
House holiday rentals in Greenwich
Find and book unique houses on Airbnb
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 $43 AUD per night before taxes and fees

Verified guest reviews
Over 5,370 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, 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.

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!

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.

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.

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!

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.

Peaceful Light-Filled Guesthouse salt pool/sauna
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.

Stylish Beach Home near Stamford Downtown/Beach
This spacious 5 bedroom home with water views and a lot of natural light tucked away in a quiet and serene residential neighborhood. The house is perfect for a large family or a corporate retreat. Short walk to the beach/park. Close to downtown If this property is booked for the dates you selected, click on the profile to see our other amazing properties in Stamford.

Incredible barn in country setting
Country setting with Vermont feel. Indoor /outdoor fireplaces with large entertainment areas. Small kitchenette, 2 BR. Pull out coach, and sleeping loft . Wifi, CAC, washer/dryer, local hiking w 3 nature preserves nearby. Major estate area. 6 min. from Mt. Kisco train station. One hour NYC. Great local restaurants. Out of the ordinary!

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

Great Family Times in this 5 Bedroom House

3‑Acre Weston Retreat w/ Pool & Basketball Court

Midcentury Modern ZenHouse Sculptor Studio

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

Arkadia House Mid-century retreat with pool & view

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

Meeker Hill House - Country Escape w/ Heated Pool
Weekly house rentals

1Bd Cottage in Greenwich | Designer Stay near NY

Nautical Farm House on Working Farm with Animals

Hudson Valley Mountaintop Riverview

Waterfront Lake House

2026 World Cup! Beautiful Colonial Near MetLife

Large NYC Home! Close Proximity to Manhattan!

Mid Century Modern Cottage

The Cozy Little Cottage
Private house rentals

Westchester County quiet neighborhood

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

Old Greenwich Gem

Charming Old Greenwich 2bedroom hotel alternative

Newly renovated modern private guest wing

A-Frame Loft Near Metro-North | Queen + Kitchen

Elegant Hideaway: Cozy Cottage in Katonah, NY

Modern Tranquil Home In Connecticut- 40 min to NYC
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 AUD | $288 AUD | $293 AUD | $260 AUD | $321 AUD | $429 AUD | $427 AUD | $428 AUD | $321 AUD | $321 AUD | $294 AUD | $427 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 |
Destinations to explore
- New York City Holiday rentals
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- Rentals with a hot tub Greenwich
- Rentals with breakfast Greenwich
- Rentals with outdoor seating Greenwich
- Rentals with pools Greenwich
- Fitness-friendly rentals Greenwich
- Apartment rentals Greenwich
- Pet-friendly rentals Greenwich
- Rentals with a fire pit Greenwich
- Family-friendly rentals Greenwich
- Rentals with a washing machine and dryer Greenwich
- Rentals with a patio Greenwich
- Rentals with beach access Greenwich
- Condo rentals Greenwich
- Rentals with a fireplace Greenwich
- House rentals Connecticut
- House rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Statue of Liberty
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach





