
Cottage holiday rentals in Tolland County
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Top-rated cottage rentals in Tolland County
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Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

Peaceful Lakehouse | Thompson CT | Gorgeous Views
Escape to our beautifully renovated 1928 cottage on Quaddick Lake—your perfect retreat for relaxation and adventure. Just 60 minutes from Boston, Providence, and Hartford, this lakeside haven makes vacationing effortless. Start your day sipping coffee as the sunrise glows over the water and spend evenings by the crackling fire pit under the star filled sky. Whether paddling the lake or unwinding in cozy comfort, you'll feel miles away from the busy world, free to relax and make lasting memories.

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

Vintage Bolton Lake
The Vintage lake cottage is nestled on the shores of picturesque Middle Bolton Lake and has two waterfront docks to enjoy. Relax, unplug, and savor the good life of times past. Vintage has been tastefully updated and outfitted with period furnishings to allow for vacationing in comfort and style. As our guest, you will enjoy full use of the cottage, powerful WiFi, propane grill, smokeless firepit, kayaks and much more. Come and enjoy the vintage lakefront lifestyle on beautiful Bolton Lake.

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Welcome to The Holly at Amston Lake
Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

Beautiful lakefront retreat just 15 mins to casino
Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.

In-law apartment in Farmington River Cottage
If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Waterfront cottage overhanging the water!
Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Beautiful View Cottage
Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

Go Jump in the Lake!
Our recently renovated lake house is situated on 1.5 acres just 250 steps to the Cove Road boat launch on beautiful Amston Lake. The lake is a pristine 188-acre retreat located in Lebanon and Hebron, CT. Swimming, kayaking, canoeing, paddle boarding, fishing, and sunbathing are all activities you can enjoy. There are no motor boats allowed so you can enjoy all of those activities in a peaceful environment. Two beaches are located 1/2 or 1 mile away with ample parking at both
Popular amenities for cottage rentals in Tolland County
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Lakefront Retreat | Hot Tub + Summer Fun

All season fun in the Berkshires

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Lakefront Cottage Complete with Kayaks!

mountain refuge

Lakeside cottage with beautiful views up the lake!
Pet-friendly cottage rentals

Lake Beseck cottage

Historic Waterfront School House

"Red House on the Knoll" at Indian Cove

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Storybook 2 Bedroom Cottage

Charm + location. Walk to beach, town, & harbor.

The Little Red Schoolhouse ~ Circa 1877

Peaceful Riverfront Cottage w/Dock, Walk to Beach
Private cottage rentals

Lake Cottage Getaway

The lake house

Cozy Lakefront Cottage Perfect for Families

Cute cottage near UConn, lake, and restaurants.

Blissfully Peaceful Cottage nestled on lake

Hamilton Cottage | Cozy Lakefront A-Frame

Sunset and Sunrise views at this lake cottage.

Country Cottage in Private Garden Setting
Destinations to explore
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- Rentals with a washing machine and dryer Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Fitness-friendly rentals Tolland County
- Pet-friendly rentals Tolland County
- Rentals with a fireplace Tolland County
- Waterfront rentals Tolland County
- Rentals with an EV charger Tolland County
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- Rentals with beach access Tolland County
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- Rentals with a patio Tolland County
- Rentals with outdoor seating Tolland County
- Rentals with lake access Tolland County
- Smoking-friendly rentals Tolland County
- Flat rentals Tolland County
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- Rentals with a firepit Tolland County
- Family-friendly rentals Tolland County
- Cottage rentals Connecticut
- Cottage 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
- Dcu Center
- Mount Southington Ski Area
- Orient Beach State Park
- Ocean Beach
- Clark University
- Mystic Aquarium
- Stonington Vineyards
- Bluff Point State Park
- Smith College





