
Family-friendly holiday rentals in Tolland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tolland County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Rural Homestead Stay in Your a Private Suite
Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

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.

Rustic Farmette Studio w/yearround Hot Tub
Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

GETaWAY BnB Suite UConn Storrs Coventry Sleeps 3
The Get Away Studio Suite on Rock Farm, quiet, safe, 600 sf open concept floor plan w/ 9ft ceilings. Peaceful, secluded, woods. A king bed guests love, add twin bed for adult, 2 children on sofa bed. kitchen, dining, living area & bath. Pillow choices. Sundries & amenities. WIFI 500 Mbps, TV ROKU, Play yard, DIY breakfast! Parking, shopping, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks. WE ARE 5 ⭐️ clean w exc hospitality. See The Hide Away 2 bdrm www.airbnb.com/h/atrockfarm

Cozy studio loft
Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Enjoy a Farm Stay without the Work
This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Cozy private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

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 10 min to Uconn - fire pit outdoor tv
Waterfront on Coventry Lake - Outdoor TV - Gas Fire Pit - Gas Fire Table - Grill - Stand Up Paddle Board - Canoe - Hydrobikes - Dock - Private Sandy Beach - Open Floor Plan - Complimentary Nespresso Pods, Teas & Coffee Bar - TV In All Bedrooms - Laundry

A Barn Experience $149/night NO cleaning fee
A unique, spacious and serene space w plenty of parking…views of backyard pond and field. Walking trails through over 10 acres of forest. So private yet less than 3 miles to Stafford Motor Speedway and downtown Stafford Springs.
Popular amenities for Tolland County family-friendly rentals
Family-friendly home rentals with a hot tub

Serenity Ashford Lake

Cozy Lakefront Cottage w/Swim Spa & Firepit

The Creation Station

Romantic Getaway at The Lake!

Peaceful Oasis steps from Mohegan Sun

Morgan Suite - spacious | hot tub | water views!

Cozy Getaway | Pet Friendly | Litchfield Cty

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
Family- and pet-friendly home rentals

Staying at Ten Hillcrest

Trainmaster's Inn - Caboose

Tiny House Farm Retreat: Mountain Views, Fire pit

Welcome to The Holly at Amston Lake

Your home away from home for Comfort & Convenience

Affordable In-Law Apartment in Brooklyn, CT

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
Family-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Luxury cottage by the sea with hot tub and pool

Lux 4BR Private Indoor Heated Pool - Mystic Home

The Vacay Villa

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

The Pond Mill Retreat w/ 2 Bdrms & Pool

Quiet 2 bed room apt w/ private entrance.

Get comfy in the country!
Destinations to explore
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- Rentals with a fireplace Tolland County
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- House rentals Tolland County
- Cottage rentals Tolland County
- Rentals with a firepit Tolland County
- Rentals with pools Tolland County
- Rentals with beach access Tolland County
- Pet-friendly rentals Tolland County
- Rentals with outdoor seating Tolland County
- Rentals with a patio Tolland County
- Fitness-friendly rentals Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Waterfront rentals Tolland County
- Rentals with a washing machine and dryer Tolland County
- Rentals with an EV charger Tolland County
- Rentals with lake access Tolland County
- Private suite rentals Tolland County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Blue Shutters Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Roger Williams Park Zoo
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Ninigret Beach
- Groton Long Point South Beach
- Clinton Beach
- Grove Beach
- Giants Neck Beach
- Bushnell Park
- Brimfield State Forest
- Mystic Seaport Museum
- Harveys Beach
- Hammonasset Beach State Park
- Benson Avenue Beach
- Burlingame State Park
- Eastern Point Beach
- Chapman Beach




