A lush green landscape with a prominent church featuring a tall steeple.

Thompson Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Thompson vacation rentals

Interior

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,355
￥29,747 total
includes taxes & fees
Sep 14 - Sep 15
The Tree House at Underhill Hollow
Exterior

2. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥19,355
￥28,863 total
includes taxes & fees
Sep 14 - Sep 15
Wizard's Roost at Underhill Hollow
Property grounds

3. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,355
￥28,863 total
includes taxes & fees
Sep 14 - Sep 15
SteamPunk Bunk House and Intergalactic Way Station
Terrace/patio

4. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
The price is ￥69,125
￥113,864 total
includes taxes & fees
Sep 26 - Sep 27
Stunning Lakefront Escape! Book Your Dream Getaway!
Exterior

5. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (6 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥21,429
￥36,242 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Dining

6. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥72,965
￥119,048 total
includes taxes & fees
Sep 14 - Sep 15
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior detail

7. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
8.8 out of 10, Excellent, (3 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is ￥37,634
￥48,041 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 1-bedroom cottage in serene Pomfret.
3 bedrooms, desk, iron/ironing board, WiFi (free)

8. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.0 out of 10, Very Good, (5 reviews)
The price is ￥69,125
￥82,483 total
includes taxes & fees
Sep 14 - Sep 15
Clifford Luxury Retreat 3BR Self Check In Home
Exterior

9. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is ￥26,959
￥39,698 total
includes taxes & fees
Sep 14 - Sep 15
Dove Cabin up in the Trees
Interior

10. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, Good, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is ￥14,593
￥19,733 total
includes taxes & fees
Sep 14 - Sep 15
Modern 1-bedroom apartment in peaceful Sturbridge with AC
TV, fireplace

11. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (38 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is ￥148,618
￥268,099 total
includes taxes & fees
Sep 18 - Sep 19
Sleeps 15 • Pool • Retreat
Coffee/tea maker, fridge, microwave, oven

12. Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
The price is ￥27,650
￥82,397 total
includes taxes & fees
Sep 15 - Sep 16
Mohegan Sun Getaway Large Group Retreat
Dining

13. Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (49 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is ￥24,885
￥64,707 total
includes taxes & fees
Sep 14 - Sep 15
Lovely Historic Vintage home. Remodeled inside.
Interior

14. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (23 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is ￥50,691
￥135,350 total
includes taxes & fees
Sep 14 - Sep 15
Lake House in Sturbridge w/All the Views!
Dining

15. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
The price is ￥32,949
￥39,605 total
includes taxes & fees
Oct 5 - Oct 6
Zen Inspired Retreat with Private Forest Trails
Terrace/patio

16. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (48 reviews)
"Great place, amazing lake!"
United States
megan g.
The price is ￥19,969
￥50,115 total
includes taxes & fees
Sep 20 - Sep 21
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
TV

17. 6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is ￥32,442
￥89,758 total
includes taxes & fees
Sep 15 - Sep 16
6 Beds Home w/Game Room Perfect for Groups
Interior

18. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (6 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ￥30,415
￥46,652 total
includes taxes & fees
Sep 16 - Sep 17
Spacious, unique barn with beautiful views.
Coffee/tea maker, fridge, microwave, oven

19. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (18 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥42,243
￥79,466 total
includes taxes & fees
Sep 14 - Sep 15
Spacious 4-bedroom with four and half bathrooms
Property grounds

20. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (9 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is ￥24,194
￥30,799 total
includes taxes & fees
Sep 15 - Sep 16
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Thompson Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Front desk and restaurant staff where excellent"
Lenny 2-night trip
Posted 4 hours ago
Wellsworth Hotel

Find out more about Thompson

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Look no further and take a look at our great range of rental properties in Thompson!

Frequently asked questions

Can I find vacation rentals in Thompson?

Yes, we give you a choice of vacation rentals near top points of interest in Thompson, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in Thompson?

Lovely Historic Vintage home. Remodeled inside.: This vacation home rental near Thompson is located on a river and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Thompson?

Explore the area and family-friendly sights such as Breezy Picnic Grounds & Waterslides, or get out into nature at a spot like Quaddick Reservoir. While here, Thompson International Speedway and Quaddick State Park are other places worth a visit.

What’s a vacation rental in Thompson like?

A vacation rental is a private property you can book for a long or short time in Thompson. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family gatherings.