
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.

Private Suite A+ UConn Storrs GETaWAY RockFarm BnB
The Get Away Studio Suite on Rock Farm” is quiet, safe, 600 sf open concept floor plan with 9ft ceilings. Park few feet from door. Peaceful, secluded, 600ft in woods. A king bed people rave about, adult twin bed, children on sofa-bed…kitchen, dining, living area & full bath. All Sundries & amenities. Play yard, DIY breakfast! Near malls, 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 private one bedroom guest apt suite
Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

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
Popular amenities for Tolland County family-friendly rentals
Family-friendly home rentals with a hot tub

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!

Foliage Lake Views from Hot Tub, Fire Pit & Kayaks

Casino Stay & Play House

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Staying at Ten Hillcrest

Farm Fresh Feeding Hills

Welcome to The Holly at Amston Lake

Your home away from home for Comfort & Convenience

The Little Red Schoolhouse ~ Circa 1877

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

mid century ranch style house on farmland
Family-friendly home rentals with a pool

Private Villa, Pool, New King Bed, close to casino

Luxury cottage by the sea with hot tub and pool

Cedar Ridge: House

Lux 4BR Private Indoor Heated Pool - Mystic Home

The Vacay Villa

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

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

The Pond Mill Retreat w/ 2 Bdrms & Pool
Destinations to explore
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- Rentals with outdoor seating Tolland County
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- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with a washing machine and dryer Tolland County
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- House rentals Tolland County
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- Rentals with a fireplace Tolland County
- Rentals with a fire pit Tolland County
- Cottage 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
- Roger Williams Park Zoo
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Ninigret Beach
- Groton Long Point South Beach
- Mystic Seaport Museum
- Clinton Beach
- Giants Neck Beach
- Grove Beach
- Harveys Beach
- Bushnell Park
- Brimfield State Forest
- Benson Avenue Beach
- Burlingame State Park
- Hammonasset Beach State Park
- Chapman Beach
- Eastern Point Beach