) - Linens/towels, complimentary toiletries - Hair dryer FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) - No swimming on-site ACCESSIBILITY - 2-level home, 4 steps to enter - All bedrooms & full bathrooms on 1st floor PARKING - Driveway (8 vehicles) - RV/trailer parking allowed on-site -- THE LOCATION -- - Quiet location w/ direct access to Mashpee River - Across the street from Mashpee River Woodlands: bird watching & hiking - 1 mile to Cape Cod Children's Museum - 2 miles to Mashpee Commons - 3 miles to Popponesset Island - 27 miles to Martha's Vineyard Airport & 70 miles to Boston Logan Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No Electric Vehicle Charging - Pet friendly w/ $100 fee (+ fees & taxes, 2 dogs max) - No events, parties, or large gatherings - Must be at least 30 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-level home requires 4 steps to enter; all bedrooms and full bathrooms are on the 1st floor - Swimming is prohibited on-site - The fireplace is decorative only and not for guest use - The garage is not available for guest parking - Your safety matters. This property features 2 exterior security cameras. There is a Ring doorbell device with an exterior security camera on the garage facing the driveway and another one on the back of the house facing the deck. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion or when the video doorbell buttons are pressed Licence number: STR-25-0005

2 Mi to Beach: Retreat w/ Pool & Grill in Mashpee!

Mashpee, MA, US
2 Bedrooms 6 Guests
Sep 27 - 29
$285 night

Central Location | Private Fenced Yard | 5 Mi to Regal Mashpee Commons & Mini Golf Enjoy a coastal winter retreat with a stay at this 2-bedroom, 2-bath Mashpee vacation rental! Tucked away in a quaint village in New Seabury, this picturesque home combines a prime location with coveted amenities like a gourmet kitchen, fenced yard, and more. Close to shopping, dining, and nature trails, it offers the perfect balance of comfort and convenience for your winter escape. -- THE PROPERTY -- MassTaxConnect ID #C0387561720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed, 1 twin bed - Second Living Room: 1 sleeper sofa OUTDOOR LIVING - Private patio - Heated seasonal swimming pool (open mid-May-end of September) - Gas grill - Dining area MAIN FEATURES - 4 Smart TVs - 6-person dining table - Ceiling fans KITCHEN - Cooking basics, dishware & flatware - Microwave, stove/oven - Refrigerator, dishwasher - Keurig coffee maker - Ice maker, water filter - Spices GENERAL - Free WiFi - Central A/C & heating - Towels/linens - In-unit washer/dryer, iron/board - Hair dryers - Hangers - Trash bags - Starter supplies (4 rolls toilet paper, 2 rolls paper towels & a few laundry detergent pods) - Dishwasher soap, dish soap ACCESSIBILITY - Single-story home - Step-free access PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Peaceful neighborhood near beaches & hiking - Close to golf courses - 2-3 miles to Popponesset Marketplace & Cape Cod Children's Museum - 15 miles to Nobska Lighthouse - 30 miles to Martha's Vineyard via ferry - 34 miles to Plymouth - 16 miles to Cape Cod Gateway Airport - 73 miles to Boston Logan International Airport (73.3 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or vaping of any kind - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home offers step-free access - All TVs in the house are equipped with Roku for your convenience. - The private heated pool is open seasonally, from mid-May to the end of September. It is heated to a comfortable and refreshing temperature between 80–84°F (please note this is a swimming pool, not a hot tub) - Starter supplies are provided, including 4 rolls of toilet paper, 2 rolls of paper towels, and a few laundry detergent pods

Spacious Beach House 6 Min Walk to Beach!

