
Family-friendly vacation rentals in Connecticut
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Top-rated family-friendly rentals in Connecticut
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Tree House at Underhill Hollow
The Treehouse is a place where magic happens. Whether you’re looking for a romantic getaway, a family vacation or both. Sleep amongst the trees on a 7 acre 1825 farm. Meet Whirly, Gig and Belle. Find all 7, fairy houses. Go on a treasure hunt. Poke about our paths or explore the Airline trail, just off the property. S’mores, campfires, ghost stories and more. Meet our chickens. Spot deer, ducks or “Blue”, our resident blue heron. Adventure is in the air at the Hollow. Or nap in the hammock.

"Amanita" Tiny Cabin on Beach Pond Shore w/Sauna
Reconnect with nature at this unforgettable escape with amazing lake views. Welcome to our newest addition! "Amanita" takes tiny and cute to a whole new level. At just 8' x 12' this tiny space has everything you need for a relaxing lakefront getaway. Wake up to stunning views of crystal clear Beach Pond just steps from the cabin. Take an early morning swim or paddle in one of our kayaks. Then sooth sore muscles in our wood-fired traditional Finnish Sauna. Then enjoy an evening lakeside campfire.

Sunny Daze
This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Historic Hearthstone Cottage
Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.

Your Nest Near The Beach
Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Adorable Beach House on LI Sound
Beach House with incredible views of the Thimble Islands - 4 min walk to Restaurants including Lenny’s, Zagat award winner for fresh local seafood - 1 min walk to Bud’s Fish Market - 3 min walk to Indian Neck Liquor - 3 min drive to brewery w/ food trucks & music - 4 min drive to Branford Green w/ specialty stores, coffee & ice cream
Flamig Farm Staycation
Very charming private farmhouse tastefully decorated situated in rural West Simsbury CT. Learn every day farm life from helping gather the 200 eggs daily and morning chores of caring for and feeding the petting zoo animals. Please note you are welcome to help the farmer as a family, but please do not leave children unsupervised.
Popular amenities for Connecticut family-friendly rentals
Family-friendly home rentals with a hot tub

Breathtaking home with unforgettable views & pool!

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Cozy cottage 5 minutes from UConn

Luxe Bolton Lake

Romantic Getaway at The Lake!

Oceanfront Beach House w/ Private Hot Tub

Cozy Cottage |Quintessential CT | Pet Friendly
Family- and pet-friendly home rentals

The Getaway-HOST & Co.

Pet Friendly Bungalow!!!

Hartwoods Yurt

Blackberry Cottage

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach

The ARLO - Walk to Brewery & Restaurants

EASY BEAT

@Get_Yurty w/ 2 sleeping pods, NO Cleaning/Pet fee
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Cozy private apt 8 mins from UCONN - solar powered

Luxury cottage by the sea with hot tub and pool

Romantic Spa Retreat minutes to Mohegan Sun Casino

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

King 1BR Apt with Cozy Den and Luxury Amenities

The Pond Mill Retreat w/ 2 Bdrms & Pool

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Destinations to explore
- Rentals with a kayak Connecticut
- Beach house rentals Connecticut
- Waterfront rentals Connecticut
- Chalet rentals Connecticut
- Rentals with an accessible height toilet Connecticut
- Condo rentals Connecticut
- Rentals with pools Connecticut
- Rentals with an accessible height bed Connecticut
- Bed and breakfasts Connecticut
- Boutique hotels Connecticut
- Apartment rentals Connecticut
- Serviced apartment rentals Connecticut
- Tiny house rentals Connecticut
- Rentals with a sauna Connecticut
- Cabin rentals Connecticut
- Loft rentals Connecticut
- Pet-friendly rentals Connecticut
- RV rentals Connecticut
- Private suite rentals Connecticut
- Vacation home rentals Connecticut
- Hotel rooms Connecticut
- Cottage rentals Connecticut
- Ski-in/ski-out rentals Connecticut
- Townhouse rentals Connecticut
- Farmstay rentals Connecticut
- Beachfront rentals Connecticut
- Rentals with breakfast Connecticut
- Lakehouse rentals Connecticut
- Mansion rentals Connecticut
- Villa rentals Connecticut
- Tent rentals Connecticut
- Guesthouse rentals Connecticut
- Barn rentals Connecticut
- Rentals with beach access Connecticut
- Rentals with lake access Connecticut
- House rentals Connecticut
- Rentals with a hot tub Connecticut
- Family-friendly rentals United States





