South Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for South Woodstock vacation rentals

Property grounds

Cabin in Woodstock

Treehouse at Wise Pines- NoBo
9.6 out of 10, Exceptional, (15 reviews)
"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 ￥23,846
￥29,909 total
includes taxes & fees
Mar 23 - Mar 24
Treehouse at Wise Pines- NoBo
Aerial view

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (22 reviews)
"Older unit but very convenient for the slopes, and nice to have a bar/grill in the building."
United States
Neil
The price is ￥28,260
￥37,908 total
includes taxes & fees
Apr 7 - Apr 8
Mountain Green
Exterior

Vacation Home in Enfield

Charming Lakefront Cottage on Lake Mascoma
10.0 out of 10, Exceptional, (21 reviews)
"Couple day getaway, beautiful views right on the water plenty of windows, well stocked on house essentials"
United States
Stephanie V.
The price is ￥47,214
￥97,108 total
includes taxes & fees
Mar 23 - Mar 24
Charming Lakefront Cottage on Lake Mascoma
Aerial view

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is ￥20,475
￥57,496 total
includes taxes & fees
Mar 23 - Mar 24
The Suites at Killington Center
House (5 Bedrooms) | Front of property

Cottage in Ludlow

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
The price is ￥175,026
￥272,212 total
includes taxes & fees
Mar 22 - Mar 23
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Terrace/patio

Cabin in Sharon

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is ￥22,653
￥49,231 total
includes taxes & fees
Mar 23 - Mar 24
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Interior

Condo in Killington

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
10.0 out of 10, Exceptional, (81 reviews)
"Great small condo, nicely appointed, very clean, and great location ! "
United States
Jonathan R.
The price is ￥47,691
￥60,897 total
includes taxes & fees
Mar 19 - Mar 20
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Private kitchen

Vacation Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥15,738
￥38,458 total
includes taxes & fees
Mar 19 - Mar 20
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior

Vacation Home in Chester

Cozy Vermont Cabin · Mountain Views · Near Okemo
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥95,223
￥171,103 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Vermont Cabin · Mountain Views · Near Okemo
Exterior

Condo in Killington

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
9.4 out of 10, Exceptional, (58 reviews)
"Wonderful location…"
United States
David C.
The price is ￥33,840
￥95,064 total
includes taxes & fees
Mar 24 - Mar 25
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Outdoor pool, a heated pool

Condo in Cavendish

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
10.0 out of 10, Exceptional, (23 reviews)
"Amazing place! "
United States
Tara
The price is ￥47,691
￥86,531 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Terrace/patio

Vacation Home in Killington

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is ￥141,436
￥288,199 total
includes taxes & fees
Mar 19 - Mar 20
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Interior

Vacation Home in Killington

The Mountainside House - Luxury Home in Killington
9.6 out of 10, Exceptional, (55 reviews)
"Had a great stay as usual for our company trip!"
United States
Anonymous traveler
The price is ￥265,657
￥511,135 total
includes taxes & fees
Mar 29 - Mar 30
The Mountainside House - Luxury Home in Killington
Interior

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
10.0 out of 10, Exceptional, (15 reviews)
"Hot tub was wonderful! We only opened it half way for the two of us and it maintained 102-103 the entire time and was very clean! "
United States
Crissi C.
The price is ￥27,820
￥49,491 total
includes taxes & fees
Apr 14 - Apr 15
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Interior

Cottage in Hartford

Addie's Place: A Quiet and Quirky Guesthouse
10.0 out of 10, Exceptional, (8 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is ￥19,076
￥35,029 total
includes taxes & fees
Mar 23 - Mar 24
Addie's Place: A Quiet and Quirky Guesthouse
Smart TV, fireplace, video games, books

Vacation Home in Mt Holly

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is ￥30,237
￥88,584 total
includes taxes & fees
Apr 12 - Apr 13
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Dining

Apartment in Rutland

Cozy Rutland Retreat
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is ￥12,161
￥29,824 total
includes taxes & fees
Mar 22 - Mar 23
Cozy Rutland Retreat
Smart TV, fireplace, foosball, offices

Vacation Home in North Sherburne

4BR Killington Home Perfect for Families, Pet-Friendly
10.0 out of 10, Exceptional, (23 reviews)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
The price is ￥35,475
￥111,962 total
includes taxes & fees
Mar 19 - Mar 20
4BR Killington Home Perfect for Families, Pet-Friendly
Property grounds

Cabin in Woodstock

Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (25 reviews)
"The treehouse was so comfortable! Every area was clean and documented well. Chelsey was great for the small amount of time that we did talk to her. Will definitely stay again. "
United States
Jennifer P.
The price is ￥23,846
￥29,909 total
includes taxes & fees
Mar 23 - Mar 24
Treehouse at Wise Pines- SoBo
Smart TV, fireplace, video games, DVD player

Vacation Home in Killington

Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views
10.0 out of 10, Exceptional, (49 reviews)
"We had a great day here! The location could not be beat… Fast access to the mountain as well as restaurants on the access road. House was exactly as described, lots of space for our two family group. Would definitely rent again!"
United States
Anne P.
Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views
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 Woodstock Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"The staff is very welcoming and the room is fully equipped! Perfect choice for the family ski trip’"
Hui 4-night trip
Posted 1 hour ago
Best Western Inn & Suites Rutland-Killington

Find out more about South Woodstock

Search for holiday rentals in South Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in South Woodstock using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Woodstock!

Frequently asked questions

Can I find vacation rentals in South Woodstock?

Yes, we offer vacation rentals near well known points of interest in South Woodstock, or you can choose a more remote option if you're looking for relaxation. Our travelers say South Woodstock has a good selection of restaurants. Make sure you have time to check out the bars while you're in the area.

What are some of the best vacation rentals in South Woodstock?

Idyllic Lakefront House Suited Two Families: This vacation home rental outside of South Woodstock is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Woodstock?

Choose from 5 Expedia vacation rentals in South Woodstock for a memorable vacation.

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

While exploring the area, visit family-friendly sights like Sugarbush Farm, or get outside and enjoy nature at Marsh-Billings-Rockefeller National Historical Park. In the larger area, you’ll find Woodstock Town Hall Theatre and Billings Farm and Museum.

What’s a vacation rental in South Woodstock like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in South Woodstock. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.