
House holiday rentals in Greenwich
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Top-rated house rentals in Greenwich
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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!

Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

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!

Family Cottage with 4 King Beds and Fire Pit
Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

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.

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.

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.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

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.

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.

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.
Popular amenities for Greenwich house rentals
House rentals with a pool

Joyful Beach House, viewing The Great South Bay

Private Hudson Valley Country Retreat

Dream Home w/ Pool & Basketball Court on 3 Acres

Gameroom, backyard + pool! 7m to train + downtown

GoodVibezHouse1.0~The Ultimate Couples Retreat!

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

Port Jefferson Convenient, Cozy and Chic!

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Weekly house rentals

1Bd Apartment in Greenwich | Designer Stay near NY

Cos Cob CT, 3bdrm, 2bath, with workout room

Walk to Greenwich Ave and Train

Newly renovated modern private guest wing

Elegant Hideaway: Cozy Cottage in Katonah, NY

Private farm cottage +hiking

Stylish 3bed 2.5bath Home in Greenwich

Stareway to Heaven
Private house rentals

❤️ Your Silvermine Hideaway, nestled in nature.

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Modern Tranquil Home In Connecticut- 40 min to NYC

Boutique-Style Stay in charming 1893 Home

The Sage Suite New York City Experience

Cozy Studio in Bridgeport

Stylish 4bed 2bath Home in White Plains

Cozy Private Suite Near Train to NYC
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 AUD | $222 AUD | $231 AUD | $269 AUD | $333 AUD | $446 AUD | $443 AUD | $444 AUD | $333 AUD | $444 AUD | $443 AUD | $410 AUD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 26°C | 25°C | 22°C | 15°C | 10°C | 4°C |
Quick stats about house rentals in Greenwich

Total holiday rentals
Explore 140 holiday rentals in Greenwich

Nightly prices starting at
Greenwich holiday rentals start at $59 AUD per night before taxes and fees

Verified guest reviews
Over 5,100 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
140 of Greenwich holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Greenwich rentals

4.9 Average rating
Greenwich stays are highly rated by guests—averaging 4.9 out of 5!
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- Condo rentals Greenwich
- Rentals with a fireplace Greenwich
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- Rentals with a hot tub Greenwich
- Rentals with beach access Greenwich
- Rentals with pools Greenwich
- Rentals with a fire pit Greenwich
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- Family-friendly rentals Greenwich
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Columbia University
- Ohel Chabad-Lubavitch
- Yankee Stadium
- The High Line
- Jones Beach
- Manhattan Bridge
- Rough Trade
- Top of the Rock
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach




