Large group vacation rentals in North Truro, MA

Explore 419 large group vacation rentals, homes, and villas in North Truro, 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 Family-Friendly 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 $75 per night and homes offering up to 11 bedrooms and 10 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.

419 Great for Groups in North Truro

Views of Bay Access to Private Beach!

Truro, MA, US
2 Bedrooms 4 Guests
Aug 27 - 29
$379 night

12218 - Spring Bluff: Views of Bay Access to Private Beach! Set atop a hill in Truro overlooking Cape Cod Bay, welcome to Spring Bluff! A walk up a flight of exterior stairs brings you to the home’’s entrance. Once inside, cook up a meal in the full kitchen and enjoy it in the cozy dining area. Watch a movie in the living room before heading to bed in one of two bedrooms in this sleeps 4 home. A set of twin beds in one bedroom and a queen bed in the other are the perfect places to count sheep after a day on the beach. <br>Boasting one of the most iconic views of the Cape, stare straight across Cape Cod Bay to the tip of Provincetown, with Pilgrim Monument clearly defined in the near distance. The breathtaking view is only one of the many perks of staying here. A private bayside beach is a short walk down a path at the edge of the property, while the shuttle to Provincetown center allows the opportunity to leave your vehicle parked at home for a carefree and car-less day. <br> <br>Spring Bluff is one of five two-bedroom cottages available for rent at this property; other cottages include Sunset Bluff (12215), Wind Bluff (12216), Bay Bluff (12217) and Summer Bluff (12219). <br> <br>Home Details: <br>-Sleeps 4 <br>-Single Floor <br>-2 Bedrooms <br>-Bedroom #1: 1 Queen Bed <br>-Bedroom #2: 2 Twin Beds <br>-1 Bathroom <br>-Bathroom #1- Full Bathroom with Shower <br>-AC via mini-split (please note, there is one AC unit that can cool the whole home, but you will need to leave the interior doors open) <br>-TV with Cable <br>-WIFI <br>-Smart Lock/ Self Check-In <br>-Deck with Outdoor Dining <br>-Propane Grill <br>-NO PETS (fines remitted) <br>-Waterfront <br>-Walk to Private Beach <br>-Walk to Shuttle Stop for Provincetown Center <br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival <br>-Cleaned with Hospital Grade Disinfectant<br>C0425763000

Beautiful Views of Cape Cod Bay!

Truro, MA, US
2 Bedrooms 4 Guests
Sep 30 - Oct 2
$174 night

12219 - Summer Bluff: Beautiful Views of Cape Cod Bay! Set atop a hill in Truro overlooking Cape Cod Bay, welcome to Summer Bluff! <br><br>A walk up a flight of exterior stairs brings you to the home’’s entrance. Once inside, cook up a meal in the full kitchen and enjoy it in the cozy dining area. Watch a movie in the living room before heading to bed in one of two bedrooms in this sleeps 4 home. A set of twin beds in one bedroom and a queen bed in the other are the perfect places to count sheep after a day on the beach.<br><br>Boasting one of the most iconic views of the Cape, stare straight across Cape Cod Bay to the tip of Provincetown, with Pilgrim Monument clearly defined in the near distance. The breathtaking view is only one of the many perks of staying here. A private bayside beach is a short walk down a path at the edge of the property, while the shuttle to Provincetown center allows the opportunity to leave your vehicle parked at home for a carefree and car-less day.<br><br>Summer Bluff is one of five two-bedroom cottages available for rent at this property; other cottages include Sunset Bluff (12215), Wind Bluff (12216), Bay Bluff (12217), and Spring Bluff (12218).<br><br>Home Details:<br>-Sleeps 4<br>-Single Floor<br>-2 Bedrooms<br>-Bedroom #1: 1 Queen Bed<br>-Bedroom #2: 2 Twin Beds<br>-1 Bathroom<br>-Bathroom #1- Full Bathroom with Shower<br>-AC via mini-split (please note, there is one AC unit that can cool the whole home, but you will need to leave the interior doors open) -Heating- mini-split system<br>-TV with Cable<br>-WIFI<br>-Smart Lock/ Self Check-In<br>-Deck with Outdoor Dining<br>-Propane Grill<br>-NO PETS (fines remitted)<br>-Waterfront<br>-Walk to Private Beach<br>-Walk to Shuttle Stop for Provincetown Center<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0425773000

Views of the Bay Private Beach Access!

Truro, MA, US
2 Bedrooms 4 Guests
Sep 26 - 28
$274 night

12215 - Sunset Bluff: Views of the Bay Private Beach Access! Set atop a hill in Truro overlooking Cape Cod Bay, enjoy Sunset Bluff! <br> <br> A walk up a flight of exterior stairs brings you to the home’s entrance. Once inside, cook up a meal in the full kitchen and enjoy it in the cozy dining area. Watch a movie in the living room before heading to bed in one of two bedrooms in this sleeps 4 home. A set of twin beds in one bedroom and a queen bed in the other are the perfect places to count sheep after a day on the beach.<br> <br>Boasting one of the most iconic views of the Cape, stare straight across Cape Cod Bay to the tip of Provincetown, with Pilgrim Monument clearly defined in the near distance. The breathtaking view is only one of the many perks of staying here. A private bayside beach is a short walk down a path at the edge of the property, while the shuttle to Provincetown center allows the opportunity to leave your vehicle parked at home for a carefree and car-less day. <br><br>Sunset Bluff is one of five two-bedroom cottages available for rent at this property; other cottages include Wind Bluff (12216), Bay Bluff (12217), Spring Bluff (12218) and Summer Bluff (12219). <br><br>Home Details:<br>-Sleeps 4<br>-Single Floor (must go up a flight of steps to enter home)<br>Bedrooms<br>-Total 2<br>-1st Floor Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 2 Twin Beds<br>Bathroom<br>-Total 1<br>-1st Floor: Full Bathroom w /Shower<br>Other Amenities<br>-AC via mini-split (please note, there is one AC unit that can cool the whole home, but you will need to leave the interior doors open) -TV<br>-WIFI<br>-Smart Lock/ Self Check-In<br>-Deck with Outdoor Dining<br>-Propane Grill<br>-Waterfront<br>-NO PETS (fines remitted)<br>-Walk to Private Beach<br>-Walk to Shuttle Stop for Provincetown Center<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0425783000

Views of Bay Access to Private Beach!

