
Holiday rentals in Tolland County
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Top-rated holiday rentals in Tolland County
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Breathtaking home with unforgettable views & pool!
This spacious 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!
4.92 out of 5 average rating, 134 reviews
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!
4.99 out of 5 average rating, 186 reviews
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 for two couples, 500 Mbps WiFi, Roku TV, private deck, kitchen, laundry, & DIY breakfast. Just 15 minutes to UConn & 2 minutes to Bolton Lakes for fishing & 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 Suite, a private space, perfect for a couple.
5.0 out of 5 average rating, 167 reviews
Country Home, 3 BR, Near City & Colleges
Tall oak and pine on 3 acres assure your privacy in this comfortable country home. Rustic exterior with an elegant interior offers all the comforts of home. Perfect for you & your family to connect in a quiet setting, with nearby trails for bikes or hiking. 3 BR, 2.5 baths, Living room & Library, both with fieldstone fireplaces, formal DR and an eat-in Kitchen view all around. Screen porch & patio with grill. Let us know why you’ve chosen our home & who will be staying here with you.
4.96 out of 5 average rating, 83 reviews
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.
4.98 out of 5 average rating, 181 reviews
Hillside Haven
Enjoy a breathtaking view of the sunrise over the lake from the spacious deck or from the generously sized living room and bedroom windows. The lake is home to swans and bald eagles, as well as large and smallmouth bass. Relax in style in our spacious, beautifully furnished home featuring an arcade style game room, an exercise room including a home gym and two stationary bicycles positioned to overlook the lake, and a roomy kitchen stocked with all the cooking and baking equipment you need.
5.0 out of 5 average rating, 33 reviews
Handcrafted Timber Frame Cabin Retreat
Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.
5.0 out of 5 average rating, 40 reviews
Serene Lakefront Retreat
This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!
4.94 out of 5 average rating, 110 reviews
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.
4.98 out of 5 average rating, 285 reviews
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
5.0 out of 5 average rating, 174 reviews
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)
4.93 out of 5 average rating, 549 reviews
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.
4.94 out of 5 average rating, 290 reviewsPopular amenities for Tolland County holiday rentals
Other great holiday rentals in Tolland County

3 Bed 1.5 Bath 1 mile to UConn
5.0 out of 5 average rating, 50 reviews
Lakeside Willow
5.0 out of 5 average rating, 36 reviews
Quarry House: Mid-Century Modern
5.0 out of 5 average rating, 25 reviews
Our Little Lakehouse
4.93 out of 5 average rating, 28 reviews
Cottage on lake, 10 min to UConn
4.94 out of 5 average rating, 69 reviews
Lakeside Retreat
4.97 out of 5 average rating, 64 reviews
Family Friendly Lake House Lake Pocotopaug Sunsets
5.0 out of 5 average rating, 70 reviews
Cottage in Quiet Corner. Four miles from town.
4.99 out of 5 average rating, 88 reviewsDestinations to explore
- Rentals with pools Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Family-friendly rentals Tolland County
- Flat rentals Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Pet-friendly rentals Tolland County
- Rentals with lake access Tolland County
- Cottage rentals Tolland County
- Waterfront rentals Tolland County
- Rentals with beach access Tolland County
- Private suite rentals Tolland County
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Roger Williams Park Zoo
- University of Connecticut
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Ocean Beach
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Orient Beach State Park
- Clark University
- Wesleyan University
- University of Massachusetts Amherst
- Stonington Vineyards
- Blue Shutters Beach
- Mount Southington Ski Area





