Vacation rentals in Hampton

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Top-rated vacation rentals in Hampton

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

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Top guest favourite
The exterior of a bright red caboose is captured against a backdrop of tall trees. Sunlight filters through branches, highlighting the unique structure. A pathway of gravel leads to the entrance, which features steps and a small platform. The inviting colors complement the natural surroundings.
Guesthouse in Brooklyn
5 out of 5 average rating, 65 reviews

Historic Railroad Caboose - Unique CT Farm Escape

🚂 Authentic 1906 SOO-Line Caboose on our working CT horse farm! Queen Murphy bed + two bunks, WiFi, Roku, microwave, fridge, Keurig, deck, and cozy bathroom. Note: The historic 22" doorways limit accessibility. Explore nearby: Mashamoquet Brook trails, antique shops, wineries, and Putnam's arts district. Farm life starts early! Fall asleep to railroad dreams, wake to countryside serenity. Note: historic charm means cozy dimensions. Book today—before this experience leaves the station! 🌿

Top guest favourite
The exterior of a spacious barn structure is visible against a clear blue sky. The building features a gabled roof and light-colored wooden siding. Large double doors are positioned at the front, with a smaller door on the side. Leafless trees surround the barn.
Barn in Hampton
5 out of 5 average rating, 59 reviews

Little Rest Studio

Little Rest Studio overlooks 100 acres of conservation land, primarily oak and hickory forest. Recently renovated by the owners and full of personal, handmade touches, this apartment was originally conceived as a temporary ARTIST’S residence and occupies the top story of an English-style BARN otherwise used as a photographer's WORKSHOP. We offer a chance to slow down and meet the season, relax in the warmth of the wood stove or the bath, and be a human in a lovingly handmade retreat.

Guest favourite
The cottage features a charming blue exterior, framed by a manicured lawn with greenery. Windows are adorned with white shutters, and a welcoming front porch is accessible via a small set of steps. Tall trees provide a natural backdrop, enhancing the serene setting.
Cottage in Chaplin
4.89 out of 5 average rating, 153 reviews

Clark Cottage in the historic village in Chaplin

Up to 14 day stays are OK. This rustic cottage, circa 1850, has antique charm, yet modern comforts. In addition to a living and dining room, there is a vintage kitchen, 2 bedrooms, 1 bathroom, laundry facilities. Very tall people will have to duck under door ways. Not suitable for children under 12. WiFi and a smart TV. Kitchen ceiling is 6'3.5". An exterior camera is installed to observe wild life passing through the yard. A switch in the laundry turns it off.

Top guest favourite
The exterior of a red, two-story building is surrounded by a well-maintained lawn featuring trees and landscaped flower beds. A large window above the entrance and additional windows enhance the farmhouse aesthetic. Cloudy skies and natural light create a serene atmosphere.
Farm stay in Woodstock
4.99 out of 5 average rating, 225 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Guest favourite
Home in Hampton
4.92 out of 5 average rating, 25 reviews

Wings & Wildflowers at the Glen

Relax with family or friends. Whether attending a wedding at one of the area's fabulous venues, visiting family or just looking for some peace and quiet in rural Connecticut, this is the place for you. Tucked away off the road with The Little River across the street, we are serenity and privacy. The wildflower meadow and plantings attract butterflies, dragonflies and hummingbirds. Trail Wood (Teale Sanctuary), Goodwin Forest and the Airline Trail are nearby.

Top guest favourite
A charming two-story house is framed by lush green trees and manicured lawns. The front porch offers an inviting entrance, while large windows allow for natural light. The surroundings are peaceful, enhancing the serene country setting.
Apartment in Ashford
4.96 out of 5 average rating, 213 reviews

On The Run Farm

Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

Top guest favourite
A white, one-and-a-half-story home is featured, with a sloped roof and dark shutters. A wooden deck extends from the left side, while the front yard is open and grass-covered. Multiple windows provide natural light, contributing to the overall spacious appearance.
Home in Hampton
5 out of 5 average rating, 56 reviews

Connecticut Country Escape

Forget your worries in this spacious and serene space. Quiet country setting in Hampton, CT. set on almost 5 acres of land. Private walking trails and fishing pond (bring your own fishing gear). Feel one with nature but not far from the local attractions. Less than 3 miles to Wrights Mill and Stonehurst wedding venues. 25 minutes from UCONN and 30 minutes from the casinos. Close to the airline trail for off road biking, hiking and jogging.

Guest favourite
The living room showcases a comfortable seating area with a dark couch, complemented by a glass dining table nearby. A wooden mantel above a decorative fireplace adds warmth, while natural light filters through the large windows, illuminating the soft white walls.
Apartment in Ashford
4.98 out of 5 average rating, 282 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Guest favourite
An aerial view captures a charming ranch home surrounded by greenery. The building features a warm red exterior and a stone chimney. Flowering shrubs and trees enhance the inviting landscape, while a stone pathway leads to the front door, inviting guests to explore the property.
Home in Brooklyn
4.89 out of 5 average rating, 28 reviews

Brooklyn Bear’s Den

Charming 2-Bedroom Ranch Retreat on 3 Acres Escape to tranquility at this cozy 2-bedroom, 1.5-bath ranch on a private 3-acre lot. Enjoy a lush backyard oasis surrounded by rhododendrons and nature's sounds, perfect for unwinding. Conveniently located near local shopping, and dining with easy access to Rt 169, Rt 6, and Rt 395. Spacious living make this the ideal peaceful retreat. Book your stay for a memorable escape!

Guest favourite
A spacious barn is situated in a large field, surrounded by greenery. Its two-story structure features a combination of windows and a central door, offering access to the outdoors. Lush grass and various plant life contribute to the serene rural setting.
Guesthouse in Hampton
4.95 out of 5 average rating, 171 reviews

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

Top guest favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 236 reviews

Cozy private apt 8 mins from UCONN - solar powered

Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

Top guest favourite
The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.
Treehouse in Willington
4.92 out of 5 average rating, 529 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Popular amenities for Hampton vacation rentals