Truro, MA, US
2 Bedrooms 4 Guests
Sep 26 - 28
$194 night

12216 - Wind Bluff: Views of Bay Access to Private Beach! Set atop a hill in Truro overlooking Cape Cod Bay, enjoy Wind Bluff! <br> <br> A walk up a flight of exterior stairs brings you to the home’’s entrance. Once inside, cook up a meal in the full kitchen and enjoy it in the cozy dining area. Watch a movie in the living room before heading to bed in one of two bedrooms in this sleeps 4 home. A set of twin beds in one bedroom and a queen bed in the other are the perfect places to count sheep after a day on the beach.<br><br>Boasting one of the most iconic views of the Cape, stare straight across Cape Cod Bay to the tip of Provincetown, with Pilgrim Monument clearly defined in the near distance. The breathtaking view is only one of the many perks of staying here. A private bayside beach is a short walk down a path at the edge of the property, while the shuttle to Provincetown center allows the opportunity to leave your vehicle parked at home for a carefree and car-less day. <br> <br>Wind Bluff is one of five two-bedroom cottages available for rent at this property; other cottages include Sunset Bluff (12215), Bay Bluff (12217), Spring Bluff (12218) and Summer Bluff (12219). <br> <br>Home Details:<br>-Sleeps 4<br>-Single Floor<br>-2 Bedrooms<br>-Bedroom #1: 1 Queen Bed<br>-Bedroom #2: 2 Twin Beds<br>-1 Bathroom<br>-Bathroom #1- Full Bathroom with Shower<br>-AC via mini-split (please note, there is one AC unit that can cool the whole home, but you will need to leave the interior doors open) -Smart TV <br>-WIFI<br>-Smart Lock/ Self Check-In<br>-Deck with Outdoor Dining<br>-Propane Grill<br>-NO PETS (fines remitted)<br>-Waterfront<br>-Walk to Private Beach<br>-Walk to Shuttle Stop for Provincetown Center<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0425743000

Views of the Bay Access to Private Beach!

Truro, MA, US
2 Bedrooms 4 Guests
Sep 16 - 18
$124 night

12217 - Bay Bluff: Views of the Bay Access to Private Beach! Set atop a hill in Truro overlooking Cape Cod Bay, welcome to Bay Bluff! <br> <br> A walk up a flight of exterior stairs brings you to the home’’s entrance. Once inside, cook up a meal in the full kitchen and enjoy it in the cozy dining area. Watch a movie in the living room before heading to bed in one of two bedrooms in this sleeps 4 home. A set of twin beds in one bedroom and a queen bed in the other are the perfect places to count sheep after a day on the beach.<br> <br>Boasting one of the most iconic views of the Cape, stare straight across Cape Cod Bay to the tip of Provincetown, with Pilgrim Monument clearly defined in the near distance. The breathtaking view is only one of the many perks of staying here. A private bayside beach is a short walk down a path at the edge of the property, while the shuttle to Provincetown center allows the opportunity to leave your vehicle parked at home for a carefree and car-less day. <br><br>Bay Bluff is one of five two-bedroom cottages available for rent at this property; other cottages include Sunset Bluff (12215), Wind Bluff (12216), Spring Bluff (12218) and Summer Bluff (12219). <br> <br>Home Details:<br>-Sleeps 4<br>-Single Floor<br>-NO PETS (fines remitted)<br>Bedrooms<br>-Total 2 <br>-1st Floor Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 2 Twin Beds<br>Bathrooms<br>-Total 1<br>-1st Floor: Full Bathroom w/ Shower -AC via mini-split (please note, there is one AC unit that can cool the whole home, but you will need to leave the interior doors open) <br>-TV with Cable<br>-WIFI<br>-Smart Lock/ Self Check-In<br>-Deck with Outdoor Dining<br>-Propane Grill<br>-Waterfront<br>-Walk to Private Beach<br>-Walk to Shuttle Stop for Provincetown Center<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0425753000

Deck w/ Water View: Coastal Escape Near P-Town!

Truro, MA, US
4 Bedrooms 8 Guests
Aug 31 - Sep 2
$285 night

- C0298845300 - Free WiFi - 1,926 Sq Ft A serene seaside getaway awaits you in North Truro! Ideal for families or groups, this 4-bedroom, 2.5-bath vacation rental features a large deck with breathtaking views, 2 kitchens, and proximity to the beach! Don't miss whale watching at Provincetown Whale Watching or shopping at the Whalers Wharf, just 5 miles away. When you're not soaking up the sun, grab a brew at Provincetown Brewing Co! -- THE PROPERTY -- SLEEPING ARRANGEMENTS: - Bedroom 1: Queen Bed - Bedroom 2: Queen Bed - Bedroom 3: 2 Twin Beds - Bedroom 4: Full Bed HOME FEATURES: - Smart TVs - Dining table & bar seating - Ceiling fans KITCHEN: - Refrigerator, stove/oven, dishwasher - Coffee maker, microwave - Dishware & flatware GENERAL: - Washer & dryer - Towels/linens - Central heat, window & mini-split A/C units ACCESSIBILITY: - 1 step to access FAQ: - Pet fee (paid pre-trip) - 3 exterior security camera (facing out) PARKING: - Detached garage (3 vehicles) - Driveway (6 vehicles) - RV/trailer parking -- THE LOCATION -- - 5 miles to Provincetown Whale Watching - 7 miles to Provincetown Municipal Airport - 114 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 - Pet friendly w/ $60 fee (+ fees & taxes, max 2 dogs) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 1 step to access - NOTE: Your safety matters. This property features 3 exterior security cameras. Camera 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entry. Camera 2 is on the west side of the house facing the driveway. Camera 3 is on the east side of the home facing the garage. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Walk to Water, Dazzling Sunsets on the Bay!

Truro, MA, US
4 Bedrooms 9 Guests
Sep 3 - 5
$620 night

12211 - Sunset Dancer: Walk to Water, Dazzling Sunsets on the Bay! Tucked away in the serene landscape of Truro, just minutes from Provincetown, this charming water-view escape is your gateway to Cape Cod’s most beloved adventures. A short stroll (0.2 miles) brings you to the soft sands of Noon’s Landing Beach, while a quick drive places you in the heart of Provincetown’s vibrant energy.<br><br>Wake up to gentle bay breezes and sip coffee from one of multiple decks overlooking the shimmering waters and dramatic dunes of Pilgrim Lake. Spend your day exploring—lounge on the beach, sip wine among the vines at Truro Vineyards, or savor fresh seafood and pasta at Montano’s, just three minutes away.<br><br>Back at home, fire up the grill for an alfresco dinner as the sky turns golden, then sink into the hot tub under a blanket of stars. For a night in, gather in the ground-floor lounge, complete with a wet bar and daybed, perfect for cocktails and conversation.<br><br>Inside, every detail is thoughtfully designed, from curated artwork to a layout that balances privacy and connection. The first floor features a fully equipped kitchen, living area, and a bedroom with a Queen and Twin bed. Upstairs, a King bedroom and a Queen bedroom await, along with a full bathroom.<br><br>Whether you’re watching the sunset from the deck, rinsing off in the outdoor shower after a day in the surf, or strolling to the beach with your pup in tow, this home promises a stay filled with ease, beauty, and adventure.<br><br>Don’t wait—book your unforgettable Cape Cod retreat today!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 9<br>Bedrooms<br>Total: 4<br>-1st Floor Bedroom: 1 Queen Bed and 1 Twin Bed<br>-2nd Floor Bedroom: 1 King Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-Ground Floor: 2 Daybeds<br>Bathrooms<br>Total: 2<br>-1st Floor: Full Bathroom w/ Tub/Shower Combo<br>-2nd Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Split System A/C<br>-TV<br>-WiFi<br>-Washer/Dryer<br>-Gas Grill<br>-Outdoor Shower<br>-Hot Tub<br>-Electric Fireplace<br>-Ocean Views<br>-Walk to Water<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-C0407773000

Beautiful backyard, pool, deeded beach rights!

