
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.

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.

UConn Studio Suite GetAway Clean 5 Star Woods 3pp
The GetAway 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

Luxe Bolton Lake
Bookings for spring and summer are heating up! Enjoy stylish comfort in our 3 bedroom/3 bathroom pristine lake home (Top 1% on Airbnb). The Luxe lake house features an expansive waterfront, jacuzzi, gorgeous primary bedroom suite w/ private shower and tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, fast WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make memories that will last a lifetime!

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.

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!

Laura's Loft and Gallery, private suite
Unique and spacious loft with private entrance, two bedrooms with space to sleep 5, full bath with tub shower, and plenty of room to relax. Kitchen with mini fridge, toaster oven, microwave, hot plate. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup, plus homemade scones in seasonal flavors for your enjoyment!

One bedroom newly renovated clean and quiet. Apt F
Your home away from home. Queen size bed. End unit facing the woods in a quiet 6 unit apartment building. Off street parking. Pay laundry. Food shopping only a 2 minute walk for that emergency ice cream fix or last minute beverage. 5 minute drive to romantic Willimantic and 15 to Norwich. Casinos are 25 minutes away. All appliances are brand new as of 1/20/21. Glass top stove, fridge, microwave and dishwasher. Tile wood and carpet are also new and has central heat and air conditioning.

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.

Paradise On The Hill Luxury Apartment.
Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

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

Breathtaking home with unforgettable views & pool!

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

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

The Creation Station

Romantic Getaway at The Lake!

Peaceful Oasis steps from Mohegan Sun

Morgan Suite - spacious | hot tub | water views!

Casino Stay & Play House w/Hot Tub, Game Room
Family- and pet-friendly home rentals

Modern & Cozy Beach House - Walk to Ocean Beach

Luxury Tiny Home Near Rocky Neck

Welcome to The Holly at Amston Lake

Your home away from home for Comfort & Convenience

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

SteamPunk Bunk House and Intergalactic Way Station

The Little Red Schoolhouse ~ Circa 1877

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi
Family-friendly home rentals with a pool

Villa Flora @ Norwich Inn & Spa

Luxury cottage by the sea with hot tub and pool

Cedar Ridge: House

FREE Private Indoor Heated Pool - Mystic Home

The Vacay Villa

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

King 1BR Apt with Cozy Den and Luxury Amenities

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Apartment rentals Tolland County
- Cottage rentals Tolland County
- Rentals with outdoor seating Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Rentals with a washing machine and dryer Tolland County
- Rentals with pools Tolland County
- Rentals with lake access Tolland County
- Pet-friendly rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with an EV charger Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with beach access Tolland County
- Rentals with a fire pit Tolland County
- Private suite rentals Tolland County
- Rentals with a fireplace Tolland County
- Waterfront rentals Tolland County
- Fitness-friendly rentals Tolland County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Roger Williams Park Zoo
- Mohawk Mountain Ski Area
- Mohegan Sun
- Hammonasset Beach State Park
- Mount Southington Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Mystic Seaport Museum
- Burlingame State Park
- Yale University Art Gallery
- Ski Sundown
- Orient Beach State Park
- University of Massachusetts Amherst
- Wesleyan University
- Bluff Point State Park
- Devil's Hopyard State Park
- Stonington Vineyards
- Napatree Point Conservation Area
- Smith College
- Connecticut Science Center




