Vacation rentals in Stamford, CT with free parking

Explore 38 vacation rentals, homes, and villas with free parking in Stamford, CT for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $101 per night and homes offering up to 7 bedrooms and 6 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

38 Homes with Free Parking in Stamford

Harbor Haven, Apt # 3, 3BR/2BA

Stamford, CT, US
3 Bedrooms 8 Guests
Aug 25 - 27
$315 night

Welcome to Your Spacious Harbor Point Haven – 3 Bedroom Retreat Welcome to one of Stamford’s most loved stays. This beautifully furnished 3-bedroom (4 beds), 2-bathroom home offers the perfect blend of space, comfort, and an unbeatable location in the heart of Harbor Point. Guests consistently rave about the spotless cleanliness, thoughtful touches, and how seamless their stay feels from start to finish. Whether you’re here for work, a family visit, or a weekend getaway, this home is designed to exceed expectations. From the seamless check-in to the spotless, well-maintained space, guests consistently describe their stays here as one of their best. Located in a safe, walkable neighborhood just minutes from Downtown Stamford, the train, and the waterfront, everything you need is right at your doorstep. Unit is on the second floor. THE SPACE - 3 Spacious Bedrooms: Smart TVs, blackout shades for incredibly restful sleep, a guest favorite and plush full-sized beds with fresh linens (one bedroom features two full beds) - Primary Suite: Private bathroom for added comfort and convenience - Guest Room 2: 2 Full sized beds - Guest Room 3: Full sized bed - Second Full Bathroom: Fresh towels, essential toiletries, and modern finishes - Bright, Open Living Area: Comfortable sofa, Smart TV, and plenty of space to relax without ever feeling cramped, ideal for groups who want to spread out comfortably. - Central Heat & A/C: Year-round comfort - High-Speed WiFi: Perfect for work or streaming - Fully Stocked Kitchen: Stainless steel appliances, coffee maker, dishwasher, cookware, and everything you need for an easy stay - Dining Area: Ideal for meals, work, or gathering together - Complimentary Coffee & Tea to start your mornings right - Two Short Flights of Stairs to access the unit - Free Parking for up to 2 cars (no street parking) - Shared Washer & Dryer available for longer stays Perfect for families, groups, or colleagues traveling together who want space, comfort, and convenience. GUEST ACCESS Guests have full access to the entire second-floor Unit 3 apartment. This is a quiet 5-unit building, though you may occasionally see other guests in shared spaces like the stairwell or parking area. LOCATION HIGHLIGHTS 7-minute walk to Stamford Train Station (≈50 minutes to NYC) 5-minute walk to Harbor Point waterfront, restaurants, and boardwalk 15-minute walk to Downtown Stamford (dining, shopping, nightlife) 7-minute walk to Kosciuszko Park & Stamford Harbor 6-minute drive to Stamford Town Center Mall Minutes from Stamford Hospital Quick access to I-95 Guests love how easy it is to get around and how close everything is. EASY ACCESS TO NYC Stamford Metro-North Station – 0.5 miles away Express trains to Grand Central in as little as 50 minutes Frequent service day and night, perfect for commuting or day trips LAST-MINUTE BOOKINGS - Last-minute reservations may require additional guest verification prior to check-in. We look forward to hosting you and providing a stay that’s clean, comfortable, and truly memorable.

Harbor Haven, Apt #2, 2 BR/1BA

Stamford, CT, US
2 Bedrooms 4 Guests
Aug 25 - 27
$225 night

Welcome to Your Stylish Harbor Point Retreat – Comfortable 2 Bedroom Stay Welcome to your ideal Stamford stay in the heart of Harbor Point. This bright, modern 2-bedroom apartment offers the perfect balance of comfort, convenience, and location, making it especially well-suited for longer stays, business travel, or extended visits. Guests love how easy everything is here, from the responsive hosting to the unbeatable location close to the train, waterfront, and downtown. Located on the second floor. THE SPACE - Designed for comfort and simplicity, this home offers everything you need for a relaxed and seamless stay. - Two Comfortable Bedrooms: Premium mattresses, fresh linens, and blackout curtains for restful sleep - Bright Living Area: Stylish and cozy with two Smart TVs (50” + 43” Roku) - Dedicated Workspace: Ideal for remote work or longer stays - Central Heat & A/C (window units): Year-round comfort - High-Speed WiFi - Efficient Kitchen: Fully equipped with essential cookware, modern appliances, and a coffee maker (12 cup drip), perfect for everyday meals and light cooking - Clean, Modern Bathroom: Stocked with fresh towels and essentials - Complimentary Coffee & Tea to start your day - In-Building Washer & Dryer: Especially convenient for extended stays - Free Off-Street Parking for 1 Car - Professionally Cleaned before every guest This space is ideal for couples, small groups, or traveling professionals looking for a comfortable, well-located home base. GUEST ACCESS Guests have full access to the entire apartment during their stay. This is part of a small multi-unit building, so you may occasionally see other guests in shared areas. LOCATION HIGHLIGHTS 7-minute walk to Stamford Train Station (≈50 minutes to NYC) 5-minute walk to Harbor Point waterfront, restaurants, and walking paths 15-minute walk to Downtown Stamford (dining, shopping, nightlife) 7-minute walk to Kosciuszko Park & Stamford Harbor 6-minute drive to Stamford Town Center Mall Quick access to I-95 Perfect for commuting, exploring, or enjoying everything Stamford has to offer. EASY ACCESS TO NYC Stamford Metro-North Station – 0.5 miles away Express trains to Grand Central in as little as 50 minutes Frequent service throughout the day and evening LAST-MINUTE BOOKINGS - Last-minute reservations may require additional guest verification prior to check-in. Whether you’re here for a short visit or an extended stay, this apartment offers a comfortable, well-located space that makes settling in easy.

