
Holiday rentals in Hebron
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Top-rated holiday rentals in Hebron
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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.

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!

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.

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.

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.

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!

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 Remodeled Lake House on Lake Terramuggus
Welcome to our completely remodeled beautiful lake house retreat on Lake Terramuggus! This lake house has it all. The house overlooks the lake with stunning views. Access to private beach within walking distance and includes all of the amenities to make you feel at home! Located in the quaint town of Marlborough, CT. Close to RT 2 and RT 66 . Just 20 minutes from Hartford and 45 minutes from the shoreline in CT. Please make sure to read "Additional rules" Section before booking

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

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.

Historic Hearthstone Cottage
Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

Lakefront – King – W&D – Pets OK – Kayaks – SUPs
Indulge in lakeside luxury at The Lake View Cottage, offering exclusive beach access & amazing views to picturesque Coventry Lake. ● 360 Mbps Wi-Fi | 50” Smart HD TV | Washer & Dryer | Indoor Fireplace ● 2x Kayaks | 2x Stand Up Paddle Boards | Beach Toys ● Record Player w/ a 100+ Vinyl Collection | Board Games ● Sunroom | Patio w/ Gas Grill | Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)
Popular amenities for Hebron holiday rentals
Stay near Hebron's top sights
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Lovely, peaceful lakefront home.

Hillside Haven

Hike & Stay | 3 BR w/ Fenced Yard
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- Yale University
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