
House vacation rentals in Greenwich
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Top-rated house rentals in Greenwich
Guests agree: these houses are highly rated for location, cleanliness, and more.

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!

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. 5 - Minutes to The Capital Theater 5 - Minutes to Byram Beach 10- Minutes to Tod's Point Beach 4 - Minutes by car to Greenwich and Port Chester Metro North Station 1 - Twin Air Mattress, SERTA auto inflate, 15inch raised {UPON REQUEST } Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

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.

Backyard Gazebo in Quiet NYC Suburban Stay
Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Seashell Bungalow | 3 Bed 1 Bath | Beach House
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!

Peaceful Light-Filled Guesthouse salt pool/sauna
**Pool open, as of May 18, 2026.** 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, or unwind in the pool side sauna.. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

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.

Walkable Townhouse with Garage 45 min to NYC
Please add us to your wishlist for easy access, or message us if you have any questions! -Walk to Downtown Stamford -Free attached parking garage -Minutes from the train station, I-95, and hospital -Shared backyard for relaxing, grilling, or enjoying a quiet morning coffee A relaxing and worry-free stay just minutes from everything you need, ideal for families, business travelers, or long-term guests looking for comfort and convenience.

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

TheGoshenGetawayPoolHotTubLegoLandArcade

Entire Home (private pool), Event Friendly

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Port Jefferson Convenient, Cozy and Chic!

Gorgeous Waterfront and Indoor Pool Family Oasis!

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Country Carriage House 9 miles to FIFA World Cup
Weekly house rentals

Tranquil Mid-Century Modern Home

Newly renovated modern private guest wing

Walk to Greenwich Ave and Train

Elegant Hideaway: Cozy Cottage in Katonah, NY

Convenient and Cozy Antique Cape

Modern Tranquil Home In Connecticut- 40 min to NYC

Stylish 3bed 2.5bath Home in Greenwich

Boutique-Style Stay in charming 1893 Home
Private house rentals

Westchester County quiet neighborhood

Walk to Compo Beach Renovated Westport Home

Chic and Cozy 2BD 1920's Cottage Retreat

Spacious Home Near Beach + Train Sleeps 10+ | Yard

Serene Retreat in the Hills w/Jacuzzi

Arkadia House Mid-century retreat with pool & view

Quiet and Cozy Cottage near NYC with a Pond

Spectacular Renovated Barn
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ760 | ﺩ.ﺇ742 | ﺩ.ﺇ753 | ﺩ.ﺇ668 | ﺩ.ﺇ826 | ﺩ.ﺇ1,105 | ﺩ.ﺇ1,098 | ﺩ.ﺇ1,102 | ﺩ.ﺇ826 | ﺩ.ﺇ826 | ﺩ.ﺇ757 | ﺩ.ﺇ1,098 |
| 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 vacation rentals
Explore 130 vacation rentals in Greenwich

Nightly prices starting at
Greenwich vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 5,140 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Greenwich vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenwich rentals

4.9 Average rating
Greenwich stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Fitness-friendly rentals Greenwich
- Rentals with a hot tub Greenwich
- Pet-friendly rentals Greenwich
- Rentals with breakfast Greenwich
- Rentals with pools Greenwich
- Rentals with a fire pit Greenwich
- Rentals with beach access Greenwich
- Condo rentals Greenwich
- Rentals with a fireplace Greenwich
- Rentals with a washer and dryer Greenwich
- Rentals with outdoor seating Greenwich
- Rentals with a patio Greenwich
- Family-friendly rentals Greenwich
- Apartment rentals Greenwich
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- House rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Thunder Ridge Ski Area
- Astoria Park
- USTA Billie Jean King National Tennis Center
- Fairfield Beach
- The Metropolitan Museum of Art