Belltown Retreat

Stamford, CT, US
3 Bedrooms 6 Guests
Aug 29 - Sep 1
$300 night

HOME AWAY FROM HOME! Belltown Retreat 3 BR/ 2.5 BA/ Sleeps 6 Welcome to this Charming Springdale Colonial home. Located in a friendly neighborhood that is conveniently located near shopping, restaurants, professional offices, banks, a variety of small, locally-owned shops. Easy access to New York City is available through the Springdale train station. Close to downtown Stamford and Mianus River State Park Scenic Reserve. A bright and cheerful home filled with tons of character expected from an older home. Arched doorways welcome you and feature hardwood floors throughout the home, WIFI, a separate laundry room, charming outdoor space. Spacious master suite with queen bed, lounge area, and private bathroom. A sun-filled den perfect for work or play. A/C on upper levels, which cools the entire house. The yard is partially fenced in and the patio is located conveniently right outside the kitchen. Springdale is a section of Stamford that has a small-town feel. Less than a 15-minute drive to several area beaches. Both Sacred Heart University of Fairfield and the University of Bridgeport have conducted classes at "campuses" (rented space for classrooms) in Springdale near the railroad station. Access to Master Bedroom through a bonus 4th bedroom with Single bed. The owner will consider some small dogs with an additional pet fee. Longer than 30 nights please inquire. Master Bedroom: - Queen Size Bed - Private Bathroom - Lounge space - Smart TV - A/C - Master Closet is currently being occupied by Owner Second Bedroom - Queen Size Bed - Shared Bathroom - A/C Third Bedroom - Queen Size Bed - Shared Bathroom - A/C Bonus Bedroom - Twin Bed - Shared Bathroom - Walkthrough room to get to Master Bedroom - A/C AMENITIES - Fully Stocked Kitchen - BRAND NEW DISHWASHER - Outdoor Dining Table - Washer/Dryer - Fully fenced in backyard - Printer Available for use - Living room TV with Apple TV - Smoke Detector and Carbon Monoxide Detector Solar Panels installed December 2021 PROPERTY HIGHLIGHTS: - Minutes to Restaurants - Less than 15 minutes to Stamford and the surrounding town beaches - Easy accesses to New York City Come relax and enjoy what this city has to offer! We take pride in providing sparkling clean properties. Our cleaning has always included sanitizing and disinfecting. During the coronavirus crisis, we will be sure to follow the recommended disinfection protocols. When you visit: please know that everyone is encouraged to socially distance, and when sufficient distance isn’t possible, then please wear a mask. Masks help us to help each other.

Walk to Dining & Marina! Modern Stamford Condo

Stamford, CT, US
2 Bedrooms 4 Guests
Oct 7 - Nov 6
$122 night

Remote Work Ready | Easy I-95 Access | Fireside Relaxation Trade the traditional office for coastal convenience at this high-speed Stamford vacation rental, perfectly furnished for long-term stays. Whip up a hearty breakfast in the kitchen, then catch up on work at the desk before heading out to explore. Catch the train into NYC for big city thrills, or walk to Cove Island for a relaxing beach day — the options are endless, and the choice is yours. Secure your extended escape now! -- THE PROPERTY -- INDOOR LIVING - Open floor plan, modern decor - Dedicated workspace - Flat-screen TV, electric fireplace - Central A/C & heating KITCHEN - Stove, oven, dishwasher, microwave - Keurig coffee maker (coffee provided) - Cooking basics - Breakfast bar dining area, dishes & flatware ACCESSIBILITY - Single-story condo - Stairs required to access PARKING - Designated space (2 vehicles) -- THE LOCATION -- - Central location, walking distance to public transportation, convenience/grocery stores, restaurants & parks - Walk to Cove Island: beaches, ice rink, wildlife sanctuary - 2 miles to Downtown Stamford & Stamford Station (train to NYC) - 2 miles to Harbor Point Boardwalk, Mill River Park & West Beach - 5 miles to Stamford Hospital -- 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 to 8:00 AM SECURITY CAMERA INFORMATION - 5 exterior devices - Location: Each side of building, hallway - Coverage: All exteriors, common hallway

Cozy Cottage in Cos Cob

Greenwich, CT, US
1 Bedrooms 2 Guests
Dec 27 - 30
$222 night

Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price. Welcome to Cozy Cottage, a charming studio retreat in the heart of Cos Cob. Cos Cob is a lively, village-like part of Greenwich with a community spirit that is at once stylish, fun, and old-fashioned. This cozy cottage offers a prime location just steps from a vibrant aray of restaurants and perfectly located for exploring everything the area has to offer. Inside, you’ll find a meticulously maintained space fearturing a full kitchen with top-notch appliances and a clean, modern design that feels like home. Enjoy the convenience of private parking and access to a fenced-in yard for relaxing. LAYOUT - Large living space with sectional couch and Smart TV - Fully equipped kitchen - Large bedroom with King-sized bed space to move. - Fenced-in patio shared with the sister property but thoughtfully partitioned off to provide you with a sense of privacy AUTHORIZED PETS ONLY Small pets are allowed only with prior authorization; guests must inform us of any pets before arrival. An additional pet fee of $25 per approved pet per day applies after booking (rates negotiable for stays longer than 5 days). Pets are not permitted on furniture or beds. Pets must never be left alone in the home unless crated. Rentee is responsible for cleaning up after their pets. A min. charge for $500 will be applied to bookings with unauthorized pets. Close to Route 1 with everything you will need... Restaurants such as Little Pub Greenwich, Il Pastaficio, Cobs Bread Grocery stores like the wonderful Balducci’s, Whole Foods, etc. Parks such as Cos Cob Park and Montgomery Pinetum Park (great for relaxing, hiking, people watching) Amazing Coffee Shops like Roost and CFCF Coffee Not too far from great shopping on Greenwich Avenue!! Parking in driveway for 1 car, additional parking on street. IMPORTANT BEFORE BOOKING - Primary guest must be 25+ years of age - Family-friendly rental only. No parties, events, or gatherings permitted - Maximum occupancy must be respected. Only registered guests allowed on the property Verification & Booking Policy - Guests may be required to complete ID verification prior to check-in - Access will not be provided until verification is complete - Reservations made under false or misleading information may be canceled without refund Respect for Property & Neighbors - This home is located in a quiet residential area. Guests are expected to respect the property, follow house rules, and be considerate of neighbors at all times Failure to follow these guidelines may result in additional charges or removal from the property without refund

Easy Access to NYC! Sleek Suburban Apartment

Mamaroneck, NY, US
2 Bedrooms 5 Guests
Aug 24 - 26
$105 night

< 1 Mi to Mamaroneck Train Station | 2 Mi to Harbor Island Park Experience the perfect blend of big-city energy, coastal fun, and suburban serenity when you stay at this apartment in the Friendly Village. Explore Larchmont Manor Park or take the nearby train to Grand Central. The choice is yours! When you're ready to unwind, head inside the modern Mamaroneck vacation rental to watch your favorite show. Unlock the best of New York and book this seamless launchpad today! -- THE PROPERTY -- MAIN FEATURES - Living room w/ Smart TV & sectional sofa - Dining table - Vanity KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Drip coffee maker (starter coffee provided) - Cooking basics, dishware/flatware ACCESSIBILITY - 2-story unit, flight of exterior stairs to access - Bedrooms on upper level PARKING - Shared driveway (1 vehicle) - Free street parking -- THE LOCATION -- - Located in a residential neighborhood - Quick access to I-95 - 2 miles to Winged Foot Golf Club & 3 miles to Quaker Ridge Golf Club - 4 miles to Larchmont Manor Park - 5 miles to Playland Park - 7 miles to Purchase College - 16 miles to Bronx Zoo - 28 miles to New York City: Times Square, Central Park, Statue of Liberty -- 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 unit requires a flight of exterior stairs to access. The bedrooms are located on the upper level - Your safety matters. This property features 1 exterior security camera located at the front door, facing outward toward the front entrance. It does not look into any interior spaces. The camera records video and sound when activated by motion

Ideally Located Glen Cove Apartment!

