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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.

Charming 2-bedroom Barn Retreat On 20+ Acres - Thompson, CT
9.7 50 reviews
Thompson, CT
10/06 – 10/08
$232/nighttotal: $464 (2 )

Charming 2-bedroom Barn Retreat On 20+ Acres

1 2
house , Thompson
This renovated barn sits on a spacious 20+ acre property just outside Thompson, offering a peaceful escape surrounded by nature with easy access to hiking trails. The property has received excellent ratings for user experience, location, and cleanliness.
This charming cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like air conditioning, internet access, and a kitchen equipped with a fridge and microwave oven.
3-bedroom House On Webster Lake With Amazing Views, Beach And Boat Launch Access - Thompson, CT
10 5 reviews
Thompson, CT
10/06 – 10/08
$394/nighttotal: $788 (2 )

3-bedroom House On Webster Lake With Amazing Views, Beach And Boat Launch Access

3 2
apartment , Webster
This Webster, MA vacation home is located directly on Webster Lake, offering beach access and proximity to a public boat launch, with Indian Ranch and Bradley Playhouse as nearby cultural points.
This 1190 sq ft house features 3 bedrooms, 2 bathrooms, and sleeps 8 guests, with amenities including a full kitchen, air conditioning, a wrap-around deck, and direct access to lake activities.
Wizard's Roost At Underhill Hollow - Thompson, CT
9.9 313 reviews
Thompson, CT
10/06 – 10/08
$137/nighttotal: $274 (2 )

Wizard's Roost At Underhill Hollow

2 2
gîte , Thompson
The Wizard's Roost is located in Thompson, close to various attractions and landmarks, situated on the mythical site of Yarvard Hale School of Magic. This family-friendly rental receives excellent ratings for location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a private entrance, a full bathroom, air conditioning, and a kitchen with a refrigerator. Guests can enjoy a magical theme with activities like playing wizard's chess, levitating a planet, and finding fairy houses, as well as a spacious farm setting with opportunities to engage in fantastical activities.
Private Apartment In A Country Home - Thompson, CT
10 95 reviews
Thompson, CT
06/27 – 07/04
$175/nighttotal: $1225 (7 )

Private Apartment In A Country Home

1 2
apartment , Woodstock
This Woodstock, CT apartment rental is situated on Pulpit Rock Road, one mile from the town center and near Putnam, offering scenic views and proximity to Woodstock Academy, Pomfret School, and Rectory School.
The one-bedroom, one-bathroom unit sleeps two, features a fully equipped kitchen with dishwasher, air conditioning, private entrance, handicapped accessibility, a three-season room, and includes parking.

Best Thompson, CT vacation rentals with parking

Half A Mansion With Three Bedrooms And 3 1/2 Bathrooms!! - Thompson, CT
Thompson, CT
06/27 – 07/04
$208/nighttotal: $1456 (7 )

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.
Lakefront Cottage Complete With Kayaks! - Thompson, CT
9.8 96 reviews
Thompson, CT
10/06 – 10/08
$801/nighttotal: $1602 (2 )

Lakefront Cottage Complete With Kayaks!

1 2
apartment , Woodstock
This charming cottage is located in the "Quiet Corner" of Connecticut, a peaceful region known for its scenic beauty and proximity to Woodstock. It has earned excellent ratings for location, cleanliness, and overall guest experience.
The cottage has 5 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Enjoy breathtaking lake views, a cozy fireplace, a hot tub, and a fully equipped kitchen, perfect for relaxing evenings and fun-filled days.
Rustic Farmette Studio With Hot Tub & Pool - Thompson, CT
10 6 reviews
Thompson, CT
10/06 – 10/08
$255/nighttotal: $510 (2 )

Rustic Farmette Studio With Hot Tub & Pool

1 2
studio , Thompson
This Thompson, Connecticut apartment rental is conveniently located within 6 miles of Walker Dam, Jarvis Pond, TriState Speedway, Thompson International Speedway, and Stevens Park, offering easy access to area attractions while enjoying a peaceful rural setting.
This pet-friendly, one-bedroom unit sleeps two guests and features a kitchenette with a refrigerator and microwave, a private balcony, a swimming pool, a jacuzzi, free WiFi, and a smart TV.
Family-friendly 2- Bedroom Webster Home W/cozy Balcony - Thompson, CT
9.6 5 reviews
Thompson, CT
10/06 – 10/08
$378/nighttotal: $756 (2 )

Family-friendly 2- Bedroom Webster Home W/cozy Balcony

2 2
apartment , Webster
This Webster, Massachusetts apartment rental is conveniently located a 13-minute walk from Lake Webster and a 14-minute walk from Berthol Field, offering easy access to local attractions like Mohegan Bowl and Thompson International Speedway.
This 1000-square-foot, pet-friendly dwelling boasts two bedrooms, one bathroom, and sleeps eight, featuring a fully equipped kitchen, in-unit laundry, and access to on-site parking, a spa, and a garden.

