South Strafford Vacation Rentals

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Dec 11 - Dec 12
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Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
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Dec 19 - Dec 21

Our top choices for South Strafford vacation rentals

Smart TV, fireplace, offices
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Orford
9.8 out of 10, Exceptional, (20)
"Very clean and perfect for our group. "
United States
Kimberly P.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Exterior
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

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, (37)
"Lovely farm and friendly hosts"
United States
Ruilin
$172 nightly
The price is $193
Jan 2 - Jan 3, 2026
Total with taxes and fees
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Smart TV, fireplace, books
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock
Hartford
10.0 out of 10, Exceptional, (130)
"My sister and I stayed here while taking a two day class at King Arthur Baking School. The pictures don't even do it justice on how cute and well appointed the property is. The beds were very comfortable with nice linens and there were plenty of bath towels. The owners were always quick to respond to any question. We would definitely stay there again. "
United States
Stacy S.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock
Property grounds
Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
9.8 out of 10, Exceptional, (24)
"What a unique experience staying in a literal tree house. The bathroom shared with the other tree house was so wonderfully built as is the barn that it resides in. I only stayed one night and wished I stayed multiple nights. I will definitely consider staying here again for future MTB trips in the area! "
United States
Taku S.
$171 nightly
The price is $187
Dec 15 - Dec 16
Total with taxes and fees
Treehouse at Wise Pines- SoBo
Smart TV, fireplace, DVD player, books
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Woodstock
9.8 out of 10, Exceptional, (228)
"Lovely property. Peaceful and beautiful surroundings."
United States
Karen G.
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Interior
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
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.
$573 nightly
The price is $647
Jan 6 - Jan 7, 2026
Total with taxes and fees
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
Property grounds
Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.8 out of 10, Exceptional, (13)
"Unique settings. Loved the accommodations "
United States
Gabriela
$171 nightly
The price is $187
Dec 15 - Dec 16
Total with taxes and fees
Treehouse at Wise Pines- NoBo
Interior
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Bethel
10.0 out of 10, Exceptional, (64)
"Very cozy, warm and inviting. Beds were all comfortable. House is big enough to have your own space yet intimate enough for pool, and family game night. Highly recommend!"
United States
Christine F.
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Property grounds
Secluded retreat in the trees

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (36)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
$210 nightly
The price is $235
Dec 12 - Dec 13
Total with taxes and fees
Secluded retreat in the trees
Interior
Affordable, 30 min to Killington

Affordable, 30 min to Killington

Affordable, 30 min to Killington
Bethel
9.8 out of 10, Exceptional, (17)
"Had a great time. The apartment was clean, easy to find and had all necessary amenities. We’d definitely stay again when in the area. "
United States
mark
Affordable, 30 min to Killington
Exterior
Vermont life at Hill Top Gardens

Vermont life at Hill Top Gardens

Vermont life at Hill Top Gardens
Hartland
10.0 out of 10, Exceptional, (40)
"Fantastic property, terrific hosts. We had a wonderful time!"
United States
Joyce G.
Vermont life at Hill Top Gardens
Interior
Converted Carriage Barn - The Carriage House Unit1

Converted Carriage Barn - The Carriage House Unit1

Converted Carriage Barn - The Carriage House Unit1
Hartford
9.6 out of 10, Exceptional, (24)
"Wonderful location just 5 miles from Woodstock center. Easy to find, very quiet, and a great house. Brilliant stars at night."
United States
Stephen
Converted Carriage Barn - The Carriage House Unit1
Terrace/patio
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!

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.
$231 nightly
The price is $259
Dec 15 - Dec 16
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Outdoor dining
Premier Woodstock Village Riverfront Home

Premier Woodstock Village Riverfront Home

Premier Woodstock Village Riverfront Home
Woodstock
10.0 out of 10, Exceptional, (3)
"We had a great stay. The house was more than enough but cozy at the same time. Great location and house manager was quick to respond and great to work with. Thank you for the memories. "
United States
Margarita K.
Premier Woodstock Village Riverfront Home
Interior
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Quechee
8.4 out of 10, Very Good, (21)
"Check that stove and washing machine work before booking"
United States
Delia O.
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Interior
Amazing home on 90 acres - AC, fireplace & great mountain views

