
Holiday houses in Lebanon
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Top-rated holiday rentals in Lebanon
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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.
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Rural Homestead Stay in Your a Private Suite
Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.
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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.
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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.
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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!
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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.
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Cozy Time Cottage at Lake Williams, CT
Welcome to Cozy Time Cottage, Lake Williams, CT! A cozy space to get away, in this charming town of Lebanon, CT. Enjoy summer lake activities - swimming, kayaking, boating, fishing, hiking, biking, & running on nearby trails. At night, enjoy your time around the fire pit, hammock, futon, or rocking chairs on the screened-in porch. During the winter months, enjoy such activities as ice skating, snowshoeing, cross-country skiing, ice fishing, and more. 4-season rental w/ vineyard in town.
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Boondocks Oasis On The River
Relax with the whole family at this peaceful place to stay. There is a beautiful river on property where you can swim safely, fish and float down. Only 2-3 feet deep so fun for kids. Fire pit, lighted gazebo and lots of wildlife-nothing better than waking up to see deer in the orchard, hear the peeper frogs at night or watch birds making their nests. There is a shelter near the river with a campfire to enjoy. Located at the end of dead end road so safe for kids to play or ride bikes.
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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
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Windham Gardens
Our guesthouse is a newly-renovated bespoke cottage located on the grounds of the circa 1750 Windham Gardens estate in the heart of historic colonial Windham Center. The cottage sits in the midst of a private garden, with several intimate outdoor seating areas. The cottage has a bedroom, bathroom, and a orchid filled garden conservatory with a retro kitchenette. The garden cottage is just 15 minutes from UConn and close to numerous restaurants and antique shops.
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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.
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Lakefront - King - W&D - PetsOK - 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)
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Popular amenities for Lebanon holiday rentals
Other great holiday rentals in Lebanon

Lakeside Retreat
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Historic Farmhouse -96 acres, trails, pond, views
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4BR Willimantic House | Near ECSU, UConn & Casinos
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Handcrafted Timber Frame Cabin Retreat
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Hillside Haven
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Lakeside Willow
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Telegraph Cottage @ Andover Lake
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3 Bed 1.5 Bath 1 mile to UConn
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Destinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Six Flags New England
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- The Breakers
- University of Rhode Island
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Hammonasset Beach State Park
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Easton's Beach
- Dcu Center
- Ski Sundown





