Holiday rentals in Thompson

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Top-rated holiday rentals in Thompson

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Top guest favourite

Cottage in Thompson

Peaceful Lakehouse | Thompson CT | Gorgeous Views

Escape to our beautifully renovated 1928 cottage on Quaddick Lake—your perfect retreat for relaxation and adventure. Just 60 minutes from Boston, Providence, and Hartford, this lakeside haven makes vacationing effortless. Start your day sipping coffee as the sunrise glows over the water and spend evenings by the crackling fire pit under the star filled sky. Whether paddling the lake or unwinding in cozy comfort, you'll feel miles away from the busy world, free to relax and make lasting memories.

4.99 out of 5 average rating, 187 reviews

Top guest favourite

The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.

Farm stay in Thompson

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

5.0 out of 5 average rating, 266 reviews

Top guest favourite

A vibrant flower garden is displayed alongside a pathway, featuring a variety of blooming roses in shades of red, orange, pink, and purple. The white exterior of the house and red door frames the scene, enhancing the natural beauty of the surrounding flora.

Guest suite in Thompson

Trees, pond, and wildlife in its entire splendor

Charming, comfortable and convenient, located in a quiet corner of Connecticut. Front door private entrance. Second floor you have privacy and 3 bedrooms available,2 full baths, walkin closet, and hardwood floors. On the first floor, you have a 14F x 15F room that can be used as a living room or kitchenette or TV room. Your living room has a mini fridge, microwave, coffee maker, large TV, surround sound system. Other amenities include. 24 hour check in/free coffee, free snacks, high speed wi-fi.

4.96 out of 5 average rating, 81 reviews

Top guest favourite

A charming in-law suite stands in a serene setting, surrounded by open grassy fields. The house features a wraparound porch and carefully landscaped flower beds, framed by trees that provide a natural boundary. The driveway leads toward the entrance, welcoming visitors to a peaceful retreat.

Flat in Thompson

Acoustical Haven: Unwind & Unplug

Welcome to the Quiet Corner of Northeast CT! Acoustical Haven is a beautiful in-law suite with all the amenities needed to make your stay here comfy, relaxing and peaceful. Only an hour away from Providence, Boston or Hartford, explore all that the Last Green Valley has to offer: downtown Putnam's Antique district, Thompson Dam's lake and hiking trails, Thompson Speedway, wine and beer tastings, or simply relax on Acoustical Haven's 8 acres of tranquility. All are welcome at Acoustical Haven.

4.99 out of 5 average rating, 75 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.

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.

4.78 out of 5 average rating, 285 reviews

Top guest favourite

A single-story farmhouse features a covered front porch adorned with hanging plants. A well-maintained lawn surrounds the home, complemented by landscaped bushes. An American flag is displayed, and tall trees line the background, providing a natural setting.

Guest suite in Thompson

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! A king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

4.99 out of 5 average rating, 200 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.

4.98 out of 5 average rating, 238 reviews

Guest favourite

Home in Woodstock

The McClellan Mansion

Resting on a sprawling estate in picturesque Woodstock, CT, this fully restored historic home blends timeless architecture with modern luxury, it offers grand spaces, cozy corners, a chef’s kitchen, spa baths, and manicured grounds. Pair with our poolside cottage for extra space and pool access. This Woodstock estate is more than a stay—it’s a destination. Pool is only included by booking the additional listing “Poolside Cottage”.

4.97 out of 5 average rating, 33 reviews

Top guest favourite

The lakefront home features a modern exterior with a stone chimney and expansive deck. A shaded outdoor seating area is visible, surrounded by lush greenery. Adjacent, a garage completes the picturesque setting, set against a clear blue sky.

Home in Burrillville

Lakefront Beauty with Hot Tub

Relax and recharge at this beautiful lakefront home with 2 bedrooms, 2 baths, and room for 6. Enjoy the hot tub, a private gym, kayaks, paddle boards, and a large deck with grill and patio seating. Play yard games like giant Connect 4, or head to the garage for a ping pong match. End the day by the fire pit under the stars. Perfect for families, couples, or friends seeking fun and tranquility.

4.96 out of 5 average rating, 109 reviews

Guest favourite

A close-up of a wooden patio table is shown, featuring a central hole for an umbrella. In the background, the tranquil lake reflects the overcast sky, flanked by trees and developed areas along the shore.

Home in Webster

Webster Lake - One Home / Two Apartments

Imagine the possibilities! Perfect for large families, multiple groups, or those simply craving extra space and privacy, this unique home offers the best of both worlds: two separate, fully equipped apartments under one roof! Whether you're planning a multi-generational getaway, a reunion with friends, or need separate quarters for your group, this property provides unparalleled flexibility.

4.93 out of 5 average rating, 40 reviews

Superhost

The spacious barn loft features a wooden floor and a high ceiling, accented by wooden paneling on the walls. A cozy bed is paired with a lounge area containing a sofa. A staircase leads to an upper loft space, with modern lighting fixtures visible above.

Barn in Thompson

Charming Barn Loft with Modern Comforts

Welcome to this cozy barn loft in Thompson, CT! This charming space offers a warm blend of rustic and modern design, perfect for a peaceful getaway. Featuring a spacious loft, hardwood floors, a full kitchen with retro appliances, and a stylish living area with a large TV. Relax in comfort and enjoy a serene atmosphere. Perfect for couples, small families, or solo travelers!

4.9 out of 5 average rating, 29 reviews