Truro, MA, US
4 Bedrooms 8 Guests
Sep 12 - 14
$932 night

12226 - Aqua Oasis: Beautiful backyard, pool, deeded beach rights! Tucked away in Truro, with neighborhood association access to Tru Haven Beach, this vacation home promises an idyllic escape. Situated within a quaint neighborhood, this beach gem is a mere 2-minute drive or a leisurely 15-minute stroll from your doorstep, with the convenience of a drop-off area too (please note, parking is not available) and a private staircase leading you to the sandy shores. <br><br>Designed with unique flair by the renowned architect Alan Dodge, this home exudes personality and character. Thoughtful touches and eclectic Truro-style furnishings create a space that feels both unique and welcoming - perfect for accommodating multi-generational families. The first floor features a king bedroom with an en suite bathroom, while upstairs offers two queen bedrooms (one with an en suit bathroom), a bedroom with two twin beds, and an additional full bathroom. <br><br>While here, relish in the pleasures of a private pool where your family will share priceless memories they will replay while daydreaming of future stays (please, no dogs in the pool area). The expansive patio invites you to fire up the grill and take in the salt air with peek-a-boo views of Cape Cod Bay and Provincetown. As the sun begins to dip below the horizon, savor your favorite cocktails on the second-floor deck accessible from two bedrooms, offering even more breathtaking water vistas.<br><br>For those quintessential evening activities, our designated sand area boasts a fire pit, perfect for marshmallow roasting, with ample seating for everyone to sit back and relax.<br><br>When the culinary delights of Cape Cod beckon, you’re in for a treat. The Box Lunch is your go-to spot for scrumptious beach sandwiches, while Truro Vineyards, a short jaunt from your home, offers the perfect afternoon of wine tasting. These Cape Cod staples are both conveniently less than a mile away!<br><br>Escape to a one-of-a-kind vacation retreat, where Truro’s beauty and charm come to life. Your adventure begins here.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-2 Floors<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 1 King Bed w/ en suite Bathroom<br>-2nd Floor Bedroom: 1 Queen Bed w/ en suite Bathroom <br>-2nd Floor Bedroom: 1 Queen Bed <br>-2nd Floor Bedroom: 2 Twin Beds<br>Bathrooms<br>-Total 3.5<br>-1st Floor: Half Bathroom<br>-1st Floor: Full Bathroom w/ Shower and Soaking Tub (en suite King Bedroom)<br>-2nd Floor: Full Bathroom w/ Shower (en suite Queen Bedroom)<br>-2nd Floor: Full Bathroom w/ Shower<br>Other Amenities <br>-Private Heated Pool (Only guaranteed to be open Memorial Day - Labor Day)<br>-Outdoor Shower<br>-Central AC<br>-Electric Fireplace available for guest use<br>-WiFi<br>-TV<br>-Washer/Dryer<br>-Propane Grill <br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0455953000

Stylistic Home and Easy Walk to the Beach!

Truro, MA, US
3 Bedrooms 6 Guests
Sep 22 - 24
$230 night

12230 - Love Shack: Stylistic Home and Easy Walk to the Beach! Lovingly decorated by an award winning rock artist, this retro inspired home awaits you in the seaside town of Truro. You’ll enjoy the history and aesthetics of Love Shack, and love the short walk to the northside of Great Hollow Beach. Concealed from the roadside, set way back, this architectural gem unveils itself as a spacious retreat, beckoning guests to indulge in its tranquil ambiance. Step inside to discover a haven of comfort where every detail has been meticulously crafted to evoke a sense of nostalgia and fun. It’s a great place to get together! Ideal for families seeking a beachside getaway, Love Shack offers ample space for everyone to unwind and create lasting memories. Spend your days basking in the sun on the expansive back deck, savoring breakfast al fresco, or sipping your morning coffee amidst the gentle ocean breeze. The outdoor shower makes it easy to rinse away the sand after a day by the beach. Inside, the open kitchen and dining area provide a welcoming space for gatherings, while the Smart TV streaming ensures endless entertainment options for the whole family. Venture upstairs via a wide 8-step staircase to find two of the three bedrooms, each exuding its own unique charm and comfort. Please note, that this home primarily features a single-level layout, with the half staircase providing access to additional sleeping quarters. Love Shack boasts an enviable location, with the north side of Great Hollow Beach just 0.3 miles away, offering easy access to sun, sand, and surf. For those craving further exploration, a short drive leads to various bayside beaches waiting to be discovered-- less than 15 miles down the road. Convenience is key at this vacation destination with local amenities such as Box Lunch, your go-to spot for beachside sandwiches, and Truro Vineyards, perfect for an evening of wine tasting or dining out, just a short drive away. Escape to Love Shack and experience the ultimate coastal retreat with a touch of rock history. Home Details: -No Pets(Fines Remitted) -Sleeps 6 Bedrooms -Total 3 -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 1 Queen Bed -1st Floor Bedroom: 2 Twin Beds Bathrooms -Total 2 -1st Floor: Tub/Shower Combo -1st Floor: Shower Other Amenities -Split System for AC and Heat in Master Bedroom and living areas -Floor Unit AC in secondary bedrooms -WiFi -Smart TV w/Streaming -Washer/Dryer -Propane Grill -Indoor Fireplace is not for guest use(fines remitted) -Outdoor Shower -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 2 cars maximum -C0348293000

Walk to Beach! Central AC!

