A forest with a stone wall, ferns, and sunlight filtering through the trees.

Holiday Homes in Pomfret

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pomfret holiday homes

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

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (44 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is AU$281
includes taxes & fees
14 Oct - 15 Oct
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

2. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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 AU$273
includes taxes & fees
14 Oct - 15 Oct
Wizard's Roost at Underhill Hollow
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.

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 AU$273
includes taxes & fees
18 Oct - 19 Oct
SteamPunk Bunk House and Intergalactic Way Station
A window with a view of a grassy field and trees.

4. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (7 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 AU$434
includes taxes & fees
13 Oct - 14 Oct
Spacious, unique barn with beautiful views.
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AU$901
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

6. Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is AU$912
includes taxes & fees
14 Oct - 15 Oct
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

7. 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, (10 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 AU$306
includes taxes & fees
13 Oct - 14 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

8. Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is AU$1,240
includes taxes & fees
14 Oct - 15 Oct
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
A hotel with a central building, outdoor seating area, and a covered patio.

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)
"very clean, wonderful location"
United States
Anonymous traveller
The price is AU$754
includes taxes & fees
2 Nov - 3 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

10. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 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."
United States
Daniel C.
The price is AU$2,470
includes taxes & fees
21 Oct - 22 Oct
Sleeps 15 • Pool • Retreat
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
The price is AU$1,221
includes taxes & fees
12 Oct - 13 Oct
Lake House in Sturbridge w/All the Views!
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

12. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (30 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is AU$557
includes taxes & fees
12 Oct - 13 Oct
Spacious modern home on private lake
A cozy living room with a wooden ceiling, a sofa set, a coffee table with a decorative bowl, and a foosball table.

13. 15 to Foxwoods, 20 Mohegan – Lake & Casino Escape

15 to Foxwoods, 20 Mohegan – Lake & Casino Escape
Griswold
9.4 out of 10, Exceptional, (6 reviews)
"Property is located in a quiet neighborhood and very convenient location to other places. Owner was very nice and easy to communicate with. Thank you for sharing your place on the lake!"
United States
Diana C.
The price is AU$480
includes taxes & fees
3 Nov - 4 Nov
15 to Foxwoods, 20 Mohegan – Lake & Casino Escape
A large, two-story house with a prominent chimney, a covered porch, and a well-maintained lawn.

14. Charming estate on Norwich Green, near casinos

Charming estate on Norwich Green, near casinos
Norwichtown
8.8 out of 10, Excellent, (6 reviews)
"Great location for family gathering! Casino, shopping, restaurants, historic area, great fenced backyard and playhouse in addition to an amazing well appointed home that had plenty of room for our blended family. This is situated right off the green and very convenient! The down side to this is that from the front rooms at night you may hear traffic, so light sleepers should get the rooms (there are 8 with 1 very small tandem bedroom) farther back in the house. We will definitely go back!"
United States
Allison B.
The price is AU$1,169
includes taxes & fees
27 Oct - 28 Oct
Charming estate on Norwich Green, near casinos
A living room with a fireplace, two armchairs, a side table with a tray, and a bookshelf.

15. Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Your Charming 4BR Retreat Home Minutes from Casino Excitement!
Downtown Norwich
8.6 out of 10, Excellent, (14 reviews)
"Had a wonderful weekend"
United States
Hector H.
The price is AU$1,452
includes taxes & fees
28 Oct - 29 Oct
Your Charming 4BR Retreat Home Minutes from Casino Excitement!
A modern interior with a kitchen, dining area, and living space.

16. 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, (1 review)
"Edgar was very responsive and easy to work with. The unit was very clean and well kept. I would definitely stay there again."
United States
debra l.
6 Beds Home w/Game Room Perfect for Groups
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 Pomfret Hotel Reviews

Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield

10/10 Excellent
"Nice room. Good staff. Clean"
jeff 1-night trip
Posted 18 hours ago
Comfort Inn & Suites Sturbridge - Brimfield

Find out more about Pomfret

Pomfret Holiday Homes information

Number of reviews
424
Accommodation
85 Holiday Homes
Lowest Price
AU$273
Highest Price
AU$2,470