Holiday rentals in Thompson

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Top-rated holiday rentals in Thompson

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

Guest favourite

Flat in Woodstock Valley

4.93 out of 5 average rating, 331 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Spring and Summer are upon us. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen -stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. RELAX, ENJOY TRANQUILITY every season. New addition Woodstock Valley Country within two miles.

21–28 Sept

£154 per night
Guest favourite

Guest suite in Thompson

4.98 out of 5 average rating, 112 reviews

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!

19–26 Aug

£134 per night
Guest favourite

Guest house in Uxbridge

5.0 out of 5 average rating, 118 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

19–26 Nov

£136 per night

Popular amenities for Thompson holiday rentals

Stay near Thompson's top sights

Thompson Speedway Motorsports Park6 locals recommend
Quaddick State Park6 locals recommend
Woodstock Fair5 locals recommend
ANYA Dining5 locals recommend
Roseland Park5 locals recommend
Fort Hill Farms & Gardens3 locals recommend

Other great holiday rentals in Thompson

Guest favourite

Guest suite in Uxbridge

5.0 out of 5 average rating, 267 reviews

Beautiful, Unique, & Cozy Cedar Flat

29 Apr – 6 May

£130 per night
Guest favourite

Farm stay in Southbridge

4.98 out of 5 average rating, 162 reviews

High Grass Farm

6–13 Aug

£166 per night
Guest favourite

Guest suite in Uxbridge

4.98 out of 5 average rating, 131 reviews

The 1780 Suite

8–15 Jan

£92 per night
Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 263 reviews

Craig's Cove

25 Jun – 2 Jul

£62 per night
Guest favourite

Cabin in Chepachet

4.99 out of 5 average rating, 348 reviews

Gorgeous cottage on pristine lake

10–17 Jan

£180 per night
Superhost

Farm stay in Southbridge

4.88 out of 5 average rating, 286 reviews

Scandanavian Wigwam with Sauna and Forest Baths

15–20 Jun

£117 per night
Guest favourite

Guest suite in North Smithfield

4.94 out of 5 average rating, 106 reviews

Guest Suite in our Mediterranean Home

8–15 Jul

£98 per night
Guest favourite

Home in Southbridge

4.94 out of 5 average rating, 302 reviews

Charming Cape--Kid & Dog Friendly 🐾

23–30 Apr

£191 per night
Superhost

Home in Woodstock

4.92 out of 5 average rating, 132 reviews

Lakeside Retreat on 4 Stunning Acres + Hot Tub

10–17 Dec

£529 per night
Guest favourite

Home in Thompson

4.89 out of 5 average rating, 81 reviews

Waterfront Cottage on Quaddick Lake, Thompson CT

19–26 Dec

£189 per night
Guest favourite

Flat in Woodstock

4.94 out of 5 average rating, 18 reviews

Woodstock Red Barn | Private Apt in Idyllic Town

16–23 Apr

£119 per night
Guest favourite

Cabin in North Grosvenordale

5.0 out of 5 average rating, 51 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

13–20 Jul

£185 per night

Quick stats about holiday 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

1.3K reviews

Nightly prices starting at

£87 before taxes and fees

Destinations to explore

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