
Cottage holiday rentals in Tolland County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Tolland County
Guests agree: these cottages are highly rated for location, cleanliness and more.

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

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.

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D
The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit (access via uneven steps) • Canoe & 2 kayaks • Smart TV & 4 Google smart speakers • 1 Gigabit Wi-Fi • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

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.

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.

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

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

Spring Lake Retreat | Hot Tub + Cozy

All season fun in the Berkshires

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Lakefront Cottage Complete with Kayaks!

Lakeside cottage with beautiful views up the lake!

Private Beach Cottage

A Magical Spot on Little Robin Lake
Pet-friendly cottage rentals

Historic Waterfront School House

Mystic, CT Pet-Friendly Cottage with Hiking Trails

The Cottage at Indian Cove

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

EASY BEAT
Private cottage rentals

Churchill Cottage

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

Newly Restored Cottage on River
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with outdoor seating Tolland County
- Rentals with pools Tolland County
- Fitness-friendly rentals Tolland County
- Waterfront rentals Tolland County
- Rentals with an EV charger Tolland County
- Rentals with beach access Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with a washing machine and dryer Tolland County
- Rentals with a firepit Tolland County
- Rentals with a patio Tolland County
- Pet-friendly rentals Tolland County
- Rentals with a fireplace Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Rentals with lake access Tolland County
- Smoking-friendly rentals Tolland County
- Family-friendly rentals Tolland County
- Private suite rentals Tolland County
- Flat rentals Tolland County
- Cottage rentals Connecticut
- Cottage rentals United States
- Yale University
- Six Flags New England
- Ocean Beach Park
- Mohegan Sun
- Roger Williams Park Zoo
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Blue Shutters Beach
- Yale University Art Gallery
- Orient Beach State Park
- Ski Sundown
- Mount Southington Ski Area
- Ocean Beach
- University of Connecticut
- Dcu Center
- Mystic Aquarium
- Stonington Vineyards
- Clark University
- Devil's Hopyard State Park
- Bluff Point State Park