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.

Family-friendly 2- Bedroom Webster Home W/cozy Balcony - Thompson, CT
9.6 5 reviews
Thompson, CT
10/06 – 10/08
$378/nighttotal: $756 (2 )

Family-friendly 2- Bedroom Webster Home W/cozy Balcony

2 2
apartment , Webster
This Webster, Massachusetts apartment rental is conveniently located a 13-minute walk from Lake Webster and a 14-minute walk from Berthol Field, offering easy access to local attractions like Mohegan Bowl and Thompson International Speedway.
This 1000-square-foot, pet-friendly dwelling boasts two bedrooms, one bathroom, and sleeps eight, featuring a fully equipped kitchen, in-unit laundry, and access to on-site parking, a spa, and a garden.
Rustic Farmette Studio With Hot Tub & Pool - Thompson, CT
10 6 reviews
Thompson, CT
10/06 – 10/08
$255/nighttotal: $510 (2 )

Rustic Farmette Studio With Hot Tub & Pool

1 2
studio , Thompson
This Thompson, Connecticut apartment rental is conveniently located within 6 miles of Walker Dam, Jarvis Pond, TriState Speedway, Thompson International Speedway, and Stevens Park, offering easy access to area attractions while enjoying a peaceful rural setting.
This pet-friendly, one-bedroom unit sleeps two guests and features a kitchenette with a refrigerator and microwave, a private balcony, a swimming pool, a jacuzzi, free WiFi, and a smart TV.
A 126 Year Old Lake Property & You Wont Believe It! Great Fishing Spot! - Thompson, CT
9.6 19 reviews
Thompson, CT
06/27 – 07/04
$486/nighttotal: $3402 (7 )

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.
Family-friendly 5-bedroom Webster Home W/ Cozy Balcony - Perfect For Families! - Thompson, CT
10 3 reviews
Thompson, CT
10/06 – 10/08
$629/nighttotal: $1258 (2 )

Family-friendly 5-bedroom Webster Home W/ Cozy Balcony - Perfect For Families!

5 2
apartment , Webster
This five-bedroom Webster, Massachusetts rental is minutes from Webster Lake, Indian Ranch, and Douglas State Forest, offering easy access to outdoor recreation and local attractions like Old Sturbridge Village.
This two-story apartment sleeps 13 guests comfortably, features a fully equipped kitchen with a dishwasher, in-unit laundry, central AC/heating, high-speed Wi-Fi, and a private balcony and backyard.

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.

The Big Lake Life - Thompson, CT
Thompson, CT
10/06 – 10/08
$970/nighttotal: $1940 (2 )

The Big Lake Life

1 2
apartment , Webster
This Webster lake house offers direct waterfront access with a private dock, ideal for boaters and providing stunning lake views.
This spacious rental comfortably sleeps 18 guests, featuring multiple living areas, a full kitchen, air conditioning, high-speed Wi-Fi, and a separate guest suite.
Steampunk Bunk House And Intergalactic Way Station - Thompson, CT
9.9 244 reviews
Thompson, CT
10/06 – 10/08
$159/nighttotal: $318 (2 )

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.
Spacious 2 Bedroom 1 Bath Apt - Thompson, CT
10 2 reviews
Thompson, CT
06/27 – 07/04
$205/nighttotal: $1435 (7 )

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.
Spacious 2 Bedroom 1 Bath Apt - Thompson, CT
9.6 14 reviews
Thompson, CT
06/27 – 07/04
$193/nighttotal: $1351 (7 )

Spacious 2 Bedroom 1 Bath Apt

1 2
apartment , Southbridge Town
This two-bedroom, one-bathroom apartment in Southbridge Town offers convenient access to the town center, schools, and hospitals.
The 2-bedroom rental features a spacious living and dining area, sleeps up to six guests, includes a fully equipped kitchen, parking, and internet access.
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