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

Guest suite in Lebanon

4.96 out of 5 average rating, 136 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.

Top guest favorite

A serene lakeside scene featuring two blue Adirondack chairs positioned on a wooden deck. The calm water reflects the clear sky, with trees lining the shore and a stone jetty extending into the lake, creating a peaceful space for relaxation.

Home in Vernon

4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

Past guests rave about the Luxe! Enjoy beautiful Middle Bolton Lake, and relax in the stylish comfort of our 3 bedroom/3 bathroom architecturally-designed home. The Luxe features an expansive direct waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower/tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make lasting memories.

Top guest favorite

A spacious outdoor seating area is sheltered under a wooden pergola, featuring comfortable seating in a mix of red and dark wicker. Surrounding greenery adds to the natural setting, with landscaped stone borders and potted plants enhancing the inviting atmosphere.

Apartment in Coventry

5 out of 5 average rating, 106 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

Enjoy a peaceful stay at The “Hide Away” on Rock Farm. The 1000+ sf of space is surrounded by woods 600ft off the road. Well lit, all amenities of home. Enjoy the private deck on sunny mornings. 5 min walk to Bolton Lakes. Fishing, Kayaking & trails. Central to many locations & venues. See our VIP GUEST BOOK for The Get Away on Rock Farm & The Hide Away at Rock Farm. A no-shoe, clean place, comfortable homey feel. 5⭐️ Needing less space? Visit the Get Away https://www.airbnb.com/h/onrockfarm

Top guest favorite

A private deck area is shown, featuring a sturdy railing and a smooth wooden floor. A comfortable chair is set beside a planter with vibrant flowers. Lush greenery is visible in the background, enhancing the serene atmosphere.

Guest suite in Vernon

4.98 out of 5 average rating, 188 reviews

Laura's Loft and Gallery, private suite

Unique and roomy space with private entrance, two bedrooms, full bath with tub shower, and plenty of room to relax. Kitchen space has mini fridge, microwave, toaster oven, hot plate, and crock pot. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup for your breakfast included, and homemade scones in seasonal flavors.

Guest favorite

A compact bathroom corner is showcased, featuring a white toilet alongside a small waste bin. A wall-mounted toilet paper holder is positioned nearby, while a decorative framed artwork adds a subtle touch to the light-colored walls.

Loft in Tolland

4.97 out of 5 average rating, 246 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

A comfortable living area features a cozy seating arrangement with a blue sofa and an inviting armchair, set against a rustic stone fireplace. A warm light emanates from above, illuminating the wood-paneled ceiling and vibrant area rug. Large windows allow natural light to fill the space.

Cottage in Hebron

4.88 out of 5 average rating, 143 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.

Top guest favorite

A bright living area is shown with large windows allowing natural light to fill the space. A wooden coffee table sits in front of a light-colored couch. Built-in shelves are positioned against the wall, providing a simple storage solution. A staircase is visible in the background.

Home in Hebron

4.99 out of 5 average rating, 103 reviews

Welcome to The Avery!

Welcome to The Avery at Amston Lake! Great three-bedroom lake cottage situated in a peaceful lake community. Great place to slow down and relax. Lay out in the sun on the beach, enjoy a fire in the backyard, and even spend some time playing games in the cozy sun room! We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit area, two kayaks located at the kayak launch, and two main beaches.

Top guest favorite

A young piglet is seen resting on a bed of straw. Its shiny black and white fur contrasts with the golden straw, while its small ears perk up. The background features blurred earthy tones, suggesting a rustic farm environment.

Guesthouse in Portland

5 out of 5 average rating, 203 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favorite

A spiral staircase made of wood and metal ascends to an upper level, surrounded by light-colored wood paneling. A small side table is positioned nearby, featuring a lamp. A glass door and side entrance can be seen to the right, allowing natural light to enter.

Cottage in Lebanon

4.87 out of 5 average rating, 150 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

A serene view of a tranquil lake framed by lily pads and greenery, with a charming cabin visible in the distance. The still waters reflect the surrounding trees and the structure, creating a peaceful atmosphere in a natural setting.

Cabin in Windham

4.84 out of 5 average rating, 161 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!

Top guest favorite

An outdoor stone patio area is surrounded by lush greenery. Natural stone steps lead to a small seating area featuring a blue table and two matching chairs. The tranquil setting invites relaxation amidst the serene landscape.

Guesthouse in Glastonbury

4.92 out of 5 average rating, 205 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

The tranquil lake reflects a vibrant sunset of pink, orange, and purple hues. Silhouettes of trees frame the scene, while wooden docks extend into the water, enhancing the calming atmosphere of the serene landscape.

Cottage in Hebron

4.92 out of 5 average rating, 111 reviews

The Blue Heron at Amston Lake

3 BEDROOM, quiet cottage near Amston Lake. 3 minute walk to private main beach. 1.5 bath with oversized shower stall. Sliding door leads to large, covered patio. Full, semi private large backyard. Hammock, bicycles, canoe, kayak, fire pit and grill provided. Ping pong table/dart board in basement. Close to Airline Trails, vineyards, breweries, casinos., state parks.