Glen Cove, NY, US
3 Bedrooms 8 Guests
Aug 23 - 26
$383 night

Get the best of the city and the suburbs at this 3-bedroom, 2-bathroom vacation rental in Glen Cove. Bring the kids and enjoy lounging in the well-appointed living room discussing your vacation plans. Hit the links at a nearby golf course, visit scenic Long Island beaches, or head into the city to check off all of your NYC bucket list items. After a day of adventure, cook a family meal in the full kitchen and share all the new memories made with your loved ones. -- THE PROPERTY -- ~ 30 Mi to NYC | Kid Friendly | 1,350 Sq Ft | Free WiFi Bedroom 1: King Bed | Bedroom 2: Twin Bunkbed & Twin Trundle | Bedroom 3: Queen Bed INDOOR LIVING: Smart TVs, in-unit laundry, dining area, large sectional sofa KITCHEN: Cooking basics & spices, dishwasher, stove/oven, refrigerator, coffee maker, toaster, full knife set, blender GENERAL: Free WiFi, linens/towels, central air conditioning, central heating, complimentary toiletries, hair dryers FAQ: Stairs required for access (2nd-floor unit), 5 external security cameras (facing out), homeowner on-site PARKING: Driveway (2 vehicles), street parking -- THE LOCATION -- HISTORY: North Shore Historical Museum (1.1 miles), Garvies Point Museum & Preserve (1.2 miles), Planting Fields Arboretum (5.8 miles), Sagamore Hill National Historic Site (9.4 miles), Hempstead House (31.0 miles) OUTSIDE FUN: Morgan Memorial Park (1.1 miles), Welwyn Preserve (1.5 miles), Bayville Adventure Park (5.0 miles), Bar Beach (8.0 miles), Manorhaven Beach Park & Pool (11.2 miles), Kings Point Park (12.1 miles), Jones Beach State Park (21.7 miles), Brooklyn Botanic Garden (27.6 miles), Prospect Park (27.8 miles) GOLF COURSES: Glen Head Country Club (2.5 miles), Glen Cove Golf Course (2.6 miles), Harbor Links Golf Course (8.2 miles), Old Westbury Golf & Country Club (8.3 miles), Spring Rock Golf Center (11.8 miles), Town of Oyster Bay Golf Course (12.2 miles), Bethpage Golf Courses (17.0 miles), Clearview Park Golf Course (18.3 miles) NYC (~30 miles): Empire State Building, Times Square, 9/11 Memorial Museum, Central Park, Metropolitan Museum of Art, The Statue of Liberty National Monument, Brooklyn Bridge, Rockefeller Center, Madison Square Garden, Museum of Modern Art, Hudson River Park AIRPORTS: John F. Kennedy International Airport (22.2 miles), LaGuardia Airport (23.2 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 outdoor pool is not available for guest use - NOTE: The homeowner lives on-site in a separate unit with a completely separate entrance and may be present during your stay - NOTE: Your safety matters. This property features 5 exterior security cameras. These cameras are outward-facing and do not look into any interior spaces. Two cameras are located on the front of the home facing outwards, cameras 3 and 4 are located on the sides of the home facing out, and camera 5 is located on the back of the home facing out. These cameras actively record video and audio when motion is detected and will be turned on during your stay - NOTE: This property is located on the second floor and requires stairs to access

Glen Cove Home: Walk to Boardwalk + Dining!

Glen Cove, NY, US
3 Bedrooms 6 Guests
Aug 24 - 26
$303 night

Be close to big-city attractions without the hustle and bustle of the busy streets when you stay at this cozy 3-bedroom, 2-bath vacation rental in a quiet neighborhood of Glen Clove. When you’re not lounging in the comfort of your home, venture out for a day of golf at nearby courses, play all day on picturesque Long Island beaches, or do some sightseeing in New York City! After a full day of adventures, return home and prepare a home-cooked meal to savor before settling in for a movie night. -- THE PROPERTY -- 1 Mi to Morgan Memorial Park & Beach | Near Train Station to NYC | Free WiFi Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bed HOME FEATURES: Flat-screen cable TV, 4-person dining table, en-suite bathroom KITCHEN: Stainless steel appliances, Keurig coffee maker, kettle, stove/oven, microwave, dishware/flatware, dishwasher, refrigerator GENERAL: Washer/dryer, linens/towels, central air conditioning/heating, complimentary toiletries, hair dryer FAQ: Homeowner on-site (lower unit), septic system ACCESSIBILITY: Single-story unit, 2 steps to enter PARKING: Driveway (2 vehicles), free street parking -- THE LOCATION -- THE BIG APPLE (~30 miles): Empire State Building, Times Square, 9/11 Memorial Museum, Central Park, Metropolitan Museum of Art, The Statue of Liberty National Monument, Brooklyn Bridge, Rockefeller Center, Madison Square Garden, Museum of Modern Art, Hudson River Park HISTORY BUFF: North Shore Historical Museum (1.1 miles), Garvies Point Museum & Preserve (1.2 miles), Planting Fields Arboretum (5.8 miles), Sagamore Hill National Historic Site (9.4 miles), Hempstead House (31.0 miles) OPT OUTSIDE: Morgan Memorial Park (1.1 miles), Welwyn Preserve (1.5 miles), Bayville Adventure Park (5.0 miles), Bar Beach (8.0 miles), Manorhaven Beach Park & Pool (11.2 miles), Kings Point Park (12.1 miles), Jones Beach State Park (21.7 miles), Brooklyn Botanic Garden (27.6 miles), Prospect Park (27.8 miles) AIRPORTS: John F. Kennedy International Airport (22.2 miles), LaGuardia Airport (23.2 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story unit requires 2 steps to enter - NOTE: The owner lives on-site, in a completely separate unit, and may be present during your stay - NOTE: Due to the septic system, you cannot flush anything down the toilet except toilet paper

