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Vacation rentals in Thompson

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Top-rated vacation rentals in Thompson

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

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! Room to sleep up to 4, 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!
$121 per night
Farm stay in Thompson
Rustic Farmette Studio w/ Hot Tub & seasonal pool
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, a small family. Please include all individuals (&pets) in your booking.
$186 per night
Guesthouse in Killingly
The Carriage House at Chaprae Hall
Welcome to the Carriage House at Chaprae Hall! A cozy, quiet respite from a busy world awaits you. This fully furnished & appointed vintage living space has been updated over the years to be an inviting and welcoming stop for your journey. Whether you’re traveling for business, in town for an event, or looking for a central home base for day trips across southern New England, we've got you covered with your own kitchen, full bath, living space, and bedroom with a queen-sized bed.
$92 per night

Stay near Thompson's top sights

Thompson Speedway Motorsports Park6 locals recommend
Woodstock Fair5 locals recommend
Quaddick State Park6 locals recommend
ANYA Dining5 locals recommend
Roseland Park5 locals recommend
Woodstock Country Shoppe3 locals recommend

Other great vacation rentals in Thompson

Farm stay in Thompson
SteamPunk Bunk House and Intergalactic Way Station
$120 per night
Apartment in Woodstock Valley
“Tranquillity on the Lake ” Woodstock Valley, Ct.
$126 per night
Apartment in Ashford
Enjoy a Farm Stay without the Work
$79 per night
Tiny home in Smithfield
Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
$101 per night
Cottage in Thompson
Private waterfront cottage on Quaddick Lake, CT
$200 per night
Guest suite in Brooklyn
Affordable In-Law Apartment in Brooklyn, CT
$71 per night
Home in Woodstock
Cedar Ridge
$207 per night
Guest suite in Uxbridge
Zen Designed Guest Suite with 2-mile Trail Loop
$157 per night
Farm stay in Woodstock
Barn suite at Southwood Alpacas
$140 per night
Guest suite in Worcester
Enjoy your own private and cozy space!
$75 per night
Apartment in Ashford
On The Run Farm
$125 per night
Cabin in Webster
The Camp
$138 per night

Quick stats about vacation rentals in Thompson

Total rentals

10 properties

Wifi availability

10 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.2K reviews

Nightly prices starting at

$70 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Windham County
  5. Thompson