Truro, MA, US
4 Bedrooms 10 Guests
Aug 31 - Sep 2
$316 night

12202 - Great Hollow: Walk to Beach! Central AC! This beautifully updated architectural home is situated just a short walk to the stunning Great Hollow Beach perched above the hilltops of Truro. You can watch the fireworks in Provincetown from one of many decks! The best eateries in Truro and P-town and the National Seashore beaches are just a 10 minute drive away. You’ll love this quiet and private neighborhood. This modern style home with windows everywhere provides endless views of the Truro Hills! The outdoor space at this home is phenomenal, offering a raised outdoor shower, gas grill, covered deck area, two other open deck areas, and a roof-level deck with amazing views. <br><br>The first floor of this home offers a large living and kitchen area with a beautiful and bright sunken dining room. The first floor also offers a half bathroom as well as a bedroom with a queen size bed. The second floor offers a lofted seating area with access to the upper decks with have amazing views as well as a master bedroom with a queen size bed and en suite bathroom. The ground level basement area of the home offers a another full bathroom as well as two bedrooms; the first bedroom contains 1 queen bed and the other contains two twin beds as well as a twin bunk bed (4 twins total). The basement also offers a laundry area with a washer and dryer. This home has been recently updated with a brand new central AC system. Great Hollow Beach is just a 5 minute walk from the doorstep which makes this home perfect for conveniently enjoying a great beach day! This home and location are sure to delight and offer a perfect spot for a spectacular Cape Cod vacation! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -3 Floors Bedrooms -Total 4 -1st Floor Bedroom: 1 Queen Bed -2nd Floor Master Bedroom: 1 Queen Bed w/ en suite Full Bathroom -Ground Floor Bedroom: 1 Queen Bed -Ground Floor Bedroom: 4 Twin Beds (1 bunk bed) Bathrooms -Total 2.5 -1st Floor: Half Bathroom -2nd Floor: Full Bathroom w/ Shower (en suite Queen BedroomP -Ground Floor: Full Bathroom w/ Shower/Tub combo Other Amenities -Central AC -WiFi -TV -Washer/dryer on ground level -Wood Stove Not for Guest Use (Fines Remitted) -Outdoor shower -1 Kayak -Private yard -Several deck areas and roof-level deck -5 min walk to amazing Great Hollow Beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0419093000

Beachfront on Private Beach w/ AC!

Truro, MA, US
3 Bedrooms 6 Guests
Oct 3 - 5
$578 night

12214 - Oyster Oasis: Beachfront on Private Beach w/ AC! Panoramic bay views will take your breath away at this Truro home, perched on the dunes as close to the water as you can imagine. Welcome to the Oyster Oasis!<br><br>Pushing open the navy blue front door, you’re greeted by breathtaking views as you step into the open concept kitchen and living room. Enjoy breakfast at the large center Island as you stare over Cape Cod Bay with views of Pilgrim Monument in the distance. Down the hallway, three bedrooms complete the sleeping arrangements in this sleeps 6 home. The first two bedrooms at the front of the home each have a king bed and beautiful built-in cabinetry. Further down the hall, the final bedroom houses two twin beds atop great built-in storage, and breathtaking views of the bay waters below. <br><br>The views are even better on the sprawling back deck, where you may even fall asleep in the Adirondack chairs as you listen to the waves lap against the shore. The crushed bluestone patio area surrounding the whole house provides plenty of great space to soak in the sun while the small cedar tree adds just the right amount of shade to your sand-dune hideaway with the table underneath offering a great spot for outdoor dining. Be sure to plan a few nights to be at this incredible home during sunset, a near spiritual experience at the end of your vacation days with its breathtaking beauty. Just to the left of the driveway is a pathway and staircase that leads directly down to the beach. You could quite literally roll out of bed onto the sand at Great Hollow beach!<br><br>Beyond the beauty of this home and the beach below, you’ll be close to restaurants, shops, and stores of all types. Between the location, views, and amenities, this immaculate home is one-of-a-kind, and you surely don’t miss this chance to enjoy a classic Cape Cod beach house by the bay. Enjoy your next vacation at the Oyster Oasis. <br><br>Home Details:<br>-Sleeps 6<br>-Single Floor<br>Bedrooms<br>-Total 3<br>-1st Floor Bedroom: 1 King Bed<br>-1st Floor Bedroom: 1 King Bed<br>-1st Floor Bedroom: 2 Twin Beds<br>Bathrooms<br>-Total 1<br>-1st Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Central A/C and Heating<br>-WiFi<br>-Smart Lock/ Self Check-In<br>-Smart TV<br>-Propane Grill<br>-Deck with Outdoor Dining and Lounging<br>-Outdoor Shower<br>-Laundry is available in the garage, Memorial Day-Labor Day.<br>-Bay Views<br>-Walk to the Beach<br>-NO PETS (fines remitted)<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0056263000

Beautiful Water Views Dogs Welcome!

Truro, MA, US
4 Bedrooms 8 Guests
Aug 27 - 29
$528 night

12220 - Hilltop Hideaway: Beautiful Water Views Dogs Welcome! Escape to your secluded haven atop the Truro hills - behold the Hilltop Hideaway, your gateway to an unforgettable Outer Cape retreat! Elevated above the norm, this spacious abode offers sweeping panoramas of Pamet Harbor, Cape Cod Bay, and the charming silhouette of Provincetown on the horizon.<br><br>Step inside this two-story sanctuary, where the heart of the home beckons with an open kitchen boasting expansive countertops and corner windows framing mesmerizing water vistas. Adjacent, the dining area invites you to savor every meal amidst breathtaking scenery, while a cozy family room promises relaxation and cherished moments. Retreat to the primary bedroom on the main floor, offering a king-size bed and a full bathroom directly across the hall for ultimate comfort. Ascend upstairs to discover additional bedrooms, including a queen-size bed and twin accommodations perfect for young adventurers.<br><br>Venture outdoors to the back deck, where you’ll be mesmerized by waterfront sunsets peeking through the trees. Just a four minute drive will bring to you the nearby beach. After a day of adventures, unwind with a drink under the stars or gather around the fire pit for indulgent s’mores, enveloped in the tranquility of your natural surroundings.<br><br>Complete with convenient amenities such as a washer and dryer, propane grill, and refreshing outdoor shower, your stay at the Hilltop Hideaway promises relaxation and rejuvenation. Embrace the serenity of Truro’s scenic landscapes while still enjoying easy access to the vibrant dining, nightlife, and shopping of nearby Provincetown. Experience the best of both worlds at your Hilltop Hideaway - where memories are made and tranquility reigns supreme.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-2 Floors (1st Floor + 2nd Floor)<br>Bedrooms<br>-Total: 4<br>-1st Floor Bedroom: 1 King Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 2 Twin Beds (Twin Bed w/ Twin Trundle)<br>-2nd Floor Bedroom: 2 Twin Beds<br>Bathrooms<br>-Total: 2.5<br>-1st Floor: Half Bathroom<br>-1st Floor: Full Bathroom w/ Shower/Tub combo<br>-2nd Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Window A/C Units<br>-WiFi<br>-Smart TV with Streaming<br>-Washer and Dryer (ground floor)<br>-Foosball<br>-Gas Grill<br>-Fire Pit<br>-Deck with Furniture<br>-Outdoor Shower<br>-please note outdoor amenities are available seasonally<br>-Indoor Fireplaces are not for guest use (fines remitted)<br>-Parking is available for a maximum of 4 cars<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-C0413513000

East End Condo Across from Assoc Beach!

