
House vacation rentals in Greenwich
Find and book unique houses on Airbnb
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 G$8,370 GYD 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!
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.

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. 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. The house has also a lower-level unit.

Bright&Comfy 2bed/1ba in quiet duplex
Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

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.

Panoramic Lakeviews & Garden Oasis
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our lush private garden features hundreds of flowers and plants along with a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

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!

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

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.
Popular amenities for Greenwich house rentals
House rentals with a pool

Joyful Beach House, viewing The Great South Bay

Entire Home (private pool), Event Friendly

Midcentury Modern ZenHouse Sculptor Studio

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

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Port Jefferson Convenient, Cozy and Chic!

Peaceful Light-Filled Guesthouse salt pool/sauna

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

1Bd Cottage in Greenwich | Designer Stay near NY

View House

Tranquil Tree-House on the beautiful Hudson River

Small Studio. Private Entrance and bathroom

Hudson Valley Farmhouse | Winery & Hiking Getaway

Lakefront, Indoor Hot Tub, Hiking, 1 hour from NYC

Walkable Townhouse with Garage 45 min to NYC

Mid Century Modern Cottage
Private house rentals

Westchester County quiet neighborhood

Guest Suite w/ Private Entrance

Private Single Fam, walk 2 train/ Theater- Dogs OK

3‑Acre Weston Retreat w/ Pool & Basketball Court

Newly renovated modern private guest wing

Modern Tranquil Home In Connecticut- 40 min to NYC

Stylish 3bed 2.5bath Home in Greenwich

Boutique-Style Stay in charming 1893 Home
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,315 GYD | G$42,268 GYD | G$42,896 GYD | G$38,083 GYD | G$47,081 GYD | G$62,984 GYD | G$62,566 GYD | G$62,775 GYD | G$47,081 GYD | G$47,081 GYD | G$43,105 GYD | G$62,566 GYD |
| 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 |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Portland Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Rentals with a patio Greenwich
- Rentals with a hot tub Greenwich
- Rentals with breakfast Greenwich
- Rentals with pools Greenwich
- Condo rentals Greenwich
- Rentals with a fireplace Greenwich
- Apartment rentals Greenwich
- Rentals with beach access Greenwich
- Rentals with a washer and dryer Greenwich
- Pet-friendly rentals Greenwich
- Fitness-friendly rentals Greenwich
- Family-friendly rentals Greenwich
- Rentals with a fire pit Greenwich
- Rentals with outdoor seating Greenwich
- House rentals Connecticut
- House rentals United States
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach





