
Family-friendly holiday rentals in Greenwich
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Greenwich
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Flex Comfort Apts of Greenwich #2
Flex Comfort Apt #2 is 2 Bedroom / 1 Bath and sleeps 4. Apt #2 is the middle floor of a 3 apartment building. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on a family meal. Get the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room. 1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

Walk to Greenwich Ave [KING bed] BEST Location
Sun drenched unit in the heart ♥️of Greenwich by a Superhost :) Enjoy a quick walk to the bustling Greenwich Ave and all it offers, train station, Whole Foods, wonderful restaurants and night life. This spacious duplex unit with private entrance, private outdoor area & excellent soundproofing gives you the feel, QUIET and privacy of an in-town single family home. This perfect location is a nice getaway or a WFH stay with KING bed, Full kitchen, updated appliances, Speedy WiFi⚡️& SMART TVs

Cozy 2 BR Greenwich Apt. with easy access to NYC
Cozy two bedroom apartment on a quiet street in Greenwich with brand new appliances. Walking distance to Metro North train station, beach, park, tennis court, pickle ball court, restaurants, shops. Just 38 minutes from NYC. Few minutes drive to downtown. Fully stocked kitchen and laundry with everything you may need. Living room with 65" Smart TV. Master BR with 45" Smart TV. The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay.

Stamford’s Island Inspired Efficiency
This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.

The Cottage in Greenwich
Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

Downtown "Blue Nest" apartment
Cozy, adorable, updated and fully decorated 1 bedroom apartment in a downtown building with garage & 24 hours security. Equipped with everything you might need. Come stay with us and discover Stamford through the eyes of a local talented artist. There are certain things about the building that I can't change - please read the whole description before booking

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.

Charming private 1BR apt. Easy access to NYC
Location, location, location! Private 1 bedroom unit that is part of a two-unit property. It has its own entrance, kitchen, bath, and off street parking. Walkable to Valhalla Metro North train station. (Has steps and stairs. No children under 12 years old.)

Small Studio. Private Entrance and bathroom
Welcome, this is a small and cozy studio for one person located in a quiet and safe area near Harbor Point with a private entrance, private bathroom, and a small kitchenette. 1 miles from downtown and a 3 minutes drive to the train station and I95.

Standalone Cottage surrounded by woods
Cottage on property in North Stamford. 20 minutes from Stamford Town Centre. Less than hour train to New York City. Sleeps 4 comfortably (pullout couch in living room, plus main room). Away from main house and surrounded by wooded area.

Cozy Apartment in Greenwich CT
Experience a tranquil retreat in this private, second-floor attic apartment. Nestled in a quiet neighborhood just a short walk from the heart of downtown Greenwich, this cozy space offers everything you need for a comfortable stay.

Charming Retreat in North Stamford
Whether you are in town for business or simply to enjoy the peace and quiet of the suburbs, WELCOME TO OUR HOME! A great getaway suite in perfectly located North Stamford home, just 60 minutes away from New York City.
Popular amenities for Greenwich family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely home in town of Newburgh

Coastal Villa Suite pool•sauna•gym•theater•beach

Foxglove Farm

Cozy Mountainside Suite - Minutes from Beacon

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

Cozy Getaway | Pet Friendly | Amazing Location

NEW MOON & SPA near JFK | UBS

Cozy up on the lake! Hot tub/Close to snow-tubing!
Family- and pet-friendly home rentals

Romantic, Cozy and Private, 1 Block from Beach

NY Rustic Cottage Getaway

Family Cottage with 4 King Beds and Fire Pit

Bright Stylish Chic 4BR 4BA Home

Fall Sale! CozyCottage/WalktoBeach/Pet-friendly

Woven Winds Retreat

Luxurious Barn With New England Charm

Elegant Riverfront Getaway with Beautiful Views
Family-friendly home rentals with a pool

Union 2BR Resort-Style Apt – Easy NYC Transit

Garden Level Suite with Beautiful Pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Bright Northern Light Studio in Amenity Building

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Peaceful apartment on 3.5 acres w/ Artist studio.

The Pond Mill Retreat w/ 2 Bdrms & Pool

Cozy, Modern Retreat in the Woods of Cold Spring
When is the best time to visit Greenwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £224 | £227 | £261 | £261 | £265 | £284 | £286 | £269 | £264 | £240 | £239 | £277 |
| 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 holiday rentals that are family-friendly in Greenwich

Total holiday rentals
Explore 150 holiday rentals in Greenwich

Nightly prices starting at
Greenwich holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 4,800 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
150 of Greenwich holiday rentals include wifi 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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- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- 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




