Family-friendly vacation rentals in Greenwich

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Top-rated family-friendly rentals in Greenwich

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Apartment in Stamford
4.98 out of 5 average rating, 126 reviews

Luxurious 1BR Downtown Stamford

Step into your luxurious haven in the heart of downtown Stamford, where opulence seamlessly meets comfort and indulgence becomes your personal mantra. From the impeccable design and luxurious amenities to the prime location, every moment spent here is a celebration of the finer things in life. Treat yourself to an extraordinary stay, crafting memories that will linger in your heart for a lifetime . Welcome to a world where luxury knows no bounds, and warm hospitality eagerly awaits your arrival

Superhost
Apartment in Greenwich
4.74 out of 5 average rating, 394 reviews

Flex Comfort Apts of Greenwich #1

Flex Comfort Apt #1 is 1 BR / 1 BA and sleeps 4. Apt #1 is the bottom floor ('Basement') of a 3 apt 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.

Guest favorite
A private deck is displayed with wooden planks, featuring a sun lounger and a small table with two chairs. A large umbrella provides shade, while trees can be seen in the background, enhancing the outdoor experience.
Cabin in Bell Haven
4.9 out of 5 average rating, 154 reviews

Overlook Cabin in downtown Greenwich CT

Last house on a private road, parking onsite if available, conveniently located walk to train station, Greenwich Avenue in Greenwich CT to the ferry, Sherman Park for beach access. Travel to New York City in 37 minutes with the Metro-North Express train. We are at one of the highest points on the Greenwich Coastline. You can hear the sounds of life: from church bells ringing, the train to NYC and Rt 95 traffic, NO SMOKING NO parties NO events Sorry NO PETS service animals always welcomed.

Top guest favorite
A spacious living area is seen, featuring a blend of comfortable seating options, including two sofas and several armchairs. A coffee table sits on a large area rug, and a dining table is positioned nearby. Natural light floods the room through multiple windows, enhancing the bright atmosphere.
Townhouse in Greenwich
4.92 out of 5 average rating, 134 reviews

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

Top guest favorite
Apartment in Greenwich
4.95 out of 5 average rating, 105 reviews

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.

Guest favorite
The balcony features a charming outdoor dining set with a table and two folding chairs. A spread of sliced bread, apples, and glasses of sparkling drink is arranged, overlooking a view of downtown Stamford, with a mix of buildings and greenery visible in the distance.
Apartment in Stamford
4.89 out of 5 average rating, 131 reviews

Honey Spot Studio | Downtown City Views

Enjoy a stylish experience at this centrally-located spot in the heart of downtown Stamford. Walk downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! A short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment.

Superhost
A bedroom is presented with a large window providing natural light, framed by dark curtains. The spacious bed features a patterned blanket, while a plush bench sits at the foot of the bed. A ceiling fan offers comfort, and wall art adds a decorative touch.
Apartment in West Side
4.85 out of 5 average rating, 107 reviews

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.

Guest favorite
A bright sleeping area features a spacious bed with light bedding, positioned beneath a vaulted ceiling. Floor-to-ceiling windows provide views of the woods, while a small desk and chair are set against one wall for workspace. A television is mounted for entertainment.
Guesthouse in Greenwich
4.95 out of 5 average rating, 105 reviews

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.

Top guest favorite
Home in West Side
4.99 out of 5 average rating, 187 reviews

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.

Guest favorite
Home in Harbor Point
4.8 out of 5 average rating, 148 reviews

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.

Top guest favorite
A bright living area features a large window providing natural light. A comfortable couch and a loveseat are arranged around a wooden coffee table. A decorative mirror hangs on the wall, and a flat-screen TV is positioned on a stand beside a small side table.
Apartment in Stamford
4.97 out of 5 average rating, 221 reviews

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.

Guest favorite
A charming white house features black shutters and a well-maintained garden adorned with vibrant pink azaleas. The front steps lead to a welcoming porch, surrounded by lush greenery. A lamp post stands in the front yard, adding to the inviting curb appeal.
Apartment in Greenwich
4.91 out of 5 average rating, 141 reviews

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.

Popular amenities for Greenwich family-friendly rentals

When is the best time to visit Greenwich?

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Avg. priceﺩ.ﺇ1,105ﺩ.ﺇ1,120ﺩ.ﺇ1,285ﺩ.ﺇ1,285ﺩ.ﺇ1,304ﺩ.ﺇ1,399ﺩ.ﺇ1,410ﺩ.ﺇ1,326ﺩ.ﺇ1,300ﺩ.ﺇ1,183ﺩ.ﺇ1,179ﺩ.ﺇ1,366
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Quick stats about vacation rentals that are family-friendly in Greenwich

  • Total vacation rentals

    Explore 150 vacation rentals in Greenwich

  • Nightly prices starting at

    Greenwich vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 4,800 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    150 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!