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South Woodstock, Vermont, United States of America
Photo by George Sykes

South Woodstock vacation rentals

We found 606 vacation rentals — enter your dates for availability

Discover a selection of 500 vacation rentals in South Woodstock that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $222 per night, and houses and condos are popular options for a stay in South Woodstock. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 317 Houses

Condos/Apartments

View 214 Condos/Apartments

Cabins

View 54 Cabins

Cottages

View 37 Cottages

Bungalows

View 37 Bungalows

Townhouses

View 31 Townhouses

Studios

View 18 Studios

Hotels

View 50 Hotels

Find the best place to stay — South Woodstock

Perfect Design & Location for the VT Experience. "Hope Upon, Up Above"

Sleeps 10 · 4 Bedrooms · 3 Bathrooms
$303 avg/night
(78)

Woodstock Four Season Family Estate Has It All **Recently Renovated!*

Sleeps 14 · 6 Bedrooms · 3 Bathrooms
$950 avg/night
(139)

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

Sleeps 6 · 2 Bedrooms · 3 Bathrooms
$222 avg/night
(57)

Scenic South Woodstock, Vermont home

Sleeps 6 · 4 Bedrooms · 2 Bathrooms
$375 avg/night
(50)

Search 606 vacation rentals

Top rated rentals — South Woodstock
Stayed Jun 2022

Simply Beautiful

We stayed here for a quiet family get together, 2 married couples, 2 more adults and 4 kids. It was a perfect place to get together to relax and play games together. Enjoyed a cappuccino on the beautiful deck in the morning and watching the sunset in...

Brian S.
Brian S.
Stayed Jun 2022

Perfect Location

Ideal location for visiting Vermont and the town of Woodstock. Lovely home with beautiful horses as neighbors. The kids enjoyed visiting with the horses daily. We enjoyed making fires and the hot tub. Star gazing and relaxing in the evenings was a hi...

Jacqueline A.
Jacqueline A.
Stayed Jun 2022

Wonderful place to stay in Woodstock!

This is a great place to stay in Woodstock (we were there during June) and was surrounded by things to do and restaurants all a quick drive away! We took short trips to the Billings Farm Museum and Quechee Gorge. It was also a short drive to the Rans...

Sarah G.
Sarah G.
Stayed Jun 2022

A perfect home base for exploring middle Vermont

The house comfortably housed 6 adults (4 of whom were college students). We enjoyed the boating, ping pong, games, and movies. Everything was fully stocked-kitchen, bathrooms, boating supplies, linens, and access to movies. Short drives to full groce...

Miriam C.
Miriam C.
Stayed Jun 2022

Great stay!

My two friends and I had a wonderful weekend in Vermont with this as our home base. The set-up was perfect and the kitchen stocked with every cooking utensil we could have wanted. The front porch was the perfect spot for conversation over coffee, too...

Anne M.
Anne M.
Stayed May 2022

Cozy place close to trails

The house is super clean, feels recently renovated, and the kitchen is great for cooking. Enjoyed the outdoor deck. About a mile from the Mt Peg trailhead, 3 miles from the center of Woodstock. My cousin and I stayed here to get in some mountain biki...

Tony S.
Tony S.

Westfield

Stayed May 2022

When in Vermont...

... we'll plan to stay at Meadow View! Super clean, very cozy, with just enough amenities and interest to tempt us to forget exploring the rest of the area. We thoroughly enjoyed our 4-night stay, as did our dog, who was immediately at home and at ea...

Emily B.
Emily B.
Stayed May 2022

We loved it!

I rented this space for a Songwriters Retreat and it worked perfect for us. The house is designed really well for big groups (we were 13). Everyone was very comfortable with their sleeping arrangements and the other rooms had just enough space for us...

Taraleigh W.
Taraleigh W.

Burlington, Vermont

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How many vacation rentals are available around South Woodstock?

Our 2022 property listings offer a large selection of 606 vacation rentals around South Woodstock. From 317 house rentals to 214 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in South Woodstock?

Yes, of course. Vrbo has 317 Houses in South Woodstock. Our other popular types of vacation rentals in South Woodstock include:

  • Condos/Apartments: 214 rentals available
  • Cabins: 54 rentals available
  • Cottages: 37 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in South Woodstock?

Yes, you can select your preferred vacation rental with pool among our 256 vacation rentals with pool available in South Woodstock. Please use our search bar to access the selection of vacation rentals available.