Pine Creek Beach House

Fairfield, CT, US
3 Bedrooms 6 Guests
Aug 27 - 31
$919 night

Welcome to Pine Creek Beach House Private Ocean Front Home, Hot Tub, Sleeps 6 A picture-perfect coastal getaway where relaxation, beach days, and luxury living meet the best of Fairfield’s dining, shopping, and shoreline charm. This beautifully maintained three-story waterfront home sits directly on Pine Creek, offering sweeping views, easy access to the Long Island Sound, and a peaceful setting perfect for families, couples, and anyone looking to unwind by the water. Whether you’re here to swim, explore, golf, dine, or simply recharge, this high-end home has everything you need for an unforgettable stay. THE SPACE Main Level – Open, Airy, and Made for Gathering - Fully stocked kitchen, ample pantry space - Powder room - Large entrance closet - Dining area (seating for 6) - Living room and family room with a large Smart TV. Glass doors lead to a patio and a short “dune” walkway that brings you straight to the grassy knoll overlooking the water. From here, you’re just steps away from the stone seawall and direct water access. Depending on the tide, enjoy sandy stretches for wading and exploring. AMENITIES Electronic entry lock (personal code) Central AC/Heat + supplemental wall AC units for peak summer days Second Floor – Indoor/Outdoor Coastal Living This level offers an elevated mix of luxury and relaxation with a bright sun-filled porch featuring: - Cozy seating area - Wet bar with ice machine + wine fridge - Guest Bedroom 1: Two twin beds + closet space + dedicated workspace - Guest Bedroom 2: Queen bed (pull-out couch permanently set with a brand-new queen mattress) - Full bathroom with tub/shower & vanity - Half bath - Spacious laundry room - Our door patio with Dining Area & Seating area with a fire feature Third Floor – Private Master Retreat - Queen bed - Front and back porches with stunning beach + water views - Tons of closet and shelving space - En-suite spa bathroom with Walk-in shower, Double vanity, Large Soaking Tub, Toilet - Two optional blow-up race car toddler air mattresses available upon request PROVIDED - Linens & towels - Starter TP, paper towels, coffee - Basic toiletries (shampoo, conditioner, body wash, hand soap) - Kitchen essentials (dish soap, sponge, etc.) - And so much more, see full amenity list - Driveway parking, no garage parking - Kayak, paddleboards, lifejacket provided for guest use. OUTDOOR HIGHLIGHTS - Direct water access - Grassy shoreline leading to stone wall + steps to the water - Sandy beach at low tide - Gas grill off of kitchen - Hot Tub!!! - Beautiful walking neighborhood - Sunrises & sunsets you won’t forget LOCATION – FAIRFIELD AT ITS BEST You’ll be in the coveted Pine Creek area of Fairfield — quiet, upscale, and perfectly positioned for exploring. - Fairfield Beaches and nearby towns - Pine Creek recreation area (Golf & tennis) - Quick drive to downtown Fairfield’s amazing restaurants, cafes, & shops - Close to neighboring towns like Westport with high-end dining and boutiques Fairfield, CT is one of coastal Connecticut’s most charming and vibrant shoreline towns — known for its beautiful beaches, walkable downtown, top-rated restaurants, boutique shopping, and laid-back New England feel. Located just 60 miles from New York City, Fairfield offers the perfect blend of relaxation and convenience, with easy access to Metro-North, nearby towns like Westport and Southport, and plenty of outdoor activities, including golf, tennis, scenic walking trails, and waterfront parks. Whether you’re here to unwind by the beach or explore the area’s thriving food and arts scene, Fairfield is the ideal place to settle in and enjoy the best of the Connecticut coast. A fantastic home base for exploring coastal Connecticut, commuting into NYC, or simply relaxing by the water.

Easy Transit to NYC! Sleek North Shore Hideaway

Huntington Station, NY, US
3 Bedrooms 8 Guests
Aug 24 - 26
$273 night

Walk to Park, Shops, Restaurants | 2 Mi to Huntington Station | Designated Workspaces Rich local history and coastal scenery are yours to explore from this Long Island vacation rental. You’ll enjoy the convenient, welcoming area and modern in-home essentials — like TVs in every room, updated appliances, and more — perfect for digital nomads or sightseeing groups. Train to the city, explore historic mansions, and relax on nearby beaches. You can’t go wrong with this western North Shore escape! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 2 queen beds - Additional Sleeping: 1 portable crib INDOOR LIVING - 4 Smart TVs (including each bedroom) - Electric fireplace - Dining table - Desks - 2 shower/tub combos - 1,900 sq ft OUTDOOR LIVING - Shared backyard - Grill, outdoor dining set KITCHEN - Refrigerator, stove/oven, dishwasher, microwave, toaster - Keurig & drip coffee makers (starter coffee provided), blender - Cooking essentials, dishware & flatware - Breakfast bar seating GENERAL - Free WiFi - Electric heating, window A/C units, ceiling fans - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, iron & board, hangers - Keyless entry FAQ - Homeowner on-site (separate basement unit) - Homeowner’s vehicle parked on-site - 2 exterior security cameras (facing out) - Quiet hours (11:00 PM-7:00 AM) - Owner on-site (separate unit) - Property exterior under continuous improvement ACCESSIBILITY - Single-story home, exterior steps to access PARKING - Driveway (1 vehicle) -- THE LOCATION -- - South Huntington neighborhood next to 2 shopping centers - Under a 1-hour train ride to New York City: Penn Station & Grand Central Madison - 4 miles to downtown Huntington - 8 miles to Suffolk County Vanderbilt Museum and Planetarium, 10 miles to Sagamore Hill National Historic Site - 7-8 miles to Crescent Beach, West Neck Beach, Centerport Beach Park - 9 miles to Caumsett State Historic Park Preserve, 16 miles to Sunken Meadow State Park - 5 miles to Town of Oyster Bay Golf Course, 9 miles to Northport Golf Course, 10 miles to Crab Meadow Golf Course - 21 miles to Long Island MacArthur Airport, 30 miles to LaGuardia Airport, 32 miles to John F. Kennedy 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 - Please observe quiet hours from 11:00 PM to 7:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires several exterior steps to access - The owner lives on-site in a separate apartment with a separate entrance; they may be present during your stay. The backyard is shared - The property exterior is under continuous improvement, and work may take place during guest stays. The owner will notify guests of work prior to arrival - Your safety matters. This property features 2 exterior security cameras. There’s a camera on the front door and another on the back of the house, monitoring the front entrance and the backyard perimeter. The cameras do not look into any interior spaces. They record audio and video when activated by motion

Walk to Train! Updated Apt in Huntington Station

Huntington Station, NY, US
1 Bedrooms 4 Guests
Aug 24 - 26
$199 night

Mid-Term Stays Welcome | EV Charger Enjoy a fun getaway at this stylish Huntington Station vacation rental! The apartment boasts high-speed Wi-Fi, perfect for remote work, business travelers, and families. The unit is also within walking distance of the train station, a 5-minute drive from Huntington Historic Village, and a 45-minute train ride from NYC. Enjoy local dining, shops, bars, and the Paramount Theater. Want to fly around NYC on a private plane? Ask the host for more details! -- THE PROPERTY -- MAIN FEATURES - TV, dining table - Workspace w/ printer, free WiFi (1GB) - Central A/C & heating - Spacious patio w/ bench seating - Wood-burning fire pit, charcoal grill KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics - Drip coffee maker (starter coffee provided) - Blender, microwave, toaster - Water filter, ice maker ACCESSIBILITY - Single-story apartment, step-free entry PARKING - Driveway (2 vehicles) - EV charger available -- THE LOCATION -- - Quiet neighborhood near local dining - Walking distance to Huntington Station train station - 5 miles to Cold Spring Harbor State Park - 10 miles to Caumsett State Historic Park Preserve: hiking, trails & waterfront views - 13 miles to The Social restaurant district - 21 miles to Long Island MacArthur 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, including cannabis products - No pets allowed - No events, parties, or large gatherings - The property has a strict maximum occupancy of 4 guests. Only guests listed on the reservation are allowed to stay overnight - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Homeowner on-site (separate unit) Licence number: 751988879