Amazing home on 90 acres - AC, fireplace & great mountain views

Amazing home on 90 acres - AC, fireplace & great mountain views
Quechee
9.0 out of 10, Wonderful, (45)
"It was in the woods but close to shops also. It was peaceful. We loved the covered screened in porch."
United States
Cherry H.
Amazing home on 90 acres - AC, fireplace & great mountain views
TV, fireplace
Sauna, Hot Tub, Game Room - The Gathering Place

Sauna, Hot Tub, Game Room - The Gathering Place

Sauna, Hot Tub, Game Room - The Gathering Place
Quechee
9.6 out of 10, Exceptional, (8)
"Loved the house i think its a really beautiful space! My favorite were the bathrooms. The bathrooms are really modern"
United States
Jacqueline M.
Sauna, Hot Tub, Game Room - The Gathering Place
Property grounds
Beautiful 6 Bedroom Lakefront Home w/ Own Dock and beautiful Lake Views<br>Please note that this home does not have air conditioning. <br>Box fans are provided and because of our proximity to the lake, it is cooler in the evenings.

Beautiful 6 Bedroom Lakefront Home w/ Own Dock and beautiful Lake Views<br>Please note that this home does not have air conditioning. <br>Box fans are provided and because of our proximity to the lake, it is cooler in the evenings.

Beautiful 6 Bedroom Lakefront Home w/ Own Dock and beautiful Lake Views<br>Please note that this home does not have air conditioning. <br>Box fans are provided and because of our proximity to the lake, it is cooler in the evenings.
Lebanon
10.0 out of 10, Exceptional, (2)
"This property is really well located. The house and yard feel very private, and there is sun on the dock from morning to evening! It's on a quieter part of the lake, and we were able swim right off the dock, sun bathe on the dock, and also kayak along the lake (2 kayaks are available, 1 double and 1 single) and also kayak to the Bait and Hook restaurant! The Northern Rail trail is easily accessible and we could walk or bike or run to cute Lebanon and also Enfield. About 10 min walk down the...
United States
Therese K.
Beautiful 6 Bedroom Lakefront Home w/ Own Dock and beautiful Lake Views<br>Please note that this home does not have air conditioning. <br>Box fans are provided and because of our proximity to the lake, it is cooler in the evenings.
Exterior
Cheerful waterfront 4 bedroom brand new Lake Cottage

Cheerful waterfront 4 bedroom brand new Lake Cottage

Cheerful waterfront 4 bedroom brand new Lake Cottage
Fairlee
9.6 out of 10, Exceptional, (20)
"Our family had a terrific time at this lovely home! They were able to enjoy the incredible living space "
United States
Mary Liz B.
Cheerful waterfront 4 bedroom brand new Lake Cottage
Smart TV, fireplace, music library, stereo
Hot tub, fireplace, Game Room, 20 min drive to Killington

Hot tub, fireplace, Game Room, 20 min drive to Killington

Hot tub, fireplace, Game Room, 20 min drive to Killington
Rochester
8.8 out of 10, Excellent, (3)
"We booked this lovely home with family to stay while we skied at Killington. It was perfect for our group of two families and exactly as pictured and described. Owner was very helpful when we had questions about the property. Would definitely stay again!"
United States
Anonymous traveler
Hot tub, fireplace, Game Room, 20 min drive to Killington
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

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"Very clean quiet room courteous patient and very helpful and friendly staff "
Christian 1-night trip
Posted 3 days ago
Hilton Garden Inn Hanover Lebanon

Find out more about South Strafford

Everything you need to know about South Strafford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Strafford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Strafford vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Strafford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $187 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Strafford rentals

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

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.

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Frequently asked questions

Are there vacation rentals in South Strafford?

Yes, we give you a choice of vacation rentals close to well known attractions in South Strafford, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in South Strafford?

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake: This vacation home rental outside of South Strafford is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Connecticut River Birding Trail. In the larger area, you’ll find Clover Hill Wildlife Management Area and Post Mills Nature Area.

What’s a vacation rental in South Strafford like?

Vacation rentals are privately owned properties you can book for a couple of days or more in South Strafford. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.