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

Pomfret Vacation Rentals

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Check prices for these dates

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

Our top choices for Pomfret vacation 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 CA $179
CA $275 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $179
CA $267 total
includes taxes & fees
Oct 12 - Oct 13
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)
The price is CA $179
CA $267 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $282
CA $436 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $533
CA $907 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $711
CA $904 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $236
CA $300 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $996
CA $1,271 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $391
CA $769 total
includes taxes & fees
Nov 2 - Nov 3
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)
The price is CA $1,408
CA $2,456 total
includes taxes & fees
Oct 12 - Oct 13
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)
The price is CA $462
CA $1,254 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $218
CA $543 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $216
CA $489 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $502
CA $1,200 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $852
CA $1,495 total
includes taxes & fees
Oct 27 - Oct 28
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Older Hotel but well run, clean and comfortable."
RICHARD 1-night trip
Posted less than an hour ago
Wellsworth Hotel

Find out more about Pomfret

Pomfret Vacation Homes information

Number of reviews
424
Accommodation
85 Vacation Homes
Lowest Price
CA $267
Highest Price
CA $2,456

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