Luke’s Landing

Westport, CT, US
2 Bedrooms 4 Guests
Sep 4 - 6
$479 night

Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price. Serene retreat near Westport beaches, town charm, shopping, and endless recreation - a stroll away from your perfect getaway. Welcome to Luke’s Landing, a charming 2-bedroom, 2-bath retro mid-century property, nestled in the picturesque coastal town known for its New England charm and affluent character. Pets are considered and must have prior approval; an additional pet fee will be collected after booking is made and pet has been approved. With a stylish mid-century vibe and new furnishings, this home comfortably accommodates 4, and a blow-up mattress can easily be used in the office for a 5th guest. The full kitchen is equipped for short or extended stays, making meal preparation a breeze. THE SPACE Primary Bedroom - Queen-sized bed with ensuite equipped with walk-in shower, dresser, TV and walk-out to backyard. Guest Bedroom - Queen-sized bed with full bathroom (bathtub) in the hallway. Dresser and closet. Private office - Couch, desk, office chair and a door for extra privacy. Laundry - Stackable full-sized washer and dryer in main hallway. Living Room - Spacious living room with sectional couch, fireplace (not operational at this time), Smart TV, and open to eat-in kitchen. Kitchen - Kitchen table with seating for 5, coffee bar (Keurig & Drip Coffee makers), fully equipped for making culinary creations. Backyard - Porch with iron dining table and seating for 6. Gas Grill and large grassy area for games, reading, and relaxing. Please note: there is a full time tenant in the downstairs unit. He is extremely quiet, respectful, and keeps to himself. Guests have consistently had positive experiences and we’ve never received complaints regarding noise or privacy. Westport is a sought-after destination that combines the beauty of coastal living with cultural richness and a relaxing suburban lifestyle. Explore Westport’s boutique shopping, and delightful restaurants within walking distance of the property. There is a vibrant cultural scene, including theaters, art galleries and community events. Although a pass isn’t included, daily entry can be purchased, or discover nearby free or affordable beaches. There are plenty of opportunities to walk the scenic shores of this beautiful coastal town. Situated approximately 50 miles from New York City, easily accessible by train or car, making it a popular choice for those who want to enjoy both suburban tranquility and city life. Pet Pets allowed with prior approval. Pet visitation fee of $20/pet/night will be charged after booking. A min. charge of $300 will be applied for unapproved pets. Pets are not permitted on the furniture. For your pet’s safety and the comfort of future guests, pets should not be left unattended in the home unless they are securely crated. Please be sure to clean up after your pet while enjoying the yard and dispose of all waste bags in the outdoor receptacle provided. Again, A quiet long-term resident occupies the downstairs unit. He is respectful, low-key, and mindful of guest privacy. He has separate access to his space and can not access guests space while being occupied. IMPORTANT BEFORE BOOKING - Primary guest must be 25+ years of age - Family-friendly rental only. No parties, events, or gatherings permitted - Maximum occupancy must be respected. Only registered guests allowed on the property Verification & Booking Policy - Guests may be required to complete ID verification prior to check-in - Access will not be provided until verification is complete - Reservations made under false or misleading information may be canceled without refund Respect for Property & Neighbors - This home is located in a quiet residential area. Guests are expected to respect the property, follow house rules, and be considerate of neighbors at all times Failure to follow these guidelines may result in additional charges or removal from the property without refund

Pet-Friendly Cottage, 2 Mi to Saugatuck Falls

Redding, CT, US
1 Bedrooms 4 Guests
Aug 25 - 27
$242 night

7 Private Acres | BBQ Ready | Fireside Stargazing | 16 Mi to Westport Beaches | Day Trip to New Haven Perfect for spring blooms and summer getaways, you’ll find scenic trails, waterfalls, and 2 state parks within 3 miles of this Redding vacation rental. Gather farm-fresh eggs from the chickens before heading out to hike Saugatuck Falls, paddle on nearby lakes, or explore farmers' markets and outdoor concerts. Just 60 miles from NYC, this peaceful cottage is ideal for warm-weather escapes. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom (Loft): 1 queen bed - Living Room: 1 queen sleeper sofa KITCHEN - Stove/oven, refrigerator, microwave - Drip coffee maker - Blender, toaster, spices - Cooking basics, trash bags/paper towels, dishware & flatware INDOOR LIVING - Smart TV, electric fireplace - Board games, books - Dining table OUTDOOR LIVING - Covered patio - Gas & charcoal grills (propane provided) - Dining area - Cornhole, yard - Wood-burning fire pit (wood provided) - Rooster, chickens & ducks on-site - Private Playground GENERAL - Central heating & A/C - Washer/dryer, laundry detergent, iron/board - Linens/towels - Complimentary toiletries, hair dryer - Free WiFi FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) - Homeowner on-site (separate unit) - Rooster crows in morning ACCESSIBILITY - 2-story cottage, 1 step to enter - Bedroom on 2nd floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Easy access to I-84 - 2 miles to Saugatuck Falls Natural Area - 3 miles to Collis P. Huntington State Park & Putnam Memorial State Park - 8 miles to Downtown Danbury - 19 miles to Jennings Beach & Seaside Park - 29 miles to New Haven - 30 miles to Westchester County Airport & 67 miles to Bradley 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/ $125 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The homeowner lives on-site, in a completely separate unit, and may be present during your stay - This 2-story cottage requires 1 step to enter and interior stairs to access the bedroom on the 2nd floor - There is a rooster on-site that likes to greet the day with a morning crow. We recommend light sleepers come prepared with earplugs to ensure a peaceful rest - Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the cottage's front door facing the front outdoor entryway, and 1 camera is a floodlight camera on the barn/garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

