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

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Our top choices for Thompson holiday homes

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

A bedroom with a sloped ceiling, wooden walls, and two skylights.

A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

A two-story wooden house with a deck and a staircase.

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson

9.4 out of 10, Exceptional, (44 reviews)

9.4/10

Exceptional

(44 reviews)

"Great space, lots of fun."

Douglas C.

The price is €179

€179

includes taxes & fees

26 Oct - 27 Oct

The Tree House at Underhill Hollow

A red building with a colorful mural on the front, a covered porch, and a stone foundation.

A room with two beds, a red door with a dragon emblem, and colorful wall decorations.

A cozy bedroom with a bed, a small table, a bookshelf, and a window with curtains.

2. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow

North Grosvenordale

9.6 out of 10, Exceptional, (26 reviews)

9.6/10

Exceptional

(26 reviews)

"Great stay!!"

Elizabeth G.

The price is €171

€171

includes taxes & fees

25 Oct - 26 Oct

Wizard's Roost at Underhill Hollow

Two front-loading washing machines in a laundry room with a wooden floor and a wall-mounted light fixture.

A living room with a sofa, armchair, and a television.

A room with two wicker chairs and a small round table, a large window, and a red door.

3. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station

Thompson

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Enjoyed our stay. Loved being out in the countryside "

Pauline S.

The price is €171

€171

includes taxes & fees

1 Nov - 2 Nov

SteamPunk Bunk House and Intergalactic Way Station

A modern interior with a kitchen, dining area, and living space.

A wooden table and chairs set in a grassy outdoor area with a grill.

A modern kitchen with white cabinetry, a microwave, a clock, and a TV mounted on the wall.

A modern kitchen with white cabinetry, a stainless steel stove, a microwave, and a clock above the sink.

4. 6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups

Killingly

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Edgar was very responsive and easy to work with. The unit was very clean and well kept. I would definitely stay there again."

debra l.

The price is €573

€573

includes taxes & fees

23 Oct - 24 Oct

6 Beds Home w/Game Room Perfect for Groups

A dining area with a high ceiling, skylights, and a view of the outdoors.

A modern kitchen with wooden cabinets, a large island, and a view of the outdoors.

A lakeside dock with a bench and a tree stump nearby.

A spacious hallway with wooden flooring, a wooden staircase with white balusters, and a wall-mounted lamp.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock

9.8 out of 10, Exceptional, (94 reviews)

9.8/10

Exceptional

(94 reviews)

"Beautiful lake house. The dock with the kayaks and paddle boat made it so much fun for the kids. The dock isnt far from the house but there a decent hill down to it. Totally manageable for most people though. The open house concept kitchen area made it great for everyone to be together."

Amanda S.

The price is €572

€572

includes taxes & fees

1 Nov - 2 Nov

Secluded 2-Acre Lakefront Home! Book Your Getaway!

A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

A two-story building with a garage, a balcony, and a flag.

A dining area with a rectangular table, four chairs, a chandelier, and a painting on the wall.

A living room with a television, a sofa, a coffee table, a globe, and a fireplace.

6. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home

Northbridge

8.6 out of 10, Excellent, (7 reviews)

8.6/10

Excellent

(7 reviews)

The price is €474

€474

includes taxes & fees

23 Oct - 24 Oct

Clifford Luxury Retreat 3BR Self Check In Home

A window with a view of a grassy field and trees.

A compact kitchen with wooden cabinets, a built-in oven, a microwave, a sink, and a window providing natural light.

A kitchen with a large stove, a dining table with chairs, a bookshelf, and a window with a view of trees.

A white building with a green door, surrounded by lush greenery and red autumn leaves.

7. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.

Hampton

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 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."

Kevan W.

The price is €278

€278

includes taxes & fees

28 Oct - 29 Oct

Spacious, unique barn with beautiful views.

A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

A wooden deck with a white fence and greenery in the background.

A modern living room with a white sofa, a round coffee table, and a dining area with a white table and gold chairs. There is a large window with curtains, a potted plant, and framed artwork on the walls.

A neatly made bed with a headboard, a bedside table with a lamp, and a basket of toiletries on the bed.

8. Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester

9.0 out of 10, Wonderful, (20 reviews)

9.0/10

Wonderful

(20 reviews)

"Great house-clean, great location."

Kathleen R.

The price is €371

€371

includes taxes & fees

31 Oct - 1 Nov

Beautiful two-story home close to downtown worcester 5beds-4bedroom

A hotel with a central building, outdoor seating area, and a covered patio.

A room with a view of a lake, wicker furniture, and a table with decorative items.

A well-maintained lawn with a stone pathway leading to a wooden building with a balcony.

A sunroom with a dining table, chairs, and a sofa. There are large windows with a view of a lake and greenery.

9. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Sturbridge

9.8 out of 10, Exceptional, (98 reviews)

9.8/10

Exceptional

(98 reviews)

"very clean, wonderful location"

Anonymous traveller

The price is €459

€459

includes taxes & fees

2 Nov - 3 Nov

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

A covered deck with outdoor furniture, a grill, and a sliding glass door leading to a bedroom.

