Holiday houses in Pomfret

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Top-rated holiday rentals in Pomfret

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

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Top Guest favourite

A spacious studio apartment features a queen bed with a light-colored coverlet. A cozy seating area includes a sofa and a colorful patterned chair next to a small table. Bright light from a floor lamp highlights the room, while a ceiling fan adds comfort.

Apartment in Woodstock

Quiet Corner Studio

Kick back and relax in our calm,stylish space.This studio apt features a separate entrance in back of garage.A staircase leads up to a deck with a table and chairs for outdoor dining and relaxing.Catch a glimpse of our Highland cows peacefully grazing the day away.This studio apt is cozy,thoughtfully decorated, and stocked with all your necessities.Queen bed,Full size refrigerator, stove/oven, kuerig,toaster,microwave.Linens,blankets,pillows,throw pillows,towels.Your home away from home awaits!

ValueFamilyAccess

4.97 out of 5 average rating, 39 reviews

Guest favourite

Guest suite in Woodstock

Woodstock Suite

Welcome to our cozy, private suite, thoughtfully designed for two guests! Nestled in the peaceful countryside of Woodstock, our newly built guest suite offers a quiet and comfortable getaway. We're also pet-friendly, so your furry companion is welcome! 🐾 Need a longer stay? We happily accommodate extended/multi-month reservations. Our suite is a great option for professionals, traveling workers, or those temporarily displaced by the foundation issues affecting homes throughout Eastern CT.

FamilyLocationIndoor spaces

4.88 out of 5 average rating, 26 reviews

Top Guest favourite

A brown wooden exterior with a blend of traditional and modern design elements is presented. The home features a two-car garage and a welcoming front porch adorned with potted plants. Large windows allow natural light to illuminate the interior.

Guest suite in Pomfret

Brookside Chalet

Not just a place to stay but a place where you will want to stay. - Dedicated parking space - Well-appointed full kitchen - Deck overlooking Mashamoquet Brook (our guests refer to it as the tree house:) The bed will be the highlight of your experience. This high quality queen is accessorized with a pillow top mattress, goose down and memory foam pillows and spa quality sheets and pillow cases. Location: - Five minute drive to Pomfret Prep. - Ten minute drive to main Street in Putnam.

ValueFamilyOutdoor spaces

4.98 out of 5 average rating, 118 reviews

Guest favourite

A feature wall is adorned with various steampunk elements, including gears, clocks, and unique decorative items. An intricately designed aircraft model is suspended from the ceiling, while a small table with a glass sits nearby, adding to the eclectic ambiance.

Farm stay in Thompson

SteamPunk Bunk House and Intergalactic Way Station

A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at every turn. Feed the goats, walk the trails, meet an alien. A complete apartment great for longer stays. Enjoy the imagined history of this 1825 farm house. Enjoy New England without spending days driving. Come visit a simpler time where nature is just outside your door and ET is sharing the kitchen. Cook s'mores fireside or say hi to "blue" our resident heron.

FamilyValueBreakfast

4.94 out of 5 average rating, 269 reviews

Guest favourite

A living room is displayed with hardwood flooring and a circular braided rug. Furnishings include a sofa and two high-backed chairs near a large window that offers views of greenery. A coffee table is positioned centrally, with a faux fireplace and a television visible in the background.

Home in Putnam

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

FamilyValueParks

4.78 out of 5 average rating, 285 reviews

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

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.

FamilyLocationCleanliness

4.98 out of 5 average rating, 237 reviews

Guest favourite

A scenic view of a tranquil lake surrounded by lush greenery is presented. The calm water reflects the surrounding trees and docks where boats are moored. Sunlight filters through the leaves, creating a serene atmosphere ideal for relaxation.

Home in Killingly

Lakeside Retreat

Enjoy this newly renovated lakefront, year round cottage, located on crystal clear Alexander’s lake. If you’re looking to unwind, this is the place to be! A tastefully decorated one bedroom home with all of the amenities you could need. Enjoy your morning coffee on the expansive deck looking out over the water. Spend your days sunning yourself on the dock, swimming, fishing, kayaking or canoeing. Spend your evenings enjoying the peaceful surroundings of the lake.

ValueFamilyAir conditioning

4.9 out of 5 average rating, 21 reviews

Guest favourite

The exterior of a charming green house is framed by vibrant flowering shrubs and manicured lawn. A prominent brick chimney rises from the roof, surrounded by lush greenery that enhances the home's inviting presence.

Home in Woodstock

Secluded 2 Acre Lake Front Home!

Escape to this breathtaking retreat on Lake Chamberlain, tucked away in Connecticut's serene "Quiet Corner". This spacious 2-acre home offers total privacy and stunning natural beauty. In the summer, dive into swimming, fishing, and kayaking 🛶🏊‍♀️. When winter arrives, experience ice skating ⛸️ right on the lake! Whether you're here for relaxation or adventure, this peaceful getaway will steal your heart. Once you arrive, you may never want to leave! 🏡💖

ValueLocationBackyard

4.85 out of 5 average rating, 139 reviews

Guest favourite

Apartment in Windham County

Woodpecker’s 15-Acre Woodland Retreat

Pet Friendly! With 15 acres of private wooded land, count on High Speed Wi-Fi throughout the Woodpecker's Nest if you work from home or just need to catch up on emails! Coffee bar is stocked, have a cup taking in an ideal view of the woods! Plenty of indoor & outdoor seating for meals as you watch the sunrise or sunset cast pink hues over the woods & sky! As the sky darkens & the stars light up, gaze up in wonder in a very quiet area of New England!

ValueLocationLong stay

4.96 out of 5 average rating, 45 reviews

Guest favourite

Home in Woodstock

Pool Side Cottage

Escape to this fully updated, professionally-designed poolside studio cottage featuring a full kitchen, bathroom, laundry, and cozy propane fireplace. Enjoy the attached pergola, outdoor kitchen, in-ground gunite pool, and exterior fireplace—perfect for romantic getaways or just a relaxing pool day. With beautiful indoor and outdoor spaces, this retreat is unforgettable. Ask about booking with the McClellan Mansion for even more space!

FamilyLocationWi-Fi

4.77 out of 5 average rating, 22 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.

Apartment 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.

ValueFamilyQuiet

4.98 out of 5 average rating, 285 reviews

Top Guest favourite

A wide view of Alexanders Lake displays calm, blue waters surrounded by lush green and autumn-colored trees. The shoreline shows a mix of residential homes and natural areas, creating a serene and peaceful atmosphere. A clear blue sky complements the scenic landscape.

Home in Killingly

"The Getaway" at Alexanders Lake

Relax with the whole family at this peaceful, lakefront home. Located on the beautiful, clean Alexanders Lake, this home offers outdoor enjoyment with all the comforts of home. Sleeps 5 guests with 2 bedrooms and sleeper sofa. Full kitchen with all you need for cooking and entertaining. Work space available. Enjoy the views from screened porch. Multi decks for outdoor eating and enjoyment. Dock to water. Private parking.

FamilyLocationQuiet

4.93 out of 5 average rating, 60 reviews