Falmouth, MA, US
4 Bedrooms 8 Guests
Sep 7 - 9
$319 night

24002 - Rest-a-Shore: Spacious Beach House 6 Min Walk to Beach! Located in the quintessential Cape Cod town of East Falmouth and less than half a mile from Menauhant Beach, this home is an oasis of beach vacation calm. Rest-A-Shore, your worries will float away at this dreamy home. <br><br>This single level home offers the ideal location for your next getaway. Explore the local area, stroll to the beach for shell collecting and views of Martha’s Vineyard across the Vineyard Sound, head up to Smitty’s homemade ice cream, Cape Cod Winery or Bad Martha Farmers Brewery, all within 5 minutes drive. Further afield, drive down to Woods Hole and hop on the ferry for a day trip to Martha’s Vineyard or Nantucket. <br><br>Enter the foyer and you will discover the living room and majority of the home to the left and the master bedroom suite with attached bathroom including a bathtub and separate shower as well as a bonus room with twin bed and full laundry to your right, providing an element of privacy. Walk though the beautiful, light living room with vaulted ceilings and you will find a queen bedroom with an ensuite shower and a bunk room with a full bed and two twins. This bedroom has a full bathroom across the hall with a tub/shower combo. Continue past the bedrooms into a fantastic, open plan family room, dining and kitchen area with plenty of room to spread out and relax. There is also a detached bunk house (no heat), which includes a full bed and twin bed above (accessible via a ladder), and a full bathroom with a shower.<br><br>The kitchen has sliding glass doors onto the huge back deck, the perfect place to eat meals, sip beverages, or just relax and enjoy the gorgeous views of the mature gardens and catch the ocean breeze. The Window A/C Units throughout the home will keep you and your guests cool and comfortable on those hot summer days and nights. Sheets and bath towels will be provided to all guests with beds made upon your arrival. Also, this home is dog friendly, so don’t forget to bring along your pup. Take advantage of this amazing opportunity to book the perfect beach home for your Cape Cod vacation!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-Single Floor<br>-1,770 Sq Ft<br>Bedrooms<br>-Total 4<br>-1st Floor: 1 King Bed w/ en suite Full Bathroom<br>-1st Floor: 1 Queen Bed w/ en suite Full Bathroom<br>-1st Floor: 1 Bunk Bed (twin over full) + 1 Twin Bed<br>-1st Floor Bonus Room: 1 Twin Bed<br>-Detached Cottage: 1 Full Bed + 1 Twin Bed (lofted)<br>Bathrooms<br>-Total 4<br>-1st Floor: Full Bathroom w/ Tub & Shower (en suite King Bedroom)<br>-1st Floor: Full Bathroom w/ Shower (en suite Queen Bedroom)<br>-1st Floor: Full Bathroom w/ Tub/Shower Combo<br>-Detached Cottage: Full Bathroom w/ Shower <br>Other Amenities<br>-Fully Equipped Kitchen<br>-Window A/C Units in bedrooms only<br>-Smart Lock<br>-WiFi<br>-TV<br>-Washer/Dryer (bonus bedroom)<br>-Deck w/ Furniture<br>-Propane Grill<br>-Outdoor Shower<br>-Fire Pit<br>-Private Yard<br>-Short Walk (0.3 mile) to Menauhant Beach<br>-Indoor Fireplaces are not for guest use (fines remitted) <br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 2 cars maximum<br>C0436180960

1-Story Home, 1/2 Mile From Beach, Patio, Grill | Wooded Setting, Spacious Driveway, Garden Views, Walk to Shore, Perfect Cape Cod Getaway for Families or Groups, 24 Hour Hospitality

Falmouth, MA, US
3 Bedrooms 8 Guests
Sep 6 - 8
$304 night

Escape to this secluded 3-bedroom, 2-bathroom retreat in Falmouth, your perfect Cape Cod home away from home. - 1/2 mile from beach - Four sleeping spaces: three bedrooms and a converted office with 2 twin beds and 1 twin trundle - Work-ready with high-speed WiFi - Peaceful atmosphere surrounded by mature trees - Beautiful manicured front garden and private outdoor patio with grill, outdoor shower - Parking in the spacious driveway for multiple cars Escape to this secluded 3-bedroom, 2-bathroom retreat nestled among mature trees in Falmouth. Perfect for families or small groups, the home features warm, inviting interiors with natural wood accents and plenty of natural touches. The primary suite has a king bed, while 2 other rooms offer queens and an office with 2 twin beds and 1 twin trundle—ideal for kids. Enjoy outdoor living on the private back patio with a grill, walk 1/2 mile to the beach, or unwind in the peaceful surroundings. Just a short drive to local attractions, beaches, and more! Tucked away behind a long, private drive and surrounded by mature trees, this peaceful single-level retreat feels like your own secret corner of Cape Cod. Designed with comfort and calm in mind, the home welcomes you with warm earth tones, rich natural woods, and a touch of greenery that brings the outside in. With 3 spacious bedrooms featuring king and queen beds, there’s room for couples, friends, or extended family to relax in style. A cozy bonus office has been thoughtfully converted with three twin beds—perfect for little travelers or a kid-friendly bunk-up. Comfortable Accommodation: - 3 spacious bedrooms - Primary suite with king bed - 2 additional rooms with queen beds - Converted office with 2 twin beds and 1 twin trundle Interior Feeling: - Warm earth tones - Rich natural wood accents - Inviting atmosphere with natural touches Outdoor Bliss: - Private back patio with a gas grill - Beautiful manicured front garden - Enjoy morning coffee overlooking the garden - Evening cookouts surrounded by nature Free Parking: - Free parking in the spacious driveway for multiple car parking Delightful Dining: - Spacious dining area for family meals - Outdoor dining options on the patio Parking Convenience: - Long, spacious driveway for multiple car parking Location Highlights: - Closest beach is 1/2 mile away - Short drive to local attractions and beaches Looking for a comfortable, furnished home in Cape Cod for an extended stay? Whether you’re a digital nomad, college student, or settling in as our newest neighbor, we’ve got you covered. If you’re interested, feel free to reach out to learn more! Please take note that there is a refundable security deposit of $500 charged separately before check in for any reservations between 22 days and 6 month, and a deposit of $1,000 charged separately before check in for any reservations over 6 months. Permit number: C0870_928_800 You will have access to the entire home! You’ll appreciate having a car to explore the wonders of Cape Cod! Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests. License number: ROC-20439479-003

Vacation Rentals in Chilmark by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Chilmark

Saved Home Image
Sign in or join now to view and save the homes you love