Holiday rentals in Hampton

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Top-rated holiday rentals in Hampton

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Top 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

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!

4.92 out of 5 average rating, 134 reviews
Guest favourite
Home in Hampton

4000 sqft of Paradise In A Forest!

Escape to a Stylish New England Colonial At the end of a scenic driveway on 7 acres of peaceful forest, this elegant 4000 sq ft colonial home offers timeless charm. 3 BR, 2.5 baths, gourmet kitchen + breakfast nook, formal dining, front living room, huge great room with wood stove, big-screen TV & piano. Sunroom & furnished deck. Pets OK!, 4' chain link fence surrounds house. All 4 seasons: nearby lakes, 45 min to RI beaches, fall foliage, NewEngland winter skiing. 1.5 hrs Boston, 2 hrs NYC.

5.0 out of 5 average rating, 5 reviews
Top guest favourite
The spacious main living area features wooden floors and high ceilings. Sunlight floods in through large windows, illuminating a comfortable sectional sofa and a dining table with white chairs. An open kitchen is visible in the background, enhancing the airy feel of the space.
Barn in Brooklyn

The Barn at Pondview

Reconnect with nature at this unforgettable escape. Enjoy pond views and incredible sunsets from the top patio deck. This property is on the 2nd & 3rd floors of the barn, so there are stairs. Also the "bedroom area" picture is a loft area with a trundle bed, (2 twin beds) - the room is open to the downstairs main living area. The game room has pool, shuffle and foosball tables, darts and a bar area. There is also a basketball court in the back yard. Inground pool in the summer.

5.0 out of 5 average rating, 56 reviews
Top guest favourite
Tiny home in Mansfield

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

5.0 out of 5 average rating, 40 reviews
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

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.

5.0 out of 5 average rating, 82 reviews
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

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.

4.89 out of 5 average rating, 157 reviews
Guest favourite
Home in Hampton

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.

4.94 out of 5 average rating, 35 reviews
Top guest favourite
A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.
Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

4.94 out of 5 average rating, 242 reviews
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

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.

5.0 out of 5 average rating, 63 reviews
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.
Flat in Ashford

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.

4.98 out of 5 average rating, 285 reviews
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.
Guest house in Hampton

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.

4.95 out of 5 average rating, 177 reviews
Top guest favourite
Guest suite in Mansfield

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

4.95 out of 5 average rating, 244 reviews

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