A spacious living room with a high ceiling, a wooden floor, a black sofa, a white armchair, a small round table, and a window with curtains.

A bedroom with a bed, bedside lamp, TV, window with curtains, and a potted plant.

A laundry room with a washing machine, a dryer, and visible plumbing.

10. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Worcester

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."

Laura P.

The price is €253

€253

includes taxes & fees

25 Oct - 26 Oct

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

A modern kitchen with stainless steel appliances, white cabinetry, and a dining area with a table and chairs.

A living room with a sofa, a dining table with chairs, and a kitchen area visible through an open door.

A tent, a playhouse, and a swing set in a grassy area with trees in the background.

11. 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, (12 reviews)

9.2/10

Wonderful

(12 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."

Gregory C.

The price is €196

€196

includes taxes & fees

26 Oct - 27 Oct

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

A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

A hallway with wooden flooring, a black console table, a staircase with white railings, and a door leading to a kitchen area.

A compact kitchen with a stainless steel refrigerator, a microwave, and a built-in oven. It features white cabinetry, a wooden floor, and a window providing a view of the outside.

A red door with a white frame, two wall-mounted lights, and a welcome mat with a striped design.

12. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester

9.8 out of 10, Exceptional, (23 reviews)

9.8/10

Exceptional

(23 reviews)

"Great, clean location to stay."

Mike O.

The price is €447

€447

includes taxes & fees

25 Oct - 26 Oct

Spacious 4-bedroom with four and half bathrooms

The Cottage is nestled next to the historic Sagendorph Mansion.

13. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer

Spencer

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Nice, clean and well maintained. Would stay here again."

Sarah S.

The price is €238

€238

includes taxes & fees

22 Nov - 23 Nov

Cottage by the Castle – Downtown Spencer

A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a central island with a vase of flowers.

A room with a treadmill, exercise equipment, a desk, and a potted plant.

14. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Worcester

Spacious 5-bedroom home with three full bathrooms in charming Worcester location

A modern kitchen with white brick walls, a dining area with a wooden table and benches, and a TV mounted on the wall.

A window with a view of a snow-covered landscape, including trees and a path.

A campfire in a wooded area with trees and a distant house.

A bedroom with two beds, a nautical-themed bedspread, a chandelier, and a painting of sailboats.

15. Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.

Johnston

9.4 out of 10, Exceptional, (52 reviews)

9.4/10

Exceptional

(52 reviews)

"We spent a few nights here and found it a nice and super clean place to stay. Highly recommend!"

Thomas B.

The price is €364

€364

includes taxes & fees

3 Nov - 4 Nov

Lovely Historic Vintage home. Remodeled inside.

A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

A spacious bedroom with two beds, wooden flooring, large windows, and a wooden dresser.

A backyard with a swimming pool, a lamp post, and a fenced area with outdoor seating.

A wooden gazebo with a porch, surrounded by autumn foliage and various pumpkins and gourds.

16. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat

Brimfield

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."

Daniel C.

The price is €1,570

€1,570

includes taxes & fees

25 Oct - 26 Oct

Sleeps 15 • Pool • Retreat

A kitchen with white cabinets, a black faucet, and a dish rack with utensils.

A modern living room with a sofa, a small table, and a ceiling fan.

A residential property with a grassy yard, a tree, and a house in the background.

A dining area with a marble table, grey upholstered chairs, and a small table with a tray.

17. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Worcester

The price is €493

€493

includes taxes & fees

26 Oct - 27 Oct

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

A modern kitchen with white cabinetry, a large island, and pendant lighting.

A lakeside park with a sandy beach, walking paths, and trees.

A deck with outdoor furniture, a grill, and a view of trees.

A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and pendant lighting.

18. Luxury Home - Fire Pit - Beach Grill - 2 Decks

Luxury Home - Fire Pit - Beach Grill - 2 Decks

Smithfield

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Very nice property. Great host. We left an air mattress as our appreciation. Thank you"

cynthia P.

Luxury Home - Fire Pit - Beach Grill - 2 Decks

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

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Thompson Holiday Homes information

Number of reviews
Accommodation	Holiday Homes
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Holiday Homes in Thompson

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Thompson holiday homes

1. The Tree House at Underhill Hollow

2. Wizard's Roost at Underhill Hollow

3. SteamPunk Bunk House and Intergalactic Way Station

4. 6 Beds Home w/Game Room Perfect for Groups

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

6. Clifford Luxury Retreat 3BR Self Check In Home

7. Spacious, unique barn with beautiful views.

8. Beautiful two-story home close to downtown worcester 5beds-4bedroom

9. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

10. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

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

12. Spacious 4-bedroom with four and half bathrooms

13. Cottage by the Castle – Downtown Spencer

14. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

15. Lovely Historic Vintage home. Remodeled inside.

16. Sleeps 15 • Pool • Retreat

17. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

18. Luxury Home - Fire Pit - Beach Grill - 2 Decks

Find holiday rentals that suit your style

Top Thompson Hotel Reviews

Find out more about Thompson

Thompson Holiday Homes information