Holiday rentals in Lebanon

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Top-rated holiday rentals in Lebanon

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

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Guest favourite

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

4.91 out of 5 average rating, 120 reviews

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.

Top guest favourite

A vibrant sunrise casts shades of orange and pink across the sky, illuminating the expansive green fields. A white fence lines the foreground, while horses are visible grazing in the distance against a backdrop of tree-covered hills.

Guest suite in Lebanon

4.96 out of 5 average rating, 157 reviews

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.

Guest favourite

A scenic waterfront view captures a large dock with two green Adirondack chairs facing the shimmering lake. A grassy area borders the dock, with trees lining the background, and fishing equipment is visible nearby.

Home in Lebanon

4.94 out of 5 average rating, 17 reviews

LakeLife

Take a break and unwind at this peaceful lakefront home. Beautiful lake house with a private dock and direct waterfront access. Kayaks and a canoe are provided for guest use. The large dock is perfect for fishing and lounging in Adirondack chairs to watch the sunset. There will also be floats and life vests available. There is a large backyard with a fire pit by the water and a six-burner gas grill located on the rear deck for barbecuing. The kitchen is fully equipped with all the necessities.

Top guest favourite

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, 333 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 favourite

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

4.93 out of 5 average rating, 55 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 favourite

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

4.88 out of 5 average rating, 193 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 favourite

A charming cottage is nestled among tall green trees, featuring a blue exterior with multiple windows adorned with seasonal decorations. A gravel path leads to the entrance, and a spacious lawn with lush grass invites relaxation. Natural surroundings enhance the serene atmosphere.

Cottage in Lebanon

4.85 out of 5 average rating, 55 reviews

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.

Guest favourite

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, 170 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

Superhost

The exterior of a rustic cabin is presented, featuring a red wooden façade with a welcoming porch. A ramp leads to the front door adorned with a decorative window. Lush greenery surrounds the cabin, enhancing its natural setting.

Cabin in Lebanon

4.7 out of 5 average rating, 30 reviews

Casa Lago

Escape to a peaceful 2-bedroom seasonal cabin perfect for up to four guests. Located across from a crystal-clear lake with beach access just a three-minute walk away, this rustic retreat is ideal for relaxing, reading, writing, or reconnecting with nature. Enjoy kayaking, fishing, swimming, scenic walks, and nearby state park trails. The outdoor fire pit is a favorite feature 4 cozy evenings under the stars. Its in the middle of the woods lots of trees for shade in the yard.

Top guest favourite

A rustic shed is framed by colorful autumn foliage, with vibrant red and yellow leaves highlighting the scene. The wooden structure, featuring a weathered appearance and a metal roof, stands amidst an array of seasonal greenery, creating a serene outdoor setting.

Guest house in Windham

5 out of 5 average rating, 18 reviews

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.

Top guest favourite

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, 78 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!

Superhost

A gravel area is surrounded by trees, featuring a fire pit and multiple plastic chairs in various colors. A picnic table sits at the center, with a scenic view of a pond visible in the background. A swing set is positioned nearby under the trees.

Cabin in Windham

4.83 out of 5 average rating, 197 reviews

Secluded Cabin on Golden Pond

• Cozy Cabin on Golden Pond! • Fire Pit, (free wood)! • Fishing! • Kayak, Paddle Boat Canoe, Row boat! • Hiking! • Swimming! • Sand Beach! • Picnic Table, Chairs! • Grill! • WiFi! • Cooking Utensils, Service 4 six! • Air Conditioning! . Soap Stone Fire Place! . Comfy Couch, Smart T.V.! . Beds: 2 Full, 2 Twin, 1 Queen on Porch! • 14x14 Tent platform at waters edge! (Camping gear not provided) • Secluded! • Wildlife!