
Family-friendly holiday rentals in Tolland County
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Top-rated family-friendly rentals in Tolland County
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Luxe Bolton Lake
Visit 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!

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.

Amazing lake home w/ amenities.
Escape to Lake Chaffee! This bright, airy lakefront home is peaceful and relaxing, with a private master, loft with twin bed, futon, and rollaway cot; perfect for couples or families. Paddle the lake, unwind by the fire pit, or cozy up indoors with Wi-Fi. Enjoy serene views year-round and unplug in comfort. Very quiet neighborhood on dead end street that lets you walk to one of the two beaches on the lake. You won’t be disappointed!

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.

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 Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

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.

Beautiful Brook-side Log Cabin on 3 Private Acres
Fall asleep to the sound of the rushing brook in this beautifully restored log home. The cabin sits in the middle of three wooded acres overlooking Catlin Brook as it cascades through the gorge below. It seems like wilderness, yet all the amenities of Harwinton are just a few minutes away.
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.

Woolly Acres Farm
Woolly Acres Farm is a small organic farm in Glastonbury, CT. We raise a small flock of Navajo Churro sheep, which you are welcome to interact with. Please note that we no longer have alpacas on the farm.
Popular amenities for Tolland County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub with river & casino view

Breathtaking home with unforgettable views & pool!

Romantic Getaway at The Lake!

The Vacay Villa

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

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks

Onomea Farm

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

River Barn, Sidewalk Stroll into Essex Village

Welcome to The Holly at Amston Lake

Cozy Private Lake Q Retreat

Affordable In-Law Apartment in Brooklyn, CT

Ocean Shire Coastal Cottage + Beach Pass

Little House Inn - Brimmy - Private Home

Spacious 3 Bedroom Ranch With Office

Pet Friendly Bungalow!!!
Family-friendly home rentals with a pool

Luxury cottage by the sea with hot tub and pool

Cedar Ridge: House

Charming apartment with breathtaking view!

Peaceful Oasis steps from Mohegan Sun

NE Historical Mansion-pets and pet lovers welcome

Enjoy every season the Berkshires have to offer.

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

King 1BR W/ Parking, Pool & Gym
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
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- Montreal Holiday rentals
- Boston Holiday rentals
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- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
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- Fitness-friendly rentals Tolland County
- Rentals with beach access Tolland County
- Apartment rentals Tolland County
- Rentals with pools Tolland County
- Rentals with a fire pit Tolland County
- Rentals with an EV charger Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Waterfront rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Smoking-friendly rentals Tolland County
- Pet-friendly rentals Tolland County
- Private suite rentals Tolland County
- Rentals with a washing machine and dryer Tolland County
- Cottage rentals Tolland County
- Rentals with lake access Tolland County
- Rentals with a fireplace Tolland County
- Rentals with outdoor seating 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





