
Cottage holiday rentals in Tolland County
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Top-rated cottage rentals in Tolland County
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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.

New! “LaBoDee”
“LaBoDee”, a fun play on the word abode, house, is a tiny cottage located central to CT’s unique shoreline communities, just off I95. “LaBoDee” is one room with a fully equipped kitchenette, ready for those who would like to stay awhile. “LaBoDee” is on a property contiguous to a state forest (a trail is right outside the door) yet within walking distance is a delicious deli, market, gas station, pizza, a lake, and close by is the beach. A local restaurant has day passes for their beach- $20!!

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

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.

EASY BEAT
LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

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.

Peaceful Oceanfront Cottage
Welcome to our oceanfront guesthouse. Enjoy the waterfront view as our guests on this beautiful private family compound. A modernized quintessential 18th century get-away. The entire cottage is yours, with 2 bedrooms, 1.5 bathrooms, full kitchen, patio with picnic table, living room and sunroom all offering stunning views of the water and evening sunsets. Just a short walk to a sand bar (great for walking and kids) and near multiple beaches. A very quiet and safe neighborhood .

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

Clark Cottage in the historic village in Chaplin
Up to 14 day stays are OK. This rustic cottage, circa 1850, has antique charm, yet modern comforts. In addition to a living and dining room, there is a vintage kitchen, 2 bedrooms, 1 bathroom, laundry facilities. Very tall people will have to duck under door ways. Not suitable for children under 12. WiFi and a smart TV. Kitchen ceiling is 6'3.5". An exterior camera is installed to observe wild life passing through the yard. A switch in the laundry turns it off.

The Blue Heron at Amston Lake
3 BEDROOM Quiet Cottage: ~3 minute walk to the Main Beach at private Amston Lake. ~ Fully stocked open floor plan kitchen. Dining table seats 4 with additional seating on covered patio accessible by sliding door. ~Gas grill ~Large, private backyard with fire pit and hammock. ~Canoe and kayak available ~Adult bicycles (2) available upon request. ~Ping pong table, dart board in basement. ~ Close to Airline Trails, vineyards, breweries, casinos, and parks.

Hilda’s Riverside Retreat
Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!
Popular amenities for cottage rentals in Tolland County
Cottage rentals with a hot tub

Waterfront cottage overhanging the water!

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Lakefront Escape | Hot Tub + Spring Views

All season fun in the Berkshires

Lakefront Cottage Complete with Kayaks!

Peaceful Snowy Lake Views from Private Hot Tub

Lakeside cottage with beautiful views up the lake!

Private Beach Cottage
Pet-friendly cottage rentals

Lake Beseck cottage

Lakeside Cottage in the Forest

Berkshires Cottage by Lake. Year Round Adventures.

Historic Waterfront School House

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
Private cottage rentals

Charming Carriage House in Historic Farmington, CT

The lake house

Lake Getaway at Coventry Lake! close to Uconn

Little Gem Waterfront beach home/ cottage

Lake Escape: Lakefront Cottage in the Berkshires

Cheerful cottage by Little Alum Lake & Sturbridge

Sunset and Sunrise views at this lake cottage.

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