4 Mi to Beach & Dtwn! Charming Fairfield Home

Bridgeport, CT, US
4 Bedrooms 9 Guests
Aug 23 - 25
$493 night

Patio for Entertaining | Easy Access to Universities | Pet Friendly w/ Fee Coastal elegance meets modern comfort at this Fairfield vacation rental, perfectly designed for a family gathering in New England. The home offers a contemporary interior, plus a backyard for evenings by the fire and al fresco meals fresh off the grill. In the meantime, stroll along the Sound at Seaside Park or see a show in downtown Bridgeport. Claim your dates now and get ready for a relaxing Connecticut retreat! -- THE PROPERTY -- INDOOR LIVING - Smart TV, flat-screen TV, fireplace - Dining table OUTDOOR LIVING - Patio, outdoor dining set w/ umbrella - Charocal grill - Backyard, fire pit KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Nespresso coffee maker (coffee provided), hot water kettle - Cooking basics, dishware & flatware ACCESSIBILITY - 2-story home, 4 steps to enter - All bedrooms on 2nd floor PARKING - Driveway (3 vehicles) - Free street parking -- THE LOCATION -- - Convenient neighborhood near shopping, restaurants, grocery stores & essentials - 2 miles to Fairfield University - 4 miles to Seaside Park & 4 miles to Penfield Beach - 4 miles to downtown Bridgeport - 3 miles to Lake Mohegan Recreational Area - 24 miles to Yale University - 53 miles to New York City -- 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/ $80 fee (+ fees & taxes, 2 pets max) - 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 4 steps to enter; all bedrooms are on the 2nd floor SECURITY CAMERA INFORMATION - 3 exterior devices - Location: front door, side of house, back of house - Coverage: entry, driveway, backyard

Furnished New City Home w/ Pool & Game Room

New City, NY, US
6 Bedrooms 13 Guests
Aug 31 - Sep 28
$809 night

Private Basketball Court | Full Kitchen | In-Unit Laundry | Cookout Ready Your elegant Hudson Valley escape awaits at this New City vacation rental! Ideal for groups or families looking to settle in and spread out, this 4,000 sq ft home features a fully equipped kitchen, beautiful backyard, fast WiFi, and Smart TVs. Spend your days playing billiards and board games, splashing in the pool, and enjoying al fresco meals on the deck. Book this unforgettable extended stay today! -- THE PROPERTY -- OUTDOOR LIVING - Private pool (unheated), waterslide, pool toys - Private basketball/tennis court - Deck w/ dining area - Grill INDOOR LIVING - Multiple living areas - Game room w/ pool table, foosball table & board games - Smart TVs - Crib, high chair - Chandeliers, skylights KITCHEN - Stove/oven, refrigerator, microwave - Nespresso Vertuo Plus coffee maker (starter coffee provided), kettle ACCESSIBILITY - 3-level home, stairs required - Bedrooms on upper levels PARKING - Driveway (1 vehicle) -- THE LOCATION -- - 1 mile to New York Pickleball Club & 2 miles to Zukor Park w/ pickleball courts - 3 miles to High Tor State Park, 4 miles to Rockland Lake State Park, 8 miles to Nyack Beach State Park & 11 miles to Bear Mountain State Park - 6 miles to Palisades Center - 13 miles to Lake Welch Beach - 33 miles to Big SNOW American Dream - 37 miles to New York City -- 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 SECURITY CAMERA INFORMATION - 3 exterior devices - Location: doorbell, garage, backyard - Coverage: front entrance, garage entrance, pool

Tranquil & Pet-Friendly Estate on Long Island!

Hauppauge, NY, US
4 Bedrooms 8 Guests
Aug 31 - Sep 2
$487 night

8 Mi to Beach | Relaxing Surroundings | Backyard Oasis & Pool Your next family getaway begins at this Long Island vacation rental! This 4-bedroom, 2.5-bath Hauppauge home features a lush yard and an open-concept living space with plenty of room for your crew to unwind. Spend your days swimming in the pool, exploring nearby towns like Port Jefferson, or relaxing on the shores of Fire Island. Afterward, enjoy an alfresco dinner on the deck! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds (convertible to 1 king bed) OUTDOOR LIVING - Spacious backyard - Meditative koi pond w/ active lilies - Private outdoor pool (depth 4', waiver required) - Deck, gas grill (propane provided) - Dining areas, beach chairs INDOOR LIVING - Open-concept layout - Smart TVs - Fireplace (decorative only) - En-suite bathroom, jetted tub - Office w/ laptop-friendly workspace - Dining tables, high chair KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig coffee maker (coffee & sugar provided) - Blender, microwave, toaster oven - Cooking basics, dishware & flatware - Ice maker, trash bags/paper towels GENERAL - Central heating, window A/C unit - Washer/dryer, laundry detergent - Linens/towels, complimentary toiletries, hair dryer - Free WiFi, keyless entry FAQ - 4 exterior security cameras (facing out) - Quiet hours (10:00 PM-8:00 AM) - Pet fee (paid pre-trip) ACCESSIBILITY - 2-story home, 2 exterior steps required to enter - All bedrooms on 2nd floor PARKING - Driveway (6 vehicles) -- THE LOCATION -- - Convenient location within 1 mile of stores & restaurants - 1 mile to Long Island Expressway (Exit 57) - 2 miles to Jake's 58 Casino Hotel - 2 miles to The Rinx (ice skating) & Hidden Pond Pool - 3 miles to Long Island Rail Road (Central Islip) train station to Manhattan - 5 miles to Fairfield Properties Ballpark: Long Island Ducks minor league baseball - 5 miles to Hoyt Farm Nature Preserve - 8 miles to Stony Brook University and Medical Center - 10 miles to Tanger Outlets Deer Park & Vanderbilt Museum and Planetarium - 13 miles to ferries: Fire Island, Port Jefferson to Connecticut - 13 miles to Port Jefferson & 14 miles to White Post Farms of Melville - 22 miles to Fire Island: beach access, lighthouses, Robert Moses State Park - 60 miles to Orient Point ferry to New England - 7 miles to Long Island MacArthur Airport & 45 miles to John F. Kennedy International Airport and LaGuardia 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/ $100 fee (+ fees & taxes, 3 max) - 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 to 8:00 AM ADDITIONAL INFORMATION - This 2-story home requires 2 exterior stairs to enter. While it offers a half bathroom on the 1st floor, additional interior stairs are required to access the bedrooms on the 2nd floor - Your safety matters. This property features 4 exterior security cameras. Camera 1 is by the front door, facing the outdoor entry. Camera 2 is a floodlight camera above the garage facing the driveway. Camera 3 is by the back door, facing the entryway and part of the back deck. They do not look into any interior spaces. The cameras record video and sound when activated by motion. For added safety, camera 4 is by the pool, facing the pool area. It continuously records video and sound - The fireplace is not available for guest use - A waiver is required to use the pool Licence number: HMT24-523 CERT

NYC-Area Escape Near River, Trails & MTA!

