House holiday rentals in Greenwich

Find and book unique houses on Airbnb

Top-rated house rentals in Greenwich

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.92 out of 5 average rating, 131 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Guest favourite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in Highlands
4.92 out of 5 average rating, 142 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Superhost
A spacious bed with crisp white bedding is centered on a textured area rug featuring a wave pattern. A turquoise feature wall provides a calming backdrop, while a sleek ceiling fan and soft lighting enhance the ambiance. A cozy seating area is positioned in the corner.
Home in Bronx
4.86 out of 5 average rating, 204 reviews

Cozy studio Mt Vernon/Bronx NYC kit, bthrm & prkin

Come and be sure to enjoy a cozy and comfy stay at our newly renovated studio apartment. kitchen is well decked out. The space boasts a multipurpose area that can be used for dinning, recreation and work. Your own full bathroom that is clean to the touch. 50 inches smart tv with internet access. Your own private parking and entrance. Self-checking-in. Apartment is cool or warm to perfection by the latest in split unit ac technology. apt. is about 7 minutes' walk to the 2 train to Manhattan.

Guest favourite
Home in Wilton
4.96 out of 5 average rating, 139 reviews

The Cozy Little Cottage

Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. A stone fireplace is prominently placed against a wooden wall. Comfortable seating arrangements include a large sectional sofa, with decorative plants adding a touch of greenery.
Home in Yorktown Heights
4.91 out of 5 average rating, 172 reviews

Cozy getaway 1 hr from NYC!

This peaceful home is only 1 hour from NYC & Brooklyn. There are 3 bedrooms & 3 bathrooms. A large living area, a play room, a wood burning FIREPLACE, large TRAMPOLINE, yard with babbling brook! Bedroom 1: King size bed, pack n play, toddler bed. Ensuite bathroom. Bedroom 2: Queen size bed, dresser. Ensuite bathroom. Bedroom 3: King size bed, pull out couch. Ensuite bathroom. Living room: Pull out couch. Pool is open Memorial Day - Labor Day. Heated by the sun- no heater.

Guest favourite
An aerial view showcases the Candlewood Lakeview Estate, framed by lush greenery highlighting the surrounding landscape. The expansive lake reflects the sky, while the custom home features a brick exterior. Key outdoor amenities are subtly integrated into the picturesque environment.
Home in Danbury
4.96 out of 5 average rating, 112 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

Guest favourite
A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.
Home in Stamford
4.84 out of 5 average rating, 192 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favourite
A white anchor, inscribed with 'BYRAM SHORE BOAT CLUB,' is positioned prominently in a landscaped area. It is surrounded by greenery and colorful blooming flowers, set against a backdrop of finely textured gravel.
Home in Byram
4.82 out of 5 average rating, 115 reviews

Greenwich abode Close to Just about Everything

2 - Bedroom apartment in a duplex. 4 - Minutes to Greenwich Avenue Shopping 6 - Minutes to Port Chester restaurants 8 - Minutes to Rye town and restaurants. 36 - minutes to NYC 1 - Twin Air Mattress, SERTA auto inflate, 15 inch raised { UPON REQUEST } 4 - Minutes Uber/Lyft drive to Greenwich and Port Chester Metro North Station Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

Guest favourite
A small seating area features a patterned bench with decorative pillows, situated against a light grey wall. Above the bench, a framed floral print adds a touch of color. A potted plant stands beside the bench on a slender black stand.
Home in St. Albans
4.89 out of 5 average rating, 105 reviews

The Royal Oasis 1bedroom deluxe

Private space 13 min away from JFK airport, 5 minutes from air train, 20 minutes from LaGuardia Airport, 10 minutes from Jamaica Hospital and 15 minutes from other surrounding hospitals. 25 minutes from manhattan, 5 blocks away from Merrick Blvd where you can find supermarkets, frequent public transportation, restaurants, laundromats, hair salons, barber shops, delis and not to mention a buzzing night life.

Top guest favourite
The exterior of a charming guesthouse is illuminated during twilight, with warm string lights hanging above a patio area. Large windows reveal the inviting interior, while tall trees frame the scene, creating a serene atmosphere in the evening.
Home in Pound Ridge
5 out of 5 average rating, 173 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Guest favourite
Home in Bedford
4.89 out of 5 average rating, 104 reviews

Bedford Paradise Getaway | Hot Tub | Town Center

Escape to the enchanting town of Bedford, NY, where a world of tranquility and luxury awaits you. Nestled amidst rolling hills and picturesque landscapes, our exquisite Airbnb offers the perfect blend of rustic charm and modern comforts. This impressive 3-bedroom, 2.5-bathroom haven promises an unforgettable stay, where sophistication and relaxation blend seamlessly.

Top guest favourite
A light-filled living room features a comfortable sofa adorned with several cushions, providing a casual seating area. Two windows with patterned curtains invite natural light, while a decorative piece sits atop a classic cabinet in the background, adding character to the space.
Home in Dobbs Ferry
4.94 out of 5 average rating, 181 reviews

Beautiful Hudson River Bungalow in Dobbs Ferry

Serene and modern home. Newly renovated historic home on Main Street in the heart of the Village of Dobbs Ferry. Convenient to Manhattan and the Hudson Valley, the Old Croton Aqueduct trail is directly behind the home. This private apartment is on the second floor of a house with a separate entrance, offering complete privacy. Easy check-in with code.

Popular amenities for house rentals in Greenwich

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Avg. price$230 SGD$195 SGD$203 SGD$237 SGD$293 SGD$392 SGD$389 SGD$391 SGD$293 SGD$391 SGD$389 SGD$361 SGD
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Quick stats about house rentals in Greenwich

  • Total holiday rentals

    Explore 130 holiday rentals in Greenwich

  • Nightly prices starting at

    Greenwich holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 of Greenwich holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenwich rentals

  • 4.8 Average rating

    Greenwich stays are highly rated by guests – averaging 4.8 out of 5!