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Kid-friendly vacation rentals in Westport

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Westport

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

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Home in Ossining

4.85 out of 5 average rating, 137 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Home in Shelton

4.78 out of 5 average rating, 27 reviews

Kid/Baby-Friendly 3BD + In-Law Studio w Large Yard

Relax with the whole family (including kids/babies) in this peaceful and private single family, 3 BD /3 Bath + in-law studio. Renovated main kitchen with brand new appliances, marble countertops, large televisions, washer/dryer and a crib. Very family friendly home with toys for children and room to play in the large backyard. Uniquely located in the Huntington area of Shelton on the Trumbull and Monroe borders. In-law unit has its own private entrance, full kitchen and bathroom.

Home in Redding

4.92 out of 5 average rating, 79 reviews

Lovely Country Retreat:

This beautifully renovated country house is set on 2 acres with a pool in the summer, ( heated , additional charge) ,outdoor gas BBQ, playground & treehouse set back on a quiet, circular road. The house sleeps up to 8 people, has a playroom, movie theatre and is ideal for 2 families traveling with children. Surrounded by bucolic scenery it provides the best blend of country living and fun family activities. If you are looking for a special place, only 1 1/2 h. NYC

Home in Westhampton Beach

5 out of 5 average rating, 4 reviews

Summer Main Home plus cottage close to Main Street

Come relax and enjoy! Beautifully updated Main home with separate cottage. Perfect for in-laws and guests. Each home has its own kitchen, living space, washer/dryer, and outdoor seating. Main house: 4 Br, 3 ba Cottage: 2 Br, 1 ba Outdoor shower for an after beach rinse, 2 patios, pergola, hammock, bbq. A two person kayak available for use; beach passes included. Games, internet, tv... Walk to coffee shops, restaurants, worship, and marina. Bike to beach.

Cottage in Cold Spring

4.81 out of 5 average rating, 183 reviews

Cozy Country Cottage Spa/Fireplace/Enclosed Yard

Quaint/rustic, former carriage house vibe on scenic, country road, surrounded by 90 acres of park land/nature preserve across the road. Beautiful/scenic setting w/ stream views from porch/deck/patio; minutes from hiking/shopping/fishing/boating, train to station and village waterfront. Loaded with amenities, including basketball court, pellet stove, jacuzzi, swing set, sand box, tree swing, wood fire pits, central ac, and fully enclosed yard.

Home in Westville

4.97 out of 5 average rating, 31 reviews

7 Mins drive to Yale | Large fenced yard

Nestled in the charming neighborhood of New Haven, our home offers the perfect blend of tranquility and convenience. You'll enjoy a peaceful retreat surrounded by tree-lined streets, all while being just a stone's throw away from the vibrant energy of Yale University and the cultural richness of New Haven. Explore local parks, dine at renowned restaurants, and discover the city's unique character, all from your cozy home base in New Haven.

Rental unit in Carmel

4.87 out of 5 average rating, 292 reviews

Private space, with yard

A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.

Home in Beacon

5 out of 5 average rating, 46 reviews

Newly renovated home downtown

Enjoy a stylish experience at this centrally-located place. 10 minute walk to Main St on a quiet street, family friendly, 1 block to large park/playground. Completely new and redone. Central air, wifi, laundry, Roku TV, board games and toys for kids, casper mattresses, outdoor area for hanging by fire pit.

Rental unit in Shippan Point

4.92 out of 5 average rating, 79 reviews

Seabreeze at the beach, west beach stamford, Ct

3 bedroom at the beach, free parking also free access to the beach, a cart with chairs, towels, and umbrella. and three adult bicycles, and boogie boards paddle boards. close to downtown and Harbor point, great for people coming to work in Stamford very close to all businesses. EV charging station

Home in Beacon

4.95 out of 5 average rating, 129 reviews

Family weekend getaway

Two bedroom home located in Beacon. Mt. Views from living room and dining room windows. Close to mt. and Main st. Children welcome. Baby items available pack n play, bouncy seat, swing. Bear Mt and West Point within driving range. Extra charge for pets $100.00. Four adults or families up to 6.

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Popular amenities for Westport kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Southbury

4.89 out of 5 average rating, 19 reviews

Cozy Family and Pet friendly 3 br Home

Home in Beacon

4.92 out of 5 average rating, 89 reviews

Beacon 2BR house w/ backyard, easy walk to main st

Home in Westhampton Beach

4.97 out of 5 average rating, 61 reviews

Brand new house with an all year round hot tub.

Home in Beacon

4.96 out of 5 average rating, 53 reviews

Cozy house walk to everything

Home in Dix Hills

5 out of 5 average rating, 24 reviews

Nice getaway with your family.

Home in Putnam Valley

4.77 out of 5 average rating, 35 reviews

The Blue Lake House!

Home in Manorville

4.98 out of 5 average rating, 243 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Home in Woodmont

4.92 out of 5 average rating, 236 reviews

Bright and Breezy Cottage by the Sea

Kid-friendly apartment rentals

Rental unit in Fort Lee

4.92 out of 5 average rating, 109 reviews

Elegant 2BR Apt. near the George Washington Bridge

Rental unit in Middletown

4.79 out of 5 average rating, 210 reviews

Beautiful Sunny Apartment in Historic Village

Rental unit in Fairfield

5 out of 5 average rating, 66 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

Rental unit in Hastings-on-Hudson

4.99 out of 5 average rating, 124 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Rental unit in Middletown

4.89 out of 5 average rating, 276 reviews

3 bedroom near Wesleyan, downtown

Rental unit in Mohegan Lake

4.8 out of 5 average rating, 171 reviews

Yellow House one bedroom

Rental unit in East Rock

4.91 out of 5 average rating, 109 reviews

Sperry House one bedroom private apartment

Rental unit in Mamaroneck

4.92 out of 5 average rating, 202 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

Kid-friendly condo rentals

Condo in South Norwalk

5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

Condo in Upper West Side

4.92 out of 5 average rating, 116 reviews

Best of the west! Sunny,quiet&huge! Ideal location

Condo in Downtown Stamford

4.96 out of 5 average rating, 46 reviews

Professional Man Escape 5 min Uber to train to NYC

Condo in Middletown

4.96 out of 5 average rating, 135 reviews

Entire place to yourself Cromwell/Middletown Line

Condo in Fairfield

4.83 out of 5 average rating, 135 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Condo in Hamden

4.85 out of 5 average rating, 65 reviews

Cozy 1 bedroom apartment, great location.

Condo in Washington Heights

4.92 out of 5 average rating, 96 reviews

Private European Garden Apartment

Condo in Old Greenwich

4.85 out of 5 average rating, 61 reviews

Cozy private furnished apartment

Quick stats about vacation rentals that are kid-friendly in Westport

Total rentals
40 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore