
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.

Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a beautiful waterfront, 3 bedrooms/3 full bathrooms and a year-round outdoor jacuzzi. Also included: gorgeous primary bedroom suite, artistic furnishings, cozy fireplace, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

HideAway UConn Coventry RockFarm BnB Breakfast A+
Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

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.

Breathtaking home with unforgettable views & pool!
This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. Far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

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 live edge 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.

On The Run Farm
Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

Waterfront 10 min to Uconn - fire pit outdoor tv
🌊 Lakefront Amenities at Panorama 🏖 Direct Waterfront on Coventry Lake 🚤 Private Dock Access 🏝 45’ Private Sandy Beach 🔥 Gas Fire Pit (yard) 🔥 Gas Fire Table (deck) 📺 Outdoor TV for lakefront movie nights 🍔 Grill for cookouts 🛶 Canoe 🏄♀️ Stand-Up Paddleboard 🚲🌊 Hydrobikes ☀️ Open Floor Plan with Lake Views 📺 TVs in Every Bedroom ☕ Coffee Bar with Complimentary Nespresso Pods, Teas & Coffee 🧺 Laundry On-Site

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)

The Carriage House
Private 1BR carriage house apartment in Tolland, CT, 5 min to I-84 and 15 min to UConn. Separate entrance with no shared spaces. Includes full kitchen, Wi-Fi, laundry, parking, and Level 2 EV charging. Sleeps up to 4 with optional queen mattress. Quiet wooded setting. Self check-in. No pets, smoking, or parties. Some light noise possible from upstairs unit.

Lakeside Serenity Tiny House
Embrace Lakeside Serenity Unwind in our cozy tiny home at The Island RV Park, right on Pattagansett Lake. A retreat for relaxation, with a queen bed, full amenities, and fast Wi-Fi. Perfect for romantic escapes or peaceful solo retreats. Help yourself to our shared kayaks and watercraft (available May - Oct) to get out on the water!
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.
Popular amenities for Tolland County family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury cottage by the sea with hot tub and pool

The Creation Station

Romantic Getaway at The Lake!

The Vacay Villa

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

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

HOT TUB! Dog & Family Friendly in the Berkshires!
Family- and pet-friendly home rentals

Beautiful lakefront home, 4bed 2.5ba

Welcome to The Holly at Amston Lake

River Barn, Sidewalk Stroll into Essex Village

Berkshires Cottage by Lake. Year Round Adventures.

Your home away from home for Comfort & Convenience

Charming apartment with breathtaking view!

Spacious 3 Bedroom Ranch With Office

Little House Inn - Brimmy - Private Home
Family-friendly home rentals with a pool

Poolside Jackpot: Studio Condo near Casino

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

Affordable In-Law Apartment in Brooklyn, CT

Norwich Spa Villa, 2 floors Mohegan Sun 5 min away

Get comfy in the country!

1880s skylit design apt w balcony, best location

Farm Stay with Horses & Pool | Mountaintop Views
Destinations to explore
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- Waterfront rentals Tolland County
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- Pet-friendly rentals Tolland County
- Cottage rentals Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
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- Rentals with breakfast Tolland County
- House rentals Tolland County
- Rentals with pools Tolland County
- Apartment rentals Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with lake access Tolland County
- Rentals with a fire pit Tolland County
- Rentals with an EV charger Tolland County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Six Flags New England
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Roger Williams Park Zoo
- Mystic Seaport Museum
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Blue Shutters Beach
- Ski Sundown
- University of Connecticut
- Mount Southington Ski Area
- Orient Beach State Park
- Dcu Center
- Ocean Beach
- Clark University
- Mystic Aquarium
- Brownstone Adventure Sports Park
- Smith College
- Stonington Vineyards





