Vacation rentals in Hebron

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Top-rated vacation rentals in Hebron

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon
4.99 out of 5 average rating, 177 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!

Top guest favorite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 329 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Guest favorite
A view of a lake house from above is captured, showcasing a neatly landscaped yard surrounded by greenery. The stone patio is visible with outdoor furniture arranged for relaxation. In the background, the calm lake reflects the overcast sky, creating a serene atmosphere.
Home in Columbia
4.95 out of 5 average rating, 20 reviews

Our Little Lakehouse

Please come and relax at our little lake house. Nestled at the end of a dead end on one of CT’s cleanest lakes, Columbia Lake. Purchased in the summer of 2024; the entirety of the home has been professionally renovated. A quick 15 minute drive to both UCONN and Eastern, the property is both secluded, but not too far from the beaten path. Close to local bakeries, antiquing, biking and walking trails; you’ll find everything you need for a relaxing time away. You’ll love Our Little Lakehouse.

Top guest favorite
Home in Andover
5 out of 5 average rating, 25 reviews

Lakeside Willow

Unwind at this peaceful 2-bedroom, 2-bathroom lakeside cottage in Andover, CT—just 15 minutes from UConn and minutes from local bakeries, farm stores, and hiking/biking trails. Enjoy direct access to a quiet, no-motor-boat lake ideal for swimming, kayaking, or paddleboarding. Spend evenings playing board games or relaxing by the firepit under the stars. Sleeps up to 6 with a bright, sunlit living space, full kitchen, streaming TVs, and a serene setting designed for relaxed lakeside living.

Guest favorite
A charming lake house features a blue exterior with white trim and multiple outdoor areas. A spacious deck with yellow seating overlooks the surrounding trees. The natural stone path leads to a gravel parking area suitable for multiple vehicles.
Home in Hebron
4.92 out of 5 average rating, 52 reviews

The Highland House at Amston Lake

Welcome to our charming lake-house in the heart of Amston, CT! This cozy retreat is perfect for a peaceful getaway, with friends or family. The house offers a beautiful screened-in porch with a porch swing as well as an awesome fire pit to enjoy. Firewood included. Exclusive lake access with parking passes also included. Spend your days swimming, playing volley ball, or just relaxing at the lake. Whether you’re looking for adventure or relaxation, this hidden gem is the perfect retreat!

Guest favorite
A charming two-bedroom cottage is set amidst greenery, featuring a welcoming front porch with a railing. A stone pathway leads to the entrance, and landscaping is visible around the base of the home. Large windows allow natural light to enhance the inviting exterior.
Cottage in Hebron
4.87 out of 5 average rating, 191 reviews

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.

Guest favorite
The exterior of the cottage is shown, featuring a sloped roof and grey shingles. A front porch is visible, with a flag displayed on one side. Lush green grass and landscaping surround the home, while trees provide a natural backdrop.
Cottage in Lebanon
4.88 out of 5 average rating, 168 reviews

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

Guest favorite
Cabin in Andover
4.9 out of 5 average rating, 21 reviews

Telegraph Cottage @ Andover Lake

Enjoy a peaceful retreat at Telegraph Cottage. Named after the Telegraph Cottage enjoyed by President Eisenhower during WWII in England. The cottage was located near a telegraph line, but had limited connections to the outside world - only one telephone. Guests are encouraged to put aside their mobile devices and enjoy quality time with those around them. This may not always be possible, so the cottage has internet and a workspace for those who need to connect.

Guest favorite
A well-maintained deck features two white chairs and a small round table. A colorful striped rug enhances the outdoor space, while trees provide shade in the surrounding area. Natural light filters through the windows of the adjacent cottage.
Cottage in Lebanon
4.99 out of 5 average rating, 76 reviews

Peek-A-Boo View, Amston Lake

Peek-A-Boo View, Amston Lake is located across the street from beautiful Amston Lake in Lebanon, CT. You will be staying just 50 yards away from the lake with direct access just across the street from one of the many public right-of-ways. The lake is a pristine 188-acre retreat located in Hebron and Lebanon, CT. The cottage is a sophisticated, mid-century modern gem with an expansive deck from which you can enjoy that peek of a water view!

Guest favorite
A cozy cabin is surrounded by lush greenery, featuring a circular stone fire pit with two Adirondack chairs set on a gravel area. Trees provide a serene backdrop, and the sky is filled with scattered clouds, enhancing the natural setting.
Cabin in Coventry
4.85 out of 5 average rating, 207 reviews

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

The Lake House boasts an outdoor patio with a dog-run, complimentary kayaks for exploration, and a cozy fire pit under the starlight sky! ● 333 Mbps Wi-Fi | 43” Smart UHD TV | Washer & Dryer ● Nintendo (NES) w/ 30 Games | Board Games | Puzzles ● 4x Kayaks | Watercraft Trolleys | Horseshoe Pit ● Patio w/ Fire Pit & Gas Grill| Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Top guest favorite
The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.
Guesthouse in Glastonbury
4.93 out of 5 average rating, 229 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Guest favorite
Tiny home in East Lyme
4.99 out of 5 average rating, 150 reviews

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!

Popular amenities for Hebron vacation rentals

  1. Airbnb
  2. United States
  3. Connecticut
  4. Tolland County
  5. Hebron