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.

24 Nov – 1 Dec

€ 170 per night
Guest favourite

Guest suite in Uxbridge

5.0 out of 5 average rating, 267 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

28 Sep – 5 Oct

€ 148 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

€ 156 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 Brooklyn

4.92 out of 5 average rating, 152 reviews

Affordable In-Law Apartment in Brooklyn, CT

8–15 Dec

€ 78 per night
Guest favourite

Farm stay in Southbridge

4.98 out of 5 average rating, 162 reviews

High Grass Farm

25 Nov – 2 Dec

€ 194 per night
Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 585 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

2–9 Sep

€ 150 per night
Guest favourite

Guest suite in Uxbridge

4.98 out of 5 average rating, 131 reviews

The 1780 Suite

13–20 Jan

€ 107 per night
Guest favourite

Home in Southbridge

4.94 out of 5 average rating, 302 reviews

Charming Cape--Kid & Dog Friendly 🐾

28 Feb – 7 Mar

€ 211 per night
Guest favourite

Cabin in Chepachet

4.99 out of 5 average rating, 348 reviews

Gorgeous cottage on pristine lake

10–17 Jan

€ 210 per night
Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 263 reviews

Craig's Cove

15–22 Nov

€ 72 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

€ 136 per night
Guest favourite

Guest suite in North Smithfield

4.94 out of 5 average rating, 106 reviews

Guest Suite in our Mediterranean Home

28 Jul – 4 Aug

€ 114 per night
Guest favourite

Home in Thompson

4.89 out of 5 average rating, 81 reviews

Waterfront Cottage on Quaddick Lake, Thompson CT

4–11 Sep

€ 292 per night
Guest favourite

Flat in Woodstock

4.94 out of 5 average rating, 18 reviews

Woodstock Red Barn | Private Apt in Idyllic Town

12–19 Apr

€ 139 per night
Guest favourite

Cabin in North Grosvenordale

5.0 out of 5 average rating, 51 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

11–18 Sep

€ 216 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

€ 102 before taxes and fees

Destinations to explore

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