Provincetown, MA, US
2 Bedrooms 4 Guests
Sep 14 - 16
$138 night

11160 - Harbor Breeze: East End Condo Across from Assoc Beach! Escape to the serene beauty of the Cape’s tip and immerse yourself in the Harbor Breeze—a tranquil retreat boasting mesmerizing water views, private outdoor space, and ample room to unwind. <br><br>As you step into this second-floor sanctuary, you’ll immediately be captivated by the views of Cape Cod Bay. Lounge on the couch and let the salty breeze caress your skin through the screen door, inviting you to savor cocktails or a leisurely breakfast on the deck—a secluded haven where the essence of Cape Cod air envelops you.<br><br>Prepare beachside delights in the well-appointed kitchen, a culinary haven ready to cater to your vacation cravings. Venture down the hallway to discover two inviting bedrooms, each offering queen beds and TVs for cozy evenings of relaxation.<br><br>Just a stroll away lies the bustling heart of Provincetown, where an array of shops, restaurants, and entertainment options beckon. Whether you’re seeking sun-soaked beach days or vibrant nightlife adventures, the Harbor Breeze ensures you’re perfectly positioned to enjoy the best of both worlds.<br><br>Soak in the tranquility of the Cape’s coastal charm and create unforgettable memories amidst the Harbor Breeze—a haven of relaxation and rejuvenation at the tip of the Cape.<br><br>Home Details:<br>-No Pets (fines remitted)<br>-Sleeps 4<br>Bedrooms<br>-Total 2<br>-Bedroom #1: 1 Queen Bed<br>-Bedroom #2: 1 Queen Bed<br>Bathrooms<br>-Total 1<br>-Bathroom: Shower<br>Other Amenities<br>-Window A/C Units in Bedrooms + Portable A/C Unit in Living Room<br>-Smart Lock/Self Check-In<br>-WiFi<br>-Smart TV/Streaming<br>-Deck w/ Outdoor Dining<br>-please note outdoor amenities are seasonal<br>-NO outdoor grilling (fire hazard)<br>-Water Views from the Deck<br>-Located Directly Across from Association Beach<br>-Walkable to Commercial St<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-1 Designated Parking Space<br>-C0404402420

Steps to Commercial St Walk to Beach!

Provincetown, MA, US
1 Bedrooms 2 Guests
Sep 20 - 22
$128 night

11106 - The Bradford Bistro: Steps to Commercial St Walk to Beach! Discover the captivating allure of Provincetown! Our vacation rental, located close to Provincetown Harbor and just a brief two-mile journey from the pristine shores of Herring Cove Beach, offers you an unforgettable Provincetown escape. Conveniently located just off the vibrant Commercial Street, unwind and enjoy the delightful, lively ambiance of this coastal town. Inside, you’ll find everything you need in a compact space to enjoy your stay- a cozy queen bed, living room, and a fully-equipped kitchen ensure that every aspect of your stay is infused with a sense of ease and relaxation.<br><br>Just a block from the apartment, immerse yourself in the boundless energy of Commercial Street, where each step reveals a treasure trove of shops, galleries, and delightful eateries just waiting to be explored. For a taste of history and captivating views, a visit to the iconic Pilgrim Monument is a must.<br><br>Just across the street you’ll find Gifford House where you can enjoy a night at the bar, at the Love Lounge, or in Club Purgatory. Within a mere 0.2 miles, you’ll find many choices to indulge your palate in a tantalizing culinary adventure. Sample the exquisite offerings at renowned establishments such as Tin Pan Alley, The Canteen, and Vorelli’s. From breathtaking landscapes to delightful flavors, your Provincetown experience promises to be one for the books. Unveil the magic of Cape Cod and immerse yourself in the rich history and vibrant energy of this remarkable destination. Book your stay at our Provincetown vacation rental today and embark on a journey of unforgettable moments.<br><br>Home Details:<br>-No Dogs (Fines remitted)<br>-Sleeps 2<br>Bedrooms<br>-Total 1<br>-1st Floor Bedroom: 1 Queen Bed<br>Bathrooms<br>-Total 1<br>-1st Floor: Full Bathroom w/ Shower<br>Other Amenities <br>-Window A/C in bedroom<br>-TV<br>-Shared Patio<br>-Charcoal Grill (please supply your own charcoal)<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking not guaranteed- a tandem spot may be available for use, you must work with the other tenants at the building if you’re concerned about being “parked in”. Luckily, everything your heart desires is within walking distance at this location.<br>-C0427162420<br>-BOH-25-121

Harbor Views + Private Deck: Waterfront P-Town Apt

Provincetown, MA, US
1 Bedrooms 2 Guests
Sep 29 - Oct 2
$271 night

Walk to Dining & Shopping | Beach Access On-Site | Towels/Linens Provided Soak up the best of Provincetown from this beachfront vacation rental in the heart of downtown. Head outside to buzzing restaurants, boutique shopping, nightlife, and sunny beach days just steps away! After spending the afternoon at Race Point Beach, return home to relax on the deck and soak in the bay breeze. From festivals to sunset strolls, the Cape’s most unforgettable experiences are right at your doorstep. -- THE PROPERTY -- C0045302420 SLEEPING ARRANGEMENTS Bedroom: 1 queen bed OUTDOOR LIVING - Furnished deck - Outdoor dining & seating - Beach & bay views  - Waterfront location INDOOR LIVING - 2 flat-screen TVs - Central heating, A/C - Dining table - Free WiFi KITCHEN - Stainless steel appliances - Convection oven, stovetop - Drip coffee maker, toaster - Cooking basics, dishes & flatware ACCESSIBILITY - 2-story home - Stairs & spiral staircase required PARKING - Designated space (1 vehicle) - No boats, large trucks, or commercial vehicles -- THE LOCATION -- - Waterfront condo located directly on Commercial Street in the heart of Provincetown - Walking distance to beaches, restaurants & shops - 1 mile to Whalers Wharf & Long Point Beach - 1 mile to Wood End Lighthouse - 1 mile to Pilgrim Monument - 2 miles to Herring Cove Beach - 4 miles to Race Point Beach & Lighthouse -- 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 stairs for access and a spiral staircase to reach the living room and kitchen on the 2nd floor - No boats, large trucks, or commercial vehicles are allowed to park on-site Licence number: C0045302420

Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

Brewster, MA, US
10 Bedrooms 20 Guests
Aug 30 - Sep 2
$2,468 night

This property is professionally managed by Pretty Picky Properties Magnificent Mansion, Privacy, Pool, Water Views in Brewster Come for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included The newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King’s Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak or canoe and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis. You’ll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it! Inside, you’ll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you’ll likely choose to eat outside most summer days on the deck and patio. The lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it’s show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers. The ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. **Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests*** *** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)*** ****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.**** Please enter your travel dates 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 the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Renovated Oceanfront Penthouse!

Provincetown, MA, US
2 Bedrooms 4 Guests
Sep 15 - 17
$392 night

11159 - Above Decks: Renovated Oceanfront Penthouse! Immerse yourself in the vibrant pulse of Provincetown’s Commercial Street with a stay at Above Decks—an exquisite penthouse offering unparalleled access to the heart of Cape Cod’s bustling downtown. <br><br>Ascend to your urban oasis, perched high above Kohi Coffee, where panoramic views of the waterfront greet you at the door. Natural light floods the spacious living room, illuminating the plush sectional and dining area—a perfect setting for indoor relaxation with a view.<br><br>Prepare cocktails and culinary delights in the well-appointed kitchen, complete with modern amenities and convenient washer/dryer facilities. A bonus room awaits, featuring a cozy Murphy bed and sweeping vistas of the iconic Pilgrim Monument.<br><br>Retreat to the comfort of two queen bedrooms at the rear of the home, each offering serene respite after a day of exploration. But the true highlight awaits outdoors—a sprawling porch boasting panoramic views of Provincetown’s bustling harbor, with Race Point Lighthouse on the horizon and the lively hum of Commercial Street below.<br><br>For moments of tranquility, descend to your private beach nestled beneath the vibrant streets of downtown Provincetown—an oasis of serenity in the heart of it all.<br><br>Above Decks offers more than just a place to stay—it’s a gateway to the eclectic charms of downtown Provincetown, where entertainment, culture, and endless adventure await just steps from your door. Experience the essence of Cape Cod living in this extraordinary urban retreat.<br><br>Home Details:<br>-No pets (fines remitted)<br>-Sleeps 4<br>Bedrooms<br>-Total: 2 <br>-Bedroom #1: 1 Queen Bed<br>-Bedroom #2: 1 Queen Bed<br>-Bonus room: 1 Queen Murphy Bed<br>Bathrooms<br>-Total: 2<br>-Bathroom #1: Full Bath w/ Shower<br>-Bathroom #2: Full Bath w/ Shower<br>Other Amenities<br>-Fully Equipped Kitchen w/ Dishwasher<br>-Central A/C<br>-WiFi<br>-Smart TV/Streaming<br>-Stacked Washer/Dryer<br>-Expansive Deck w/ Outdoor Dining & Lounging<br>-NO outdoor grilling allowed (Fire Hazard)<br>-Oceanfront w/ Views of Cape Cod Bay<br>-please note outdoor amenities are seasonal<br>-Access to Shared Private Beach<br>-Downtown Commercial St Location<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-1 Designated Parking Space<br>-C0114342420

The Breakaway: 007-O Exquisite in East Orleans

Orleans, MA, US
5 Bedrooms 13 Guests
Oct 31 - Nov 3
$1,211 night

Exquisite in East Orleans, Heated Pool, Fire pit, Gym! Linens Included, Beds Made Pets Considered Rents Friday to Friday in Peak Summer Off-Season Weekends and Partial Weeks Available Pool & Hot Tub open from Memorial Day to Columbus Day Welcome to The Breakaway, a stunning vacation home nestled in the picturesque Tonset Area of Orleans, Massachusetts. This luxurious property offers a perfect blend of comfort and elegance, making it an ideal retreat for families or groups seeking a memorable getaway. With 5 spacious bedrooms and 5.5 bathrooms, this home comfortably accommodates up to 14 guests, ensuring everyone has their own space to relax and unwind. As you step inside, you’ll be greeted by a beautifully designed interior featuring a gas fireplace that adds warmth and charm to the living area. The central air conditioning throughout the home ensures a cool and comfortable atmosphere, even on the warmest summer days. The fully equipped kitchen is a chef’s dream, complete with modern appliances, ample counter space, and a dining area perfect for family meals. The outdoor space is truly a highlight, boasting a heated private pool and a hot tub, perfect for soaking up the sun or enjoying a relaxing evening under the stars. The fenced yard provides a safe space for children and pets to play, while the outdoor seating areas and fire pit create an inviting atmosphere for gatherings. For those looking to stay active, the property features a gym and a game room equipped with a pool table and entertainment options, ensuring fun for all ages. Each bedroom is thoughtfully appointed, with the master suites offering TVs and sound systems for added convenience. Located just a short walk from the beach and near various attractions, including local Breweries and outdoor adventures, The Breakaway is the perfect base for exploring all that Cape Cod has to offer. Don’t miss out on this exceptional property—book your stay today and create unforgettable memories! Please enter in your travel dates in 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! ®

A Wave From It All: 227-O Overlooks Nauset Beach/Atlantic, Heated Pool, Hot Tub & Fire-pit

Orleans, MA, US
5 Bedrooms 14 Guests
Sep 12 - 15
$1,808 night

This home is professionally managed by Pretty Picky Properties Grand Villa Overlooks Nauset Beach & the Atlantic, Heated Pool, Hot Tub & Gas Fire-pit! Rents Friday to Friday Off-season partial weeks available. Sleeps 14 Linens Included/Beds Made Pool and hot tub are open Memorial Day - Columbus Day Your group of up to 14 will vacation in style at this superb ocean side manor house at famous Nauset Beach in East Orleans. The stunning location provides panoramic views of the beach and ocean from both levels of the house. And you have a very short walk to the beach. The property also features a 36’x18’ heated pool, hot tub and gas fire pit!! The spacious, social, fully loaded kitchen anchors the main level and includes a breakfast bar with high boy seating for four. A few steps away, the large dining room easily seats 10 and can accommodate more. Relax in the exquisite living room with lounge seating and a large flat screen TV. This home has Sonos sound system off the back deck and in the lower level living space. It is centrally air conditioned and has hi-speed Wi-Fi and cable TV. A large, covered patio is just off the living room, with a dining table and chairs, plenty of lounge seating and views of the Atlantic. A separate lounge/bar room offers a wet bar with fridge, another TV, and bar seating for three. Walk out from there to a beautiful, hexagonal screened porch which leads to the pool deck. There is one bedroom on the main level, a roomy primary suite with a King size bed and full bath en suite with a walk in shower. The main level also includes a half bath and quiet den/study to serve as your work station, if necessary. On the upper level, you’ll first encounter another lounge area, which walks out to the upper deck that presents 180-degree breathtaking views of Nauset Beach and ocean. Comfy lounge seating here too, including a king-size super comfy sleeper sofa. On this level, you’ll find four more bedrooms. There’s a second, oversized primary suite, with a king size bed plus twin day bed with a twin trundle below. There is a full bath en suite, of course. Another bedroom suite features a King size bed and private full bath. Bedrooms #4 and #5 can be closed off to create a two-bedroom suite. Both bedrooms feature a queen size bed with a standard twin bed and twin trundle bed. The two bedrooms share a full bath between, Jack & Jill style. The lower level of the home houses an extraordinary full home theater with a projector, 10-foot screen and luxurious lounge seats with cup holders for up to 12, plus giant bean bag seating for more. What an amazing place should the weather not cooperate or for your evening entertainment. Also on this level: a workout room, a ping pong table, and a half bath. There are four full and two half baths in all. The yard and grounds provide plenty of space for kids to play safely. There is also a gas grill and horseshoe pits to keep everyone entertained. Consider planning your summer vacation at this truly remarkable property in one of Cape Cod’s most coveted locations. Please enter in your travel dates in 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 17.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

