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Kid-friendly holiday rentals in Milford

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Milford

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

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Home

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Guest favourite

Cottage

4.93 out of 5 average rating, 264 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Guest favourite

Home

4.92 out of 5 average rating, 79 reviews

Lovely Country Retreat:

Xmas period again available…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

Guest house

4.92 out of 5 average rating, 203 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

5 out of 5 average rating, 37 reviews

Magical Holidays: Norwalk/Westport, Tree & Cheer!

Welcome to our delightful 4-bedroom, 2-bath cottage. Discover stunning beaches like Calf Pasture Beach. Visit the Maritime Aquarium to see fascinating sea turtles. Food enthusiasts will love the diverse dining options, from fresh seafood to global cuisines. Explore the vibrant SoNo district, packed with boutique shops and exciting nightlife. For outdoor adventures, enjoy scenic parks and trails for hiking and biking, plus kayaking and paddle-boarding on the picturesque Norwalk River.

Guest favourite

Home

4.97 out of 5 average rating, 37 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!

Home

4.75 out of 5 average rating, 28 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

4.85 out of 5 average rating, 48 reviews

Peaceful All Season Lake Community Home

Relax with the whole family at this peaceful place to stay. 3 Bedroom, 2 Full Baths, 2 Living Rooms, Office Room, Sun Room, Large Newly Remodeled Kitchen at Heart of the Home, Dining Room, Deck on the Main Floor, Deck off the Master Bedroom, Swing-set Grill and Fire-pit in the Back Yard, Washer & Dryer Candlewood Lake Views, Young Children Friendly, Private Beach Access 5 Minute Walk Away, 1 Mile from Squantz Pond State Park, 90 mins from NYC, Safe and Peaceful Community.

Guest favourite

Home

4.92 out of 5 average rating, 109 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Guest favourite

Home

4.97 out of 5 average rating, 34 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.

Guest favourite

Cottage

4.94 out of 5 average rating, 266 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Charming waterfront 4 Bedroom / 2 BA house on Candlewood lake with private dock and toys. Lake living at its best out your back door. Great yard and updated house for hosting family & friends. Turn Key vacation ~75 minutes / 60 miles from NYC. Screened in Porch, Backyard Patio w/ firepit, Grill and more. Well stocked house with full kitchen, TONS of movies & entertainment, and more.

Guest favourite

Home

4.92 out of 5 average rating, 239 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.

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Popular amenities for Milford family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home

4.85 out of 5 average rating, 52 reviews

"Milford Gem: 2BR, Wi-Fi, Walk to Walnut Beach "

Guest favourite

Home

5 out of 5 average rating, 51 reviews

Beach House in Private Community on LI Sound

Guest favourite

Home

4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

Guest favourite

Home

4.89 out of 5 average rating, 96 reviews

Welcome To Piper's Rest

Home

4.79 out of 5 average rating, 95 reviews

Cozy Getaway, Dog Friendly!

Guest favourite

Home

4.91 out of 5 average rating, 43 reviews

The Seashell House

Guest favourite

Home

4.94 out of 5 average rating, 52 reviews

Spectacular Waterfront Home on Private Sandy Beach

Guest favourite

Home

5 out of 5 average rating, 6 reviews

Big House On Maddox

Family-friendly apartment rentals

Guest favourite

Flat

4.9 out of 5 average rating, 187 reviews

Spacious Westport Apt surrounded by nature

Guest favourite

Flat

4.88 out of 5 average rating, 105 reviews

Spacious Bethel Home Close to Downtown

Guest favourite

Flat

4.91 out of 5 average rating, 174 reviews

Tranquil Apartment with Waterview, Walk to Beach!

Guest favourite

Flat

4.97 out of 5 average rating, 103 reviews

Sunny Fairfield Studio Apartment

Guest favourite

Flat

4.84 out of 5 average rating, 110 reviews

Cozy EastRock Gem w/KingBed near Yale and DT

Guest favourite

Flat

4.92 out of 5 average rating, 194 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

Guest favourite

Flat

4.93 out of 5 average rating, 105 reviews

Cozy Apartment with Water View of Brook

Guest favourite

Flat

4.9 out of 5 average rating, 110 reviews

Sperry House one bedroom private apartment

Family-friendly apartment rentals

Apartment

5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

Apartment

4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

Guest favourite

Apartment

4.97 out of 5 average rating, 32 reviews

Waterfront view. 2 floors. Cable and wi-fi

Apartment

4.83 out of 5 average rating, 135 reviews

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

Apartment

5 out of 5 average rating, 6 reviews

Quiet, Lovely Condo Downtown with Parking for 2

Apartment

4.78 out of 5 average rating, 76 reviews

Chateau Blanc Yale

Guest favourite

Apartment

4.86 out of 5 average rating, 72 reviews

Cozy 1 bedroom apartment, great location.

Apartment

4.8 out of 5 average rating, 35 reviews

Charming Studio| Near Yale| Downtown New Haven

Quick stats about holiday rentals that are kid-friendly in Milford

Total rentals
50 properties
Nightly prices starting at
£72 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore