
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.

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.

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.

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.

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.

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

Great Family Times in this 5 Bedroom House

Your ideal getaway awaits !

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

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Arkadia House Mid-century retreat with pool & view

FI Pines Updated 3 BR/2 BA with Heated Pool, Spa

Meeker Hill House - Country Escape w/ Heated Pool

Private 1br apt/private entrance/inground pool
Weekly house rentals

Westchester County quiet neighborhood

1Bd Cottage in Greenwich | Designer Stay near NY

Guest Suite w/ Private Entrance

NEW! - Byram Bungalow with Fire Pit

Newly renovated modern private guest wing

Walk to Greenwich Ave and Train

Elegant Hideaway: Cozy Cottage in Katonah, NY

Modern Tranquil Home In Connecticut- 40 min to NYC
Private house rentals

Valhalla Home

Spacious Home Near Beach + Train Sleeps 10+ | Yard

Tranquil Mid-Century Modern Home

Convenient and Cozy Antique Cape

True Design

Greenwich Sanctuary | Private 2BR Peaceful Retreat

Westport Luxury Escape | 10 Minutes to Beach

Belltown Retreat - Shopping, Dining, Pet Friendly
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,305 GYD | G$42,259 GYD | G$42,886 GYD | G$38,075 GYD | G$47,070 GYD | G$62,970 GYD | G$62,551 GYD | G$62,760 GYD | G$47,070 GYD | G$47,070 GYD | G$43,095 GYD | G$62,551 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 |
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$8,368Â 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!
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- Condo rentals Greenwich
- Rentals with a fireplace Greenwich
- Rentals with outdoor seating Greenwich
- Fitness-friendly rentals Greenwich
- Rentals with a fire pit Greenwich
- Rentals with a patio Greenwich
- Rentals with pools Greenwich
- Rentals with breakfast Greenwich
- Rentals with a hot tub Greenwich
- Family-friendly rentals Greenwich
- Rentals with a washer and dryer Greenwich
- Rentals with beach access Greenwich
- Pet-friendly rentals Greenwich
- Apartment rentals Greenwich
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- House rentals United States
- Times Square
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