Orleans, MA, US
10 Bedrooms 24 Guests
Aug 22 - 25
$5,839 night

This property is professionally managed by Pretty Picky Properties. "Second Wind" - An Orleans Estate with large heated pool, spa, on Town Cove Sleeps up to 24 in three dwellings Linens and bed making included Pets Considered up to 25 lbs. Weddings not permitted on property Pool is open Memorial Day - Columbus Day This Orleans Estate is located in the heart of Orleans Village on picturesque Town Cove. Bring the whole family and leave the cars in the driveway for the week. You’ll spend countless hours around the pool and spa at the Main House. There’s plenty of room for everyone to gather around the fire pit and cook out poolside at the outdoor kitchen. You can walk to everything in Orleans Center, including some of the best restaurants in town, village shops and of course, ice cream. There are four ice cream shops within walking distance! The mid-century homes have been recently updated with all the modern conveniences while retaining much of the original charm. The large 1.3 acre lot is waterfront on Town Cove and has a heated pool and spa (open Memorial Day - Columbus Day). The large lot provides plenty of recreation space on the gently sloping lawn. Hold your own version of the Whiffle Ball World Series. Town Cove is a great place to drop an owner-provided kayak or SUP and explore the in-land waterways of Nauset Cove and Nauset Marsh. Bring your boat and use the adjacent town boat ramp to motor your way to Nauset Beach by boat! The Main House underwent a full remodel in 2023, you have an updated kitchen with granite counters and new appliances, including a huge side-by-side refrigerator and two dishwashers. There are two dining areas along the back of the house so that large groups can dine together. There is also an enclosed porch overlooking the lawn, pool and cove beyond. The house is great for bringing family together but you have enough space to spread out as well. There are 3 large seating areas in the Main and Carriage Houses that are great spots to watch a ball game or for the kids to watch their shows/movies. The Main House has 5 bedrooms, 5 full baths and 1 half bath. You’ll find one of three primary suites on the main level of the Main House with a king size bed, sitting area and beautiful ensuite bath. There is also a powder room on the main level and living room with separate card-table room. Upstairs in the Main House, there are 3 bedrooms: the second primary suite with a king bed and a private full bath, the third primary suite features a king size bed and ensuite bath, and the third bedroom has a queen size bed with a twin bunk above. There is a full bath for guests of this room in the hallway with a tub/shower combination. In the lower level, you’ll find an extra sleeping area with 2 twin beds for overflow sleeping. Plus a wonderful new media room, laundry room and there is a full bath down here as well plus an outdoor shower not far away. Next door in the Carriage House, you’ll find a second full kitchen, a dining area, a powder room, a primary suite with king size bed and a private full bath on the main level. Upstairs in the Carriage House, you’ll encounter a loft space with a TV and cozy couch. There is a full bath and a bedroom with a queen sized bed plus 2 twins. The third structure, the Guest House has been fully remodeled – brand new kitchen with stainless steel appliances and granite counters. On the main level is a queen bedroom with full bath while upstairs you have a kid’s room with a bunk bed (full under a twin) and another twin with trundle bed with an en suite bath. The primary suite upstairs features a king size bed and stunning views of Town Cove with a wonderful en suite bath. The shower feels like an outdoor shower! In addition, the Guest House has an outdoor shower and 6-person hot tub overlooking the Cove. All three homes have AC, WIFI and cable TV. If you feel like leaving your own private resort, good news – two world famous beaches are less than 5 minutes’ drive away, Nauset Beach on the Atlantic or Skaket Beach on Cape Cod Bay. There is nothing that is overlooked at this ideal vacation property for larger groups. 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%. This property offers a three night minimum stay during select weeks in May – June and September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. 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! ®

Liberty: 030-O Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail

Orleans, MA, US
4 Bedrooms 10 Guests
Nov 20 - 24
$1,078 night

This property is professionally managed by Pretty Picky Properties Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail Sleeps 10 in 4 bedrooms plus a bonus room Rents from Friday to Friday in Peak Season Linens included, beds made Pool is open Memorial Day to Columbus Day Welcome to “Liberty” a newly constructed home near downtown Orleans and convenient to Skaket and Nauset Beaches. This luxurious home features all new furnishings and décor, a heated saltwater pool and over 4,000 square feet of living area over three levels. The main level features soaring paneled ceilings in the main living area. The state-of-the-art kitchen is adjacent with a sizable island. The dining room is also in this area for easy prep and service of meals. There’s a cozy sunroom off the back of the main level as well for additional lounging and relaxation space. The primary bedroom is just off the kitchen and features a king-size bed, TV and a luxurious private bath. Upstairs, there are two bedrooms, one with a king-size bed and one with 2 full beds. There’s a shared bath up here with a shower/tub combo. The 4th bedroom is up a separate flight of stairs and has a king-size bed plus a private bathroom. The Lower level is expansive and has a movie room area, wet bar, full bath and easy access to the pool deck. There is also a king bed on the lower level for additional sleeping. The pool area has ample lounging area and of course a warm saltwater pool for use. Head out on foot or by bike and in moments you’ll be in downtown Orleans for dining, coffee, and shopping. The bike trail intersection is 0.4 miles from the house. Or maybe it’s a beach day! Skaket Beach on the bay is 1.5 miles or maybe the rolling waves of Nauset Beach is your fancy! Head 4 miles east for the open Atlantic. Vacation at Liberty! This luxury home has high-speed Wi-Fi, multiple smart TVs, and central air conditioning. Please enter your travel dates 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 the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. ​​​​​​​ It’s your vacation. Get Picky! ®

Pochet Point Estate 056-O: Pochet Estate with Nauset Beach Access, Pool & Panoramic Views

Orleans, MA, US
7 Bedrooms 16 Guests
Sep 19 - 22
$2,228 night

This property is professionally managed by Pretty Picky Properties. Pochet Point Estate with Nauset Beach Access, Pool & Panoramic Views NEW Listing for 2026! Sleeps 16 Rents Friday to Friday during summer weeks Linens included Pool & Hot Tub open from Memorial Day to Columbus Day Welcome to your East Orleans retreat—an extraordinary water-view estate in the coveted Pochet neighborhood, offering refined coastal living just steps from Nauset Beach. This Patrick Ahearn designed seven-bedroom, seven full and-two half-bath home spans three levels plus a pool house of luxurious living, thoughtfully designed for gathering, relaxation, and coastal adventure. The main level features a gourmet kitchen with high-end appliances, a spacious island, and seamless flow to multiple interior and exterior dining areas. Gather in the elegant great room or one of several inviting lounge spaces, each offering comfortable style and tranquil views of Pochet Inlet and the surrounding salt marsh. There are 5 bedroom suites each with a King bed and private bath. There is one bedroom on the main level and an additional four bedroom suites on the second level. The third floor offers two family-friendly rooms—one with two twin beds and another with two sets of twin-over-twin bunks—ideal for kids or groups. There is also a full bathroom on the third level as well. Step outside to your private resort setting: an oversized heated gunite saltwater pool, hot tub, and expansive pool deck designed for sun-soaked days and evening relaxation by the wood-burning fire pit. The magnificent Atlantic is your backdrop from the pool area. The ocean serenades you with the consistent calming wave action on the nearby shore. The pool house adds a layer of fun and function, complete with a game room, full bath, and laundry. From the backyard, a private neighborhood boardwalk leads you through protected dunes to world-famous Nauset Beach—a breathtaking walk to one of Cape Cod’s most iconic stretches of sand and surf. From the boardwalk you are accessing a secluded part of the beach to the south the public beach area. Plenty of space to set up camp and enjoy the rhythm of the Atlantic Ocean. Perfect for large families or multi-generational groups, this estate combines modern luxury, coastal charm, and unbeatable location—the ultimate East Orleans escape. 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. 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! ®

Stones Throw: 052-CS Alluring Chatham in-town home with pool, walk to it all

Chatham, MA, US
4 Bedrooms 10 Guests
Aug 22 - 25
$2,595 night

This property is professionally managed by Pretty Picky Properties Alluring Chatham in-town home with pool, walk to it all Sleeps 10 Rents Friday to Friday during peak season Linens included, beds made Pool & Hot Tub open from Memorial Day to Columbus Day Here you’re close to everything that counts in Chatham. Walk 0.4 mile (8 minutes) to popular Oyster Pond Beach. Walk five minutes to the unique shops, restaurants and galleries of Main Street. You can order amazing take-out sushi from Blue Fins and be home with it before the edamame cools off! Consider your outdoor living options at this property. When you’re not splashing with the kids in the large, heated in-ground pool, you’ll be lounging in the shade of several large poolside umbrellas. Or serving appetizers and drinks on the superb screened porch, cooled by a perfectly placed ceiling fan. Maybe you’ll fire up the gas grill, after rinsing off the beach sand and salt in the outdoor shower. Or jump in the hot tub and enjoy the starry evening. It’s amazing how much privacy you have in these outdoor spaces, given your location in the heart of Chatham. Inside, this home provides 2,800 square feet of the most upscale, yet unpretentious accommodations you could ever hope for in a summer vacation home. The well-outfitted chef’s kitchen is big and bright with custom cabinets, stainless steel and granite throughout. There’s highboy seating at the large center island, encouraging a pleasantly social meal prep experience. The kitchen flows into the elegant dining room, embraced by two walls almost entirely comprised of oversized windows, adding to the cheery ambience. The dining area, in turn, flows into the living room and TV lounge with its comfy seating and large flat screen smart TV. There’s one bedroom on the main level. It’s roomy with a generous king size bed. You’ll find a full bath with a combination tub/shower directly across the hall. The rest of the main level is allocated to a mud room back entry, laundry and a second stairway that leads up to a huge primary bedroom over the garage. The primary has a king size bed plus a twin bed with trundle underneath. There’s a luxurious full bath en suite, offering a twin sink vanity and step-in shower. Another second level bedroom has a queen size bed plus a twin with trundle. Down the hall you’ll find a bedroom with two twins, each with a trundle. There is also a loft at the top of the main stairway which features a desk, for those zoom calls, and a queen size sleep sofa. For those days when the weather doesn’t cooperate there is a wonderful game room for kids of all ages in the lower level. Down there you’ll find a foosball table, air hockey, a pop-a-shot hoops game plus comfy seating and a large flat screen TV! There’s even a table for playing cards or board games. Overall the home has four bedrooms and three full baths. It sleeps up to 10. It has central air conditioning, high speed Wi-Fi and cable/smart TVs. Please enter your travel dates 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%. This property offers a three-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. 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! ® Town of Chatham Registration #151

Condo w/ Beach Access & Water Views!

Provincetown, MA, US
2 Bedrooms 4 Guests
Sep 12 - 14
$304 night

11152 - The Brushstroke: Condo w/ Beach Access & Water Views! Immerse yourself in the legacy of artistic luminaries at our sun-drenched two-floor condo, a haven of modern elegance infused with the spirit of Mark Rothko and Jackson Pollock, who once sought inspiration within these walls. Recently renovated to exude contemporary sophistication, this pristine abode offers a seamless blend of comfort and style. <br>Step into the inviting embrace of the first floor, where a well-appointed kitchen, chic dining area, and cozy living room await your indulgence. Ascend to the second floor to discover two spacious bedrooms, each adorned with a plush king bed, inviting sitting area, and ample closet space. A luxurious full bathroom and convenient stackable washer/dryer complete the upstairs sanctuary.<br><br>Relish the balmy summer evenings on your private patio or ascend to the shared roof deck, where panoramic ocean views unfold before you, casting a spellbinding allure. Spend your days basking on the sun-kissed sands of the beach, exploring the charming boutiques and eateries lining Commercial Street, or embarking on thrilling whale-watching adventures.<br><br>As twilight descends, unwind amidst the vine-draped ambiance of Truro Vineyards or embark on a picturesque sunset cruise, immersing yourself in the enchanting beauty of Cape Cod’s coastal vistas.<br><br>Return to the embrace of our impeccably clean and supremely comfortable home, where relaxation and rejuvenation beckon after a day of exploration. Whether savoring moments of tranquility or forging memories with loved ones, this idyllic retreat promises an unforgettable Cape Cod escape.<br><br>This condo can be rented separately or with the other two studio apartments in the building--if you would like to rent all three, look for 11151 - Home at Last: 3 Newly Renovated Condos w/ Water Views!<br><br>Home Details:<br>-No pets (fines remitted)<br>-Sleeps 4<br>Bedrooms<br>-Total: 2<br>-2nd Floor Master Bedroom: 1 King Bed<br>-2nd Floor Bedroom #2: 1 King Bed<br>Bathrooms<br>-Total: 1<br>-2nd floor: full bathroom<br>Other Amenities<br>-Mini-Split A/C System<br>-Cable TV<br>-WiFi<br>-Washer/Dryer<br>-Private Patio<br>-Shared Gas Grill<br>-Shared Roof Deck with Water Views<br>-Walk to Water<br>-Path to Beach<br>-please note outdoor amenities are seasonal<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant -C0115422420

Vacation Rentals in North Truro 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 North Truro

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