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Thompson, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Thompson, CT

Discover Family-Friendly Vacation Rentals in Thompson, CT

Booking a family-oriented vacation rental in Thompson, CT keeps you close to top city attractions for a stress-free getaway.

A 126 Year Old Lake Property & You Wont Believe It! Great Fishing Spot! - Thompson, CT
9.6 19 reviews
Thompson, CT
08/27 – 08/30
$468/nighttotal: $1404 (3 )

A 126 Year Old Lake Property & You Wont Believe It! Great Fishing Spot!

2 2
apartment , Sutton
This Sutton, Massachusetts waterfront rental is located near Manchaug Pond and Breezy Picnic Grounds & Waterslides (within 2 miles) and Sutton Falls Reservoir and Memorial Beach (within 6 miles), offering easy access to outdoor recreation.
This two-bedroom, one-bathroom apartment sleeps six, features a fully equipped kitchen with a dishwasher, air conditioning, a terrace, a garden, free WiFi, and on-site parking; guests can enjoy grilling and scenic water views.
Summer Gem On The Lake: Swim & Kayak In Thompson! - Thompson, CT
10 7 reviews
Thompson, CT
08/27 – 08/30
$504/nighttotal: $1512 (3 )

Summer Gem On The Lake: Swim & Kayak In Thompson!

2 2
apartment , Thompson
This Thompson waterfront vacation rental offers direct access to kayaking, swimming, boating, and canoeing, situated 2 miles from Lake Chaubunagungamaug and 4 miles from Thompson Speedway Motorsports Park.
This 2-bedroom, 1-bathroom condo spans 830 square feet and accommodates up to 4 guests, featuring a fireplace, flat-screen TV, Xbox One, a well-equipped kitchen, and family-friendly amenities, with outdoor spaces including a deck, covered patio, fire pit, and hammock.
Stunning Lakefront Escape! Book Your Dream Getaway! - Thompson, CT
10 24 reviews
Thompson, CT
08/27 – 08/30
$683/nighttotal: $2049 (3 )

Stunning Lakefront Escape! Book Your Dream Getaway!

3 2
apartment , Woodstock
This Woodstock vacation rental sits directly on the shores of Lake Quasset, offering a peaceful escape from the hustle and bustle. The property is rated excellent by previous guests, and it's just a short drive from the town center, where you'll find attractions like the Bradley Playhouse and Chaplin Museum. The home features three bedrooms and three bathrooms, comfortably accommodating up to six guests. Enjoy amenities like direct lake access with a canoe and kayaks, a private deck, a fire pit, and an outdoor grill, perfect for enjoying the beautiful surroundings.
Cedar Ridge: Maison - Thompson, CT
9.9 264 reviews
Thompson, CT
08/27 – 08/30
$374/nighttotal: $1122 (3 )

Cedar Ridge: Maison

1 2
apartment , Woodstock
This renovated two-level house is located in the Connecticut countryside, a short drive from Woodstock's historic district and nearby attractions. The four-bedroom, three-bathroom home comfortably accommodates up to 10 guests and features a private pool, a dedicated exercise room, a children's obstacle course and zip line, and a hammock for relaxation.

Best Thompson, CT vacation rentals with parking

The Lakehouse Haven – Sunset Views & Relaxation - Thompson, CT
10 3 reviews
Thompson, CT
08/27 – 08/30
$536/nighttotal: $1608 (3 )

The Lakehouse Haven – Sunset Views & Relaxation

1 2
apartment , Woodstock
This Woodstock lakehouse offers a private and secluded retreat with breathtaking lake views, located 45 miles from Hartford, CT, and 60 miles from Boston, MA.
This family-friendly apartment features 3 bedrooms, 2 bathrooms, and accommodates up to 10 guests with amenities including air conditioning, a full kitchen, and direct lake access for kayaking and fishing.
The Tree House At Underhill Hollow - Thompson, CT
9.4 37 reviews
Thompson, CT
08/27 – 08/30
$168/nighttotal: $504 (3 )

The Tree House At Underhill Hollow

2 2
apartment , Thompson
This Thompson house rental offers a smoke-free, two-bedroom, two-bathroom home with a private garden and patio, perfect for small families or groups of up to four.
The fully equipped kitchenette includes a refrigerator and coffee/tea maker; free WiFi and air conditioning are also provided.
Charming Country Studio Apartment In Idyllic Woodstock - Woodstock Red Barn - Thompson, CT
10 17 reviews
Thompson, CT
08/27 – 08/30
$196/nighttotal: $588 (3 )

Charming Country Studio Apartment In Idyllic Woodstock - Woodstock Red Barn

1 2
studio , Woodstock
This Woodstock, NY studio rental is located in a quiet, secluded countryside setting near Bradley Playhouse and Indian Ranch, offering easy access to local golf courses and outdoor recreation.
The 1-bedroom apartment sleeps up to 3 guests and features a kitchenette with a refrigerator and microwave, air conditioning, free WiFi, free parking, and blackout curtains separating the sleeping and living areas.
Half A Mansion With Three Bedrooms And 3 1/2 Bathrooms!! - Thompson, CT
Thompson, CT
08/27 – 08/30
$230/nighttotal: $690 (3 )

Half A Mansion With Three Bedrooms And 3 1/2 Bathrooms!!

3 2
apartment , Pomfret
This Pomfret apartment offers direct access to the Airline Trail and is located within a short distance of Sharpe Hill Vineyard, Woodstock Golf Course, and Mashamoquet Brook State Park.
This 3-bedroom, 4-bathroom residence accommodates up to 3 guests with amenities including superfast Wi-Fi, Egyptian cotton sheets, a 65-inch television, and multiple coffee makers.

Frequently Asked Questions about vacation rentals in Thompson, CT

  • Which walking or cycling routes are the best in Thompson, CT?

    The Pachaug Trail is a great choice for a scenic walk or bike ride. It runs along the Pachaug River and offers beautiful views of the surrounding forest. If you're looking for something a bit more challenging, try the Nipmuck Trail, which winds its way through the Quinebaug Valley State Forest.
  • What are the best Airbnb and vacation rentals in Thompson, CT?

    Acoustical Haven: Unwind & Unplug, Adorable 2-bedroom Barn In Country Setting and Wizard's Roost At Underhill Hollow are the most popular Airbnb and vacation rentals in Thompson, CT among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Thompson, CT?

    Thompson is a great place for outdoor enthusiasts. There are plenty of opportunities for hiking, fishing, and kayaking at the Thompson Reservoir. In the winter, you can go snowmobiling or cross-country skiing at the Quinebaug Valley State Forest. If you're into golf, there are a couple of courses in the area, including the Thompson Country Club.
  • What are the most popular Airbnbs in Thompson, CT?

    Among the Airbnbs in Thompson, CT, Acoustical Haven: Unwind & Unplug, Adorable 2-bedroom Barn In Country Setting and The Villa On Thompson Hill are the most popular ones.

  • What other towns or cities can be easily accessed from Thompson, CT?

    You can easily get to Putnam, which is just a short drive away and has some great restaurants and shops. If you're looking for something a little bigger, Providence, Rhode Island is about an hour away and offers a lot of cultural attractions.
  • What are the best rentals for families and kids in Thompson, CT?

  • What amenities are commonly available in vacation rentals in Thompson, CT?

    Most vacation rentals in Thompson come with basic amenities like a kitchen, bathroom, and bedrooms. You'll often find extras like a fireplace, hot tub, or even a private deck or patio. Some rentals might even have access to a pool or other shared amenities.
  • What time of year is best to rent a vacation rental Thompson, CT?

    The best time to rent a vacation rental in Thompson depends on what you're looking for. If you want to enjoy the warm weather and outdoor activities, summer is a great time to visit. Fall is beautiful, with the changing leaves, and winter is perfect for snow sports. Spring is a good time to visit if you want to avoid the crowds.
  • What are the local dishes in Thompson, CT region?

