Holiday Rentals in South Strafford

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Our top choices for South Strafford holiday rentals

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
2.0 star property
Chelsea
10.0 out of 10, Exceptional, (38)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is €168
includes taxes & fees
2 Jan - 3 Jan 2026
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Addie's Place: A Quiet and Quirky Private Guesthouse

Addie's Place: A Quiet and Quirky Private Guesthouse
Hartford
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

Bradford VT apt I-91 access + Wi-Fi + parking

Bradford VT apt I-91 access + Wi-Fi + parking
2.0 star property
Bradford
9.8 out of 10, Exceptional, (6)
"The property is so lovely, and it was clean and cozy upon arrival. The hosts were super communicative and responsive, which made the whole process feel much easier. Thank you for a great stay!"
United States
Abby S.
The price is €126
includes taxes & fees
1 Jan - 2 Jan 2026
Bradford VT apt I-91 access + Wi-Fi + parking

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 €83
includes taxes & fees
30 Dec - 31 Dec
Off Grid Glamping Shed with River Access

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 €163
includes taxes & fees
5 Jan - 6 Jan 2026
Treehouse at Wise Pines- NoBo

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (38)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is €247
includes taxes & fees
31 Dec - 1 Jan 2026
Secluded retreat in the trees

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 €251
includes taxes & fees
13 Jan - 14 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

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 €490
includes taxes & fees
5 Jan - 6 Jan 2026
Gnome Home Mountain Ski Chalet w/Sauna Killington

Charming Lakefront Cottage on Lake Mascoma

Charming Lakefront Cottage on Lake Mascoma
Enfield
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

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Pomfret
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

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
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

Vermont Retreat: 3BR with Mountain Views and Trails

Vermont Retreat: 3BR with Mountain Views and Trails
2.0 star property
Brookfield
Vermont Retreat: 3BR with Mountain Views and Trails

180-degree panoramic views of Vermont's mountains from the living room and Deck

180-degree panoramic views of Vermont's mountains from the living room and Deck
Hartford
8.0 out of 10, Very good, (2)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is €447
includes taxes & fees
6 Jan - 7 Jan 2026
180-degree panoramic views of Vermont's mountains from the living room and Deck

A charming 1820's farmhouse

A charming 1820's farmhouse
Woodstock
10.0 out of 10, Exceptional, (30)
"Beautiful home. It was a good location for my family to attend a family wedding at the Woodstock Inn."
United States
Robin H.
The price is €1,278
includes taxes & fees
3 Jan - 4 Jan 2026
A charming 1820's farmhouse
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 Strafford Hotel Reviews

Find out more about South Strafford

Everything you need to know about South Strafford 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 Strafford 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 Strafford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Strafford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Strafford. 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 Strafford 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 Strafford 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 Strafford rentals

At Expedia, we put the best South Strafford 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 Strafford 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 Strafford 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 Strafford. 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

Are there holiday rentals in South Strafford?

Yes, there are holiday rentals close to the most popular sights in South Strafford, or you can select a more secluded option if you're looking for a relaxing stay.

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

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock: This holiday home rental outside of South Strafford 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.

What can I see and do in South Strafford?

While exploring the area, visit family-friendly sights like Montshire Museum of Science, or get outside and enjoy nature at Lake Fairlee. In the wider area, you’ll find Clover Hill Wildlife Management Area and Treasure Island Beach.

What’s a holiday rental in South Strafford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Strafford. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.