Ossining, NY, US
5 Bedrooms 11 Guests
Sep 1 - 4
$334 night

Home Gym | Desk | ~4 Mi to Hudson Hills Golf Course Stay connected to both city energy and river relaxation from this Ossining vacation rental. Spanning 3 levels, this spacious home is 2 miles from the Hudson River and 7 miles from outdoor rec at Croton Gorge Park. Commuting into NYC is simple from Ossining station, putting landmarks like Central Park and Times Square within reach. After a full day out, return to the quiet setting to grill and unwind on the back patio. -- THE PROPERTY -- INDOOR LIVING - House-wide Bluetooth speaker system - Smart TV w/ Disney+, Hulu & Apple TV, DVD player - Dining room, high chair - Board games - Exercise bicycle OUTDOOR LIVING - Spacious yard - Patio w/ charcoal grill/smoker - Outdoor dining area - Gas fire pit ENTERTAINMENT - Mini bar & foosball table - Theater system, popcorn & soda machines - Game area, video games - Karaoke machine KITCHEN - Dishwasher, stove/oven, refrigerator - Microwave, drip coffee pot, coffee grinder, tea kettle, blender - Cooking basics, dishware & flatware, kid's dishware, trash bags & paper towels - Spices ACCESSIBILITY - Stairs required for entry, 3-story home - 1st-floor bedroom & full bathroom PARKING - Driveway (2 vehicles) - Free street parking - RV/trailer parking allowed on-site - Garage not for guest use -- THE LOCATION -- - 1 mile to The Briarcliff Manor - 2 miles to Louis Engel Waterfront Park: Hudson River - 3-7 miles to Gedney Park, Croton Point Park, Croton Gorge Park - 17 miles to Bear Mountain State Park - 32 miles to Manhattan: One World Observatory, Central Park, Times Square, Rockefeller Center, Lincoln Center for the Performing Arts, Grand Central Station -- 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/ $50 fee (+ fees & taxes, max 2 pets) - 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 stairs for entry. While there is a bedroom and a full bathroom on the 1st floor, stairs are required to access the basement and the 2nd-floor bedrooms and bathroom - There is a kid's cot available for guest use, but sheets and bedding are not provided for it - Your safety matters. This property features 3 exterior security cameras: camera 1 is on the front door facing the exterior front entry, camera 2 is above the garage facing the driveway, and camera 3 is on the back facing the backyard/stairs. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion - The garage is not available for guest use

Sunny Day on Taunton Lake

Newtown, CT, US
5 Bedrooms 12 Guests
Aug 31 - Sep 3
$1,500 night

Set in the heart of Connecticut’s beloved lake country, this home offers a 4 season year-round escape where the water is always calling. Spend warm days boating, swimming, and fishing, or simply relaxing by the shoreline. As the seasons shift, the lake becomes just as magical—surrounded by fall colors or turning into a peaceful winter retreat. No matter when you visit, this lakefront getaway invites you to slow down, unwind, and enjoy the timeless charm of life by the water. Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price. Welcome to Sunny Day — your summer escape is calling, and it comes with a pool, hot tub and a lake. Swim, Bike, Hike, Fish, Relax or Sightsee. An exquisite custom-built PRIVATE lakeside retreat with INFINITY POOL and HOT TUB, outdoor fireplace, and grill. Perfect home for Family escapes, multi-family vacations, and remote working. Sleeps 12 comfortably. Fully stocked custom home offering 5,000+ sq ft across three stories with breathtaking views of the lake. This sophisticated home offers perfect space for lake living and entertaining with the open gourmet kitchen with a huge island, spacious dining area, and great room with a floor-to-ceiling fireplace. A full sound system is available throughout the interior and exterior of the home. There are more than enough areas to entertain or relax inside and outside. You will often see windsurfers, fishing, and ice skaters on the lake but please note that you will not see motorboats! They are not allowed which keeps the lake very peaceful. The home is located a short distance from local breweries, wineries, boat rentals, grocery stores, coffee, and shopping. And if you want to hit the Big Apple, New York City is 75 miles away. ----------------- SLEEPING ARRANGEMENTS FOR SUNNY DAY (occupancy 12 - additional guest please inquire) Upper Level: - Luxurious Primary Bedroom, King Sized Bed, and a private bathroom including an infinity soaking tub and beautiful walk-in shower. - 2 Rooms w/ queen beds both with private bathrooms. Laundry Room. Amazing views of the Lake. Main Level: - Office space with pull-out queen bed, doors for privacy (half bath on main level, guests using office for sleeping will use full bath one floor up or floor down) Lower Level: -2 king-size bedrooms with bathrooms, workout room, and entertainment room great for movies or kids hangout with air hockey table and games. Walk out to the pool. - Cribs in lower-level bedrooms for the convenience of those traveling with young ones. Linens are provided for cribs upon request. ------------- AMENITIES Main Level: - House is secured by an Alarm system and 24 Fire and Carbon monoxide detection. - Grand entrance - Modern Kitchen with island, and bar eating space, stocked with all the essential tools for grilling, baking and/or making cocktails by the pool. Of course, there is a Keurig coffee maker and a Mr. Coffee Drip Coffee pot. - Mudroom entrance. - Living Room is perfect for playing games, watching movies, or just catching up with family and friends. - Large Dining Area with seating for 10 and can expand to seat 14! - Office/Den private for remote working and with pull-out Queen bed for extra sleeping. - Powder room (there is no full bath on the main level) - Billiards room w/ with full bar, including a bar sink - French doors lead you out to a sunroom overlooking the lake - Walk out onto the deck with many seating options, an outdoor fireplace, and a grill. - High chairs are available, and there is a gate at the top of the basement stairs for child safety. Lower Level: Workout room and entertainment room are great for movies or kids hang out with an air hockey table and games. Walk out to pool. Cribs for both lower level rooms for the convenience of those traveling with young ones. Outside: - Ultimate lakefront living features an oversized deck with a fireplace and grilling area off of the main level overlooking the infinity pool and spa. - Pool and Hot Tub are open seasonally. It is anticipated that they will be open mid-April through October but will depend on spring thaw and winter freeze. We can not guarantee pool opening/closing dates in advance. Please note that weather can change quickly and decisions to close the pool may happen last min. if requested by professionals. The pool and spa work together and one will not be available without the other. - Pool can be heated per guest request for an additional fee. Fee is based on market rates at the time of your stay. This fee will be charged after booking.- A double staircase leads to the pool-level patio with another fireplace. - At the water’s edge are a boathouse and a large dock. - Owner has lifejackets, beach chairs, towels, 2 Stand Up Paddle boards and a kayak for guest use. Lifejacks, paddles and fishing poles shared with the house next door. Garage for 2 cars. NO Cars w/ Rooftop Storage are permitted in the garage. The driveway can accommodate 6 cars, depending on size. There is no street parking allowed. ADDITIONAL INFORMATION - Pool and hot tub expected to be available mid-April through October, dependent on Spring thaw and winter freeze. - Pool heater does not constantly run. Per request pool can be heated for an additional fee. Fee is based on market rates at the time of your stay. This fee will be charged after booking. - Strong Wifi perfect for remote working - Pets will be considered. Prior approval is required. A $50/night per pet fee will be added. Unapproved pets will be charged a minimum of $250. Airbnb guests will be charged pet fee after booking is made, and pet is approved. - Beach towels are available during pool season. - Outdoor fireplaces are available all year long. Firewood can be purchased at local grocery and gas stations. - The starter amenity pack includes shampoo, conditioner, body lotion, hand soap, dish soap, dishwasher pods, a roll of toilet paper in each bathroom, a roll of paper towels, and laundry detergent to get you started with your stay. - Fresh linens and towels. There is no daily cleaning service. - Fishing all year round on Taunton Lake... ice fishing in January and February. - Lake use is at your own risk. - Baby gear included: Baby Bath, Step Stool, 2 high chairs, 2 crips with linens, potty seat. Important to know before booking: The hot tub is not a standalone spa. It is part of an integrated pool and spa system (a spillover spa) that operates wi IMPORTANT BEFORE BOOKING - Primary guest must be 25+ years of age - Family-friendly rental only. No parties, events, or gatherings permitted - Maximum occupancy must be respected. Only registered guests allowed on the property Verification & Booking Policy - Guests may be required to complete ID verification prior to check-in - Access will not be provided until verification is complete - Reservations made under false or misleading information may be canceled without refund Respect for Property & Neighbors - This home is located in a quiet residential area. Guests are expected to respect the property, follow house rules, and be considerate of neighbors at all times Failure to follow these guidelines may result in additional charges or removal from the property without refund Whether you’re gathering with family or seeking a peaceful escape, this lakefront retreat offers the perfect blend of comfort, character, and unforgettable views. Experience the beauty of the lake in every season, from sun-filled summer days to cozy winter evenings. Your lakeside getaway awaits.

Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Deer Park, NY, US
4 Bedrooms 8 Guests
Aug 23 - 25
$165 night

Modern & Upscale Interior | Near Local Restaurants & Green Spaces Small-town charm, big-time comfort — welcome to your Deer Park vacation rental! Whether roadtripping through New York or yearning for a change of scenery, you'll love calling this 4-bed, 2-bath retreat your apartment away from home. Shop until you drop at Tanger Outlets, soak up the sun on Islip Beach, or take a day trip to the city for sightseeing and a Broadway-filled evening. Adventure is calling — answer by booking today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 full bed HOME HIGHLIGHTS - Smart TV - Dining table KITCHEN - Refrigerator, stove/oven, blender, toaster - Drip coffee maker (coffee provided) - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central A/C, baseboard heating - Linens & towels, trash bags & paper towels - Complimentary toiletries, hair dryer, hangers, iron/board FAQ - 6 exterior security cameras (outward facing) - Homeowner on-site (separate unit) ACCESSIBILITY - 2-story duplex, 4 steps required to enter - All bedrooms & bathrooms on 2nd floor PARKING - Shared driveway (4 vehicles) - Free street parking (first-come, first-served) - No garage access -- THE LOCATION -- - Quiet neighborhood near train & bus stations - 1 mile to Tanger Outlets Deer Park - 1 mile to Edgewood Oak Brush Plains Preserve - 4 miles to Belmont Lake State Park, 13 miles to Robert Moses State Park & 15 miles to Cold Spring Harbor State Park - 7 miles to South Shore University Hospital & Good Samaritan University Hospital - 10 miles to Islip Beach, 17 miles to Short Beach & 26 miles to Cedar Beach - 12 miles to Long Island & 43 miles to New York City - 30 miles to John F. Kennedy International Airport, 33 miles to LaGuardia Airport & 53 miles to Newark Liberty 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 - The homeowner lives on-site in the neighboring unit and may be present during your stay - This 2-story duplex requires 4 steps to enter and interior stairs to access all bedrooms and bathrooms on the 2nd floor - Your safety matters. This property features 6 exterior security cameras. Camera 1 is at the front door facing the entryway, camera 2 is above the garage facing the driveway, and there are 4 cameras on the sides of the house facing the front yard, backyard, and sides of the property. The cameras are outward facing and do not look into any interior spaces. They continuously record video while guests are in the residence

Family Home Near Roosevelt Forest & Historic Sites

Milford, CT, US
4 Bedrooms 8 Guests
Aug 24 - 26
$273 night

Easy Access to Scenic Merritt Parkway | 8 Mi to Stratford Sea Wall Your next summer escape to New England starts here! Hike through lush trails nearby, head to the beach for a day by the Sound, tour a university of your choice, or explore the local history at the Boothe Memorial Park. The possibilities are endless! As the sun sets, return to the inviting Stratford vacation rental and gather the family in the backyard for a cookout. Book this seamless home base today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 full bed  - Bedroom 2: 1 full bed - Bedroom 3: 2 twin beds - Bedroom 4: 2 twin beds - Additional Sleeping: 2 twin rollaway beds (stored in closet) HOME HIGHLIGHTS - 6 flat-screen TVs - 2 living areas - 2 dining tables - Picnic table KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Keurig coffee maker - Cooking basics, dishware/flatware GENERAL   - Free WiFi  - 2 air conditioning & heating systems (covers full home) - Linens/towels, hair dryer - Washer/dryer, iron/board OUTDOOR LIVING - Gas grill (propane not provided) FAQ - Pet fee (paid pre-trip) - Decorative fireplace ACCESSIBILITY - 2-story home, step-free entry via back door - 2 bedrooms & 2 bathrooms on 1st floor PARKING - Parking pad (3 vehicles) -- THE LOCATION -- - Less than 1 mile to Roosevelt Forest - 1 mile to Boothe Memorial Park & Stratford Veterans Museum - 10-16 miles to Yale University, Fairfield University, University of New Haven, Southern Connecticut State University, University of Bridgeport, Sacred Heart University - 2 miles to Sikorsky - 4 miles to Downtown Stratford - 7 miles to Silver Sands State Park & Connecticut's Beardsley Zoo - 9 miles to Total Mortgage Arena & Hartford HealthCare Amphitheater - 10 miles to Klein Memorial Auditorium - 21 miles to Short Beach - 39 miles to Westchester County Airport & 63 miles to Bradley 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/ $100 fee (+ fees & taxes, dogs only) - 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 offers step-free entry via the back door. Two bedrooms and 2 bathrooms are located on the 1st floor. Additional bedrooms are on the 2nd floor - The fireplace is decorative and not available for guest use. Please do not light any fires inside the home - This property runs on a septic system - Please note that propane is not provided for the gas grill. Guests are welcome to use any fuel left by previous travelers or may choose to purchase their own during their stay - There are 2 twin rollaway beds stored in the closet if needed

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Vacation Rentals Near Stamford

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