    The region is known for its hearty New England cuisine. You'll find a lot of seafood dishes, like clam chowder and lobster rolls. There are also plenty of classic comfort foods, like meatloaf, mashed potatoes, and apple pie. If you're looking for something a little more unique, try a local specialty like a johnnycake or a fried dough.

Destinations nearby

Top Vacation Rentals with Balconies in Thompson, CT

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Thompson, CT.

A 126 Year Old Lake Property & You Wont Believe It! Great Fishing Spot! - Thompson, CT
9.6 19 reviews
Thompson, CT
08/27 – 08/30
$468/nighttotal: $1404 (3 )

A 126 Year Old Lake Property & You Wont Believe It! Great Fishing Spot!

2 2
apartment , Sutton
This Sutton, Massachusetts waterfront rental is located near Manchaug Pond and Breezy Picnic Grounds & Waterslides (within 2 miles) and Sutton Falls Reservoir and Memorial Beach (within 6 miles), offering easy access to outdoor recreation.
This two-bedroom, one-bathroom apartment sleeps six, features a fully equipped kitchen with a dishwasher, air conditioning, a terrace, a garden, free WiFi, and on-site parking; guests can enjoy grilling and scenic water views.
Webster Lake - One Home -Two Apartments - Thompson, CT
10 18 reviews
Thompson, CT
08/27 – 08/30
$972/nighttotal: $2916 (3 )

Webster Lake - One Home -Two Apartments

5 2
apartment , Webster
This two-unit apartment is located in Webster, close to Roseland Cottage and Arrowhead Acres, with easy access to Quaddick State Park and Buck Hill Management Area. This apartment has received excellent ratings from previous guests, making it a great choice for your stay. This apartment offers two fully functional units, perfect for families or groups of up to 10 guests. It features a lakefront location, spacious open-concept living areas, fully equipped kitchens, multiple bathrooms, and a garden with parking.

Neighborhoods and points of interest in Thompson, CT

Find the Best Dog-Friendly Vacation Rentals in Thompson, CT

Discover dog-friendly vacation rentals in Thompson, CT situated perfectly for city walks and nearby dog parks.

Spacious 2 Bedroom 1 Bath Apt - Thompson, CT
10 2 reviews
Thompson, CT
08/27 – 08/30
$364/nighttotal: $1092 (3 )

Spacious 2 Bedroom 1 Bath Apt

2 2
apartment , Southbridge Town
This two-bedroom Southbridge apartment is conveniently located near Southbridge Town Common (a 14-minute walk), the Central Mills Historic District (15 minutes away), and the Jacob Edwards Library.
This rental offers Wi-Fi, air conditioning, and sleeps up to six guests, with easy access to local attractions like Dudley Hill Golf Club and family-friendly spots such as Walcott Street Playground.
Steampunk Bunk House And Intergalactic Way Station - Thompson, CT
9.9 242 reviews
Thompson, CT
08/27 – 08/30
$181/nighttotal: $543 (3 )

Steampunk Bunk House And Intergalactic Way Station

1 2
gîte , Thompson
This charming gîte is located in Thompson, Connecticut, just a short drive from the quaint town of Woodstock. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The gîte offers a full apartment with a bedroom, living room, fully equipped kitchen, bathroom, laundry room, sun porch, and separate deck. Guests can enjoy a unique Steampunk design, farm stay experiences, scenic views, and unique amenities like a resident heron and a fire pit for s'mores.
Charming Country Village Home. - Thompson, CT
10 6 reviews
Thompson, CT
08/27 – 08/30
$312/nighttotal: $936 (3 )

Charming Country Village Home.

2 2
apartment , Woodstock
This Woodstock apartment rental is located a few blocks from East Woodstock village, conveniently near the cemetery, church, post office, library, and within one mile of local farm stands.
The two-bedroom, two-bathroom unit features a renovated Civil War-era layout with chestnut floors, wavy glass windows, and original painted stairs, offering high-end appliances, air conditioning, and parking for up to four guests.
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