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

Pomfret Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Pomfret holiday rentals

A house with a white porch, a black door, and a window with a white frame.

1. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (2 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 HK$1,921
HK$2,460 total
includes taxes & fees
14 Sept - 15 Sept
Cozy 1-bedroom cottage in serene Pomfret.
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

2. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (41 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is HK$988
HK$1,518 total
includes taxes & fees
13 Sept - 14 Sept
The Tree House at Underhill Hollow
A two-story house with a front porch, stone steps, and a driveway.

3. 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 HK$1,239
HK$2,087 total
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

4. 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 HK$988
HK$1,473 total
includes taxes & fees
17 Sept - 18 Sept
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.

5. 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 HK$988
HK$1,473 total
includes taxes & fees
7 Sept - 8 Sept
SteamPunk Bunk House and Intergalactic Way Station
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

6. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is HK$529
HK$1,667 total
includes taxes & fees
10 Sept - 11 Sept
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

7. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (53 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is HK$961
HK$2,234 total
includes taxes & fees
17 Sept - 18 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A window with a view of a grassy field and trees.

8. 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 HK$1,305
HK$2,066 total
includes taxes & fees
7 Sept - 8 Sept
Spacious, unique barn with beautiful views.
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

9. 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 HK$431
HK$657 total
includes taxes & fees
6 Sept - 7 Sept
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A wooden cabin with a balcony and stairs, surrounded by trees.

10. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is HK$1,132
HK$2,431 total
includes taxes & fees
17 Sept - 18 Sept
Treehouse - Countryside - Farm Animals - Fire Pit
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

11. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is HK$840
HK$2,071 total
includes taxes & fees
10 Sept - 11 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

12. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (23 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is HK$1,273
HK$2,624 total
includes taxes & fees
8 Sept - 9 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

13. 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 HK$1,019
HK$2,550 total
includes taxes & fees
11 Sept - 12 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A small, single-story cabin with a porch and a small deck, surrounded by trees and a lake.

14. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is HK$1,616
HK$3,066 total
includes taxes & fees
17 Sept - 18 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
A wooden cabin with a glass upper floor, surrounded by a forest.

15. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (35 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is HK$1,376
HK$2,009 total
includes taxes & fees
6 Sept - 7 Sept
Dove Cabin up in the Trees
A deck with outdoor furniture overlooking a lake, surrounded by trees.

16. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 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 HK$3,528
HK$5,803 total
includes taxes & fees
6 Sept - 7 Sept
Stunning Lakefront Escape! Book Your Dream Getaway!
A compact RV interior with a kitchenette, a dining area, and a seating area with a dog.

17. Serenity meets Taradise

Serenity meets Taradise
Union
The price is HK$847
HK$1,356 total
includes taxes & fees
7 Sept - 8 Sept
Serenity meets Taradise
A cozy room with a bed, two chairs, a small table, and a potted plant.

18. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
The price is HK$1,341
HK$1,898 total
includes taxes & fees
6 Sept - 7 Sept
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

19. 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)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
The price is HK$1,380
HK$1,716 total
includes taxes & fees
29 Sept - 30 Sept
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A house with a stone facade, a white door, and a small window.

20. Cozy apartment in quiet setting that is very convenient to UConn and ECSU.

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Mansfield
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place, owners live near the property and are super super nice and accommodating. Great area, very convenient place to get some shuteye in a lovely setting! 5 Stars!"
United States
Owen M.
The price is HK$1,113
HK$2,199 total
includes taxes & fees
14 Sept - 15 Sept
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
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

Hampton Inn Sturbridge

Hampton Inn Sturbridge

10/10 Excellent
"I loved the hot tub, great choice of breakfast, room was clean and staff was helpful."
Karen 1-night trip
Posted less than an hour ago
Hampton Inn Sturbridge

Find out more about Pomfret

Search for holiday rentals in Pomfret on Expedia! You can easily find your home rentals, villas, holiday apartments in Pomfret using one of the methods below:

  • View our selection of featured holiday rentals in Pomfret
  • Use the map to find apartments and other holiday homes in the Pomfret neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pomfret while they last

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

Frequently asked questions

Can I find a holiday rental in Pomfret?

Yes, there are holiday rentals close to the most popular sights in Pomfret, or you can select a more secluded option if you're looking for a relaxing stay. Pomfret is known for its wineries and restaurants.

What are some of the best holiday rentals that Pomfret has to offer?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: This holiday home rental outside of Pomfret is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals are there in Pomfret?

Expedia has 3 holiday rentals for your stay in Pomfret.

What can I see and do in Pomfret?

While exploring the area, visit family-friendly sights like Brown and Hopkins Country Store, or get outside and enjoy nature at Brooklyn Recreation Park. Mashamoquet Brook State Park and Townshend Preserve are other places to visit while you're in town.

What are holiday rentals like in Pomfret?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pomfret. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.