Kid-friendly holiday rentals in Bridgeport

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Bridgeport

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

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Superhost

Home in Ossining

4.85 out of 5 average rating, 143 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.

Superhost

Guest house in Milford

4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Guest favourite

Home in Redding

4.93 out of 5 average rating, 80 reviews

Lovely Country Retreat:

(Make req for 3 days) 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. from Nyc

Top guest favourite

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.

Top guest favourite

Cottage in South Salem

5 out of 5 average rating, 102 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Top guest favourite

Home in Oxford

4.95 out of 5 average rating, 41 reviews

Lakefront Oasis - Getaway to this Oxford Treasure!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

Superhost

Home in Hampton Bays

4.94 out of 5 average rating, 18 reviews

Hamptons! Chic+Cozy Retreat! Location! Famfriendly

Welcome to our stylish and family-friendly Airbnb retreat, nestled in a serene neighborhood perfect for your next getaway! From the moment you step through the door, you'll be captivated by the modern yet inviting ambiance designed to cater to guests of all ages. From stylish interiors to thoughtful amenities and a convenient location, our family-friendly Airbnb offers the perfect blend of comfort and sophistication for an unforgettable vacation experience.

Guest favourite

Guest house in East Hampton

4.93 out of 5 average rating, 41 reviews

Family-Friendly Lakeside Cottage

Newly renovated lakeside cottage with stunning views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - 30 second walk to the lake - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 2 Kayaks and 2 paddle boards are available for use - Short walk or drive to restaurants, and shops Perfect for romantic getaways, family vacations, or visiting family locally.

Guest favourite

Home in Westville

4.97 out of 5 average rating, 39 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.

Top guest favourite

Home in North Fork

5 out of 5 average rating, 44 reviews

Immaculate NOFO Beach House Steps from Beach

Enjoy all the North Fork has to offer in this gorgeous, well stocked home. Nestled amongst 50+ vineyards/ breweries and the beautiful Peconic Bay (200 yards away!) the home is perfectly situated for your family to enjoy a relaxing vacation. Whether you are looking for a summer spent on the beach, a fall spent at harvest festivals or winter at the fire place vineyard tours, this is a great year round getaway.

Guest favourite

Flat in Shippan Point

4.93 out of 5 average rating, 84 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. about 5 minutes to route 95. also a nice little Irish pub as you enter the beach. "GREAT FOOD AND DRINKS"

Top guest favourite

Home in Woodmont

4.92 out of 5 average rating, 254 reviews

Bright and Breezy Cottage by the Sea

Bright and breezy beach cottage, 500 ft walk to a private beach on the scenic Long Island Sound! Newly renovated, 100 year old, cozy home in a friendly, quiet residential neighborhood. Relax on the deck, in the hammock or take a luxurious shower outside under the stars. A partially stocked new kitchen is at your disposal along with a washer dryer. House is Solar powered.