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South Pomfret Holiday Rentals

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Our top choices for South Pomfret holiday rentals

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is NZ$320
includes taxes & fees
7 Jan - 8 Jan 2026
Treehouse at Wise Pines- NoBo

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
Cavendish
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is NZ$706
includes taxes & fees
20 Jan - 21 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is NZ$991
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is NZ$495
includes taxes & fees
13 Jan - 14 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
The price is NZ$160
includes taxes & fees
30 Dec - 31 Dec
Off Grid Glamping Shed with River Access

Woodstock Studio | 10 Min to Killington

Woodstock Studio | 10 Min to Killington
Bridgewater
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is NZ$452
includes taxes & fees
5 Jan - 6 Jan 2026
Woodstock Studio | 10 Min to Killington

Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
The price is NZ$1,032
includes taxes & fees
4 Jan - 5 Jan 2026
Terrific 3-bedroom cottage with AC in charming Cavendish

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
9.8 out of 10, Exceptional, (25)
"I was on an adventure with my young daughter and was looking for something unique. This was perfect. The common building was beautiful and had a great bathroom and other amenities if needed."
United States
scott b.
The price is NZ$320
includes taxes & fees
7 Jan - 8 Jan 2026
Treehouse at Wise Pines- SoBo

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
The price is NZ$545
includes taxes & fees
19 Jan - 20 Jan 2026
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is NZ$766
includes taxes & fees
14 Jan - 15 Jan 2026
The Suites at Killington Center

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is NZ$718
includes taxes & fees
21 Jan - 22 Jan 2026
Killington Ski Resort VT Vacation Condos

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Bridgewater
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is NZ$979
includes taxes & fees
12 Jan - 13 Jan 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
3.0 star property
The Woods
9.8 out of 10, Exceptional, (7)
"Very clean and well equipped condo! We enjoyed our stay."
United States
Tanya W.
The price is NZ$812
includes taxes & fees
5 Jan - 6 Jan 2026
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5

Mountain Green

Mountain Green
2.0 star property
Killington
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is NZ$491
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is NZ$674
includes taxes & fees
13 Jan - 14 Jan 2026
Luxury Condo Tucked in the Heart of Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is NZ$1,003
includes taxes & fees
5 Jan - 6 Jan 2026
Gnome Home Mountain Ski Chalet w/Sauna Killington

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is NZ$578
includes taxes & fees
7 Jan - 8 Jan 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Killington Area Home | Sleeps 8 | Game Room

Killington Area Home | Sleeps 8 | Game Room
Bridgewater
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is NZ$1,376
includes taxes & fees
4 Jan - 5 Jan 2026
Killington Area Home | Sleeps 8 | Game Room

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (32)
"We really enjoyed our stay. Beautiful cabins with plenty of space for the two of us. Nice treats when we arrived! Very good communication with our host. And very private. We really enjoyed the hot tub!"
United States
Wayne U.
The price is NZ$695
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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 South Pomfret Hotel Reviews

Find out more about South Pomfret

Everything you need to know about South Pomfret holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Pomfret holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Pomfret holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Pomfret holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Pomfret. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Pomfret holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Pomfret holiday rentals we have selected for you start as low as NZ$320 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Pomfret rentals

At Expedia, we put the best South Pomfret holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Pomfret rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Pomfret holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Pomfret. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in South Pomfret?

Yes, there are holiday rentals in South Pomfret close to Sugarbush Farm, or you can select a more secluded option if you're looking for a relaxing stay. South Pomfret is known for its forests and ski areas.

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

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock: This holiday home rental outside of South Pomfret is located on a river, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in South Pomfret?

Choose from 5 Expedia holiday rentals in South Pomfret for a memorable holiday.

What’s there to see and do in South Pomfret?

Family-friendly attractions include Sugarbush Farm, whereas Green Mountain National Forest is a spot to enjoy the outdoors. Saskadena Six Ski Area and Killington Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in South Pomfret like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Pomfret. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for small groups.