
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
Feeling the fuel crunch? Travel locally and enjoy the beautiful Bolton Lakes. The Luxe features expansive 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, fast WiFi, large deck for relaxing, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for guests of all ages, so come stay with us 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.

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.

Wizard's Roost at Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

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

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 1 minute walk to Bob's Windham IGA "home of the giant grinder" 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.

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

Waterfront cottage overhanging the water!

Luxury cottage by the sea with hot tub and pool

The Creation Station

Romantic Getaway at The Lake!

Oceanfront Beach House w/ Private Hot Tub

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

Lake Views from Hot Tub Fire Pit & 4 Kayaks

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

Welcome to The Holly at Amston Lake

Cozy Private Lake Q Retreat

Little House Inn - Brimmy - Private Home

Spacious 3 Bedroom Ranch With Office

In-law apartment in Farmington River Cottage

Rustic Pond Cabin: Nature, Stars & Serenity

Secluded cabin w/ Finnish Sauna & Forest Baths

Clean private home near Lake Pocotopaug!
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Affordable In-Law Apartment in Brooklyn, CT

Cedar Ridge: House

Charming apartment with breathtaking view!

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Enjoy every season the Berkshires have to offer.

Get comfy in the country!
Destinations to explore
- Plainview Holiday rentals
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- The Hamptons Holiday rentals
- Cottage rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with lake access Tolland County
- Rentals with a firepit Tolland County
- Waterfront rentals Tolland County
- Rentals with pools Tolland County
- Flat rentals Tolland County
- Rentals with outdoor seating Tolland County
- Fitness-friendly rentals Tolland County
- Private suite rentals Tolland County
- Rentals with a fireplace Tolland County
- Rentals with an EV charger Tolland County
- Pet-friendly rentals Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with beach access Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Rentals with a washing machine and dryer Tolland County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Six Flags New England
- Ocean Beach Park
- Mohegan Sun
- Roger Williams Park Zoo
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Mohawk Mountain Ski Area
- Yale University Art Gallery
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Mount Southington Ski Area
- Ocean Beach
- Orient Beach State Park
- Ski Sundown
- Burlingame State Park
- University of Connecticut
- Mystic Aquarium
- Dcu Center
- Napatree Point Conservation Area
- Bluff Point State Park
- Wesleyan University
- Devil's Hopyard State Park





