South Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for South Woodstock holiday rentals

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!
Sharon
10.0 out of 10, Exceptional, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is HK$1,080
HK$2,377 total
includes taxes & fees
6 Apr - 7 Apr
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Property grounds

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
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 HK$1,176
HK$1,475 total
includes taxes & fees
6 Apr - 7 Apr
Treehouse at Wise Pines- SoBo
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$757
HK$2,557 total
includes taxes & fees
6 Apr - 7 Apr
The Suites at Killington Center
Interior

Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
10.0 out of 10, Exceptional, (9 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is HK$941
HK$1,727 total
includes taxes & fees
26 Apr - 27 Apr
Addie's Place: A Quiet and Quirky Guesthouse
Interior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (17 reviews)
"It was an amazing experience! "
United States
Gruha
The price is HK$1,234
HK$2,234 total
includes taxes & fees
16 Apr - 17 Apr
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
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 HK$776
HK$1,896 total
includes taxes & fees
5 Apr - 6 Apr
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (78 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is HK$588
HK$2,033 total
includes taxes & fees
6 Apr - 7 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Interior

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
The price is HK$415
HK$2,300 total
includes taxes & fees
7 Apr - 8 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
TV, fireplace

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (13 reviews)
"perfect setup, very clean and comfortable. "
United States
Jeremiah J.
The price is HK$941
HK$2,814 total
includes taxes & fees
6 Apr - 7 Apr
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Living area

2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!

2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!
Plymouth
The price is HK$495
HK$730 total
includes taxes & fees
15 Apr - 16 Apr
2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!
Outdoor dining

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14 reviews)
"Great stay at Okemo. Super convenient to get to the lifts and unit was well maintained. Couldn’t find pillow cases for the pull out couch but otherwise everything was well appointed. Check in/check out was super easy. Thank you!"
United States
Kristin S.
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Property grounds

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is HK$400
HK$1,757 total
includes taxes & fees
8 Apr - 9 Apr
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
1 bedroom, desk, iron/ironing board, free WiFi

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
The price is HK$616
HK$2,032 total
includes taxes & fees
4 Apr - 5 Apr
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
TV

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Perfect spot to jump onto the mountain and ski. Two adults and 4 kids, and we had plenty of space for a long weekend."
United States
Allison T.
The price is HK$988
HK$3,304 total
includes taxes & fees
7 Apr - 8 Apr
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Exterior

Charming Lakefront Cottage on Lake Mascoma

Charming Lakefront Cottage on Lake Mascoma
Enfield
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.
Charming Lakefront Cottage on Lake Mascoma
Property grounds

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is HK$643
HK$1,543 total
includes taxes & fees
6 Apr - 7 Apr
Vermont Double Queen Suite | 10 Mins to Killington
TV, stereo

Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.0 out of 10, Wonderful, (4 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
The price is HK$889
HK$3,035 total
includes taxes & fees
4 Apr - 5 Apr
Killington Retreat | Deck-Fire Pit-Mountain Views!
Smart TV, fireplace

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (12 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is HK$1,421
HK$3,272 total
includes taxes & fees
4 Apr - 5 Apr
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
TV

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (72 reviews)
"Amazing stay! Great location, comfortable,had everything we needed. Would stay again."
United States
George
The price is HK$981
HK$2,242 total
includes taxes & fees
13 Apr - 14 Apr
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Indoor pool, a heated pool

Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!

Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!
Killington
8.8 out of 10, Excellent, (10 reviews)
"My friends and I enjoyed it solid spot for a skiing weekend"
United States
Matt M.
The price is HK$751
HK$2,325 total
includes taxes & fees
4 Apr - 5 Apr
Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!
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
"Bathrooms need an update"
Markus 3-night trip
Posted 12 hours 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:

  • View our selection of featured holiday rentals in South Woodstock
  • Use the map to find apartments and other holiday homes in the South Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Woodstock while they last

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

Frequently asked questions

Can I find holiday rentals in South Woodstock?

Yes, there are holiday rentals close to the most popular sights in South Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that South Woodstock has to offer?

Idyllic Lakefront House Suited Two Families: This holiday home rental outside of South Woodstock is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in South Woodstock?

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

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 wider area, you’ll find VINS Nature Center and Woodstock Town Hall Theatre.

What’s a holiday rental in South Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Woodstock. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.