Photo by Rachel Samanyi

Holiday Rentals in South Pomfret

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Our top choices for South Pomfret holiday rentals

10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is €388
includes taxes & fees
29 Dec - 30 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
The price is €177
includes taxes & fees
1 Jan - 2 Jan 2026
Addie's Place: A Quiet and Quirky Private Guesthouse
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 €163
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (19)
"This is a beautiful lake house and it is super clean and the space is lovely and inviting. Lots to do in Hanover and surrounding Vermont towns - would absolutely stay with this host again!"
United States
Dian G.
Charming Lakefront Cottage on Lake Mascoma
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €83
includes taxes & fees
30 Dec - 31 Dec
Off Grid Glamping Shed with River Access
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 €348
includes taxes & fees
6 Jan - 7 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is €251
includes taxes & fees
13 Jan - 14 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
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 €504
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
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 €243
includes taxes & fees
12 Jan - 13 Jan 2026
Woodstock Studio | 10 Min to Killington
9.8 out of 10, Exceptional, (24)
"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 €163
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- SoBo
Terrific 3-bedroom cottage with AC in charming Cavendish
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 €504
includes taxes & fees
13 Jan - 14 Jan 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
The price is €272
includes taxes & fees
19 Jan - 20 Jan 2026
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Condo resort in Killington

Mountain Green
2.0 star property
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is €268
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green
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 €490
includes taxes & fees
5 Jan - 6 Jan 2026
Gnome Home Mountain Ski Chalet w/Sauna 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 €345
includes taxes & fees
13 Jan - 14 Jan 2026
Luxury Condo Tucked in the Heart of Killington
3.5 star property
The price is €359
includes taxes & fees
21 Jan - 22 Jan 2026
Killington Ski Resort VT Vacation Condos
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is €294
includes taxes & fees
7 Jan - 8 Jan 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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 €693
includes taxes & fees
11 Jan - 12 Jan 2026
Killington Area Home | Sleeps 8 | Game Room
10.0 out of 10, Exceptional, (12)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
Luxury Cabin #1 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, apart-hotels, 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 €163 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?

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!: This holiday home rental outside of South Pomfret is located near skiing, and has a patio, a selection of games and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.