Photo by George Sykes

South Woodstock Holiday Rentals

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Holiday Rentals in South Woodstock

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Fridge, microwave, oven, stovetop
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, 32 reviews
"Lovely property and great location to outdoor activities."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 176 reviews
"This property was beautiful and literally had everything we needed to cook family meals including spices and all necessary pots/pans. I was impressed by how much this hike had available form our convenience. My only issue is that the home is advertised as a 2 bedroom but it is a loft space with 3 beds and no doors. We were not expecting this but made it work. Other than that this place is a slice of heaven!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Exterior
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, 157 reviews
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Beautifully renovated with fireplace and coffee bar
Smart TV, fireplace, books
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, 60 reviews
"This is a sweet convo with lovely views from all windows. There is a porch off the kitchen where you can sit and hear birds. Fragrant lilac as you come up the stairs to the door. Wanda was very easy to work with, friendly and available. We thoroughly enjoyed the coffee bar, and in all, had a wonderful stay."
Beautifully renovated with fireplace and coffee bar
Lakefront home with amazing views, fireplace, firepit, & gas grill
Fridge, microwave, oven, stovetop
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, 58 reviews
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Idyllic Lakefront House Suited Two Families
Property grounds
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, 144 reviews
"Really enjoyed our stay! The view of the lake from the living room was so peaceful and pretty. The flowers were just starting to bloom, which added a nice splash of color to the view. The house is fully equipped with everything you need both inside and out. There were kayaks available (as well as a canoe) and we were out on the lake a couple times. The lake is long enough to really experience a very scenic paddle. There is also a little country store down a ways a bit where you can stop and get...
Idyllic Lakefront House Suited Two Families
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Fridge, microwave, oven, stovetop
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.0 out of 10, Wonderful, 9 reviews
"Beautiful, quiet location next to river with spectacular views of covered bridge & VT landscapes! Clean, cozy, bright, rustic home in wonderful rural Woodstock area. Home is conveniently close to most highways & the center of town. The spacious rooms have mix of period & contemporary furniture, adding to the charm. Had great outdoor deck & river view was certainly a big plus! A few deck chairs would have made that even better! The kitchen had all necessary items for nice stay, loved...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Outdoor spa tub
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, 12 reviews
"Nothing but positive things to say about the house. Would stay there again."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
6 bedrooms, WiFi, bed sheets
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, 69 reviews
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Killington Center Inn & Suites by Killington VR - Studios
Aerial view
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, 1 review
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
The price is HK$827
per night
22 Jun - 23 Jun
Killington Center Inn & Suites by Killington VR - Studios
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Property grounds
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, 29 reviews
"We had a great stay here! Looked just like the pictures. We especially loved the hot tub. Would love to come back."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Dining
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, 4 reviews
"Really enjoyed our stay. Beautiful location and truly relaxing"
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, 116 reviews
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, 189 reviews
"Our family enjoyed the dock and decks most of all, and my children spent as much time as they could playing in the water. The cottage is small but fit our family of four nicely. It had everything we needed for our 4-night getaway!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Desk, free WiFi, bed sheets
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
8.8 out of 10, Excellent, 38 reviews
"Great location within just a few miles of Killington base made our spring skiing getaway nice. The unit was as advertised clean with a comfortable king size bed, adequate room, and convenient parking. We especially like the privacy, nestled up top in this community off the access road. The icing on the cake for us was an excellent pool, a lab pool, and hot tub that we made grade use of enjoy your stay, will be back again!"
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Treehouse at Wise Pines- SoBo
1 bedroom
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, 10 reviews
"We (2) stayed in the treehouse which was perfect especially because we were just looking for the one night and most places only allow you to book 2 minimum. There were easy hiking trails directly outside of our door, along with a cute lodge/yoga studio! It was also an easy drive into Woodstock, roughly 10 minutes which was great for dinner :)"
The price is HK$1,288
per night
23 Jun - 24 Jun
Treehouse at Wise Pines- SoBo
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Exterior
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, 107 reviews
"Clean home close to downtown. Responsive owner. Highly recommended"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
Interior
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
8.0 out of 10, Very good, 14 reviews
"We enjoyed our stay. It is a beautiful property. The only complaint I have is the TV did not have any good channels. No news channels not cable etc.."
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
Charming, dog-friendly home with a private sauna, full kitchen, & furnished deck
Pool
Charming, dog-friendly home with a private sauna, full kitchen, & furnished deck
9.6 out of 10, Exceptional, 53 reviews
"Everything was great, good location close to Killington and the house had everything we needed!"
Charming, dog-friendly home with a private sauna, full kitchen, & furnished deck
Don't see what you're looking for?
See all available properties in South Woodstock
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.

Other types of properties in South Woodstock you may be interested in

White River Inn and Suites
Indoor pool
White River Inn and Suites
2.5 star property
7.2 out of 10, Good, 1,001 reviews
"Staff was nice and accomodating."
The price is HK$1,385
per night
24 Jun - 25 Jun
White River Inn and Suites
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, 1,002 reviews
"Nice buffet "
The price is HK$1,093
per night
30 Jun - 1 Jul
Killington Mountain Lodge, Tapestry Collection by Hilton
Hotel Coolidge
Front of property – evening/night
Hotel Coolidge
3.0 star property
8.2 out of 10, Very good, 1,005 reviews
"This hotel has a lot of history. It is located in the middle of downtown so convenient for walking. If you are looking for a place that is clean and comfortable without a lot of the so called modern amenities, this is the place for you."
The price is HK$1,269
per night
1 Jul - 2 Jul
Hotel Coolidge
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.

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?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: 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 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in South Woodstock?

Choose from 4 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 Billings Farm and Museum and Harpoon Brewery.

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.

Recent reviews of South Woodstock properties
Expedia verified reviews

Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel

5/5 Excellent
"This is a lovely place to stay"
A verified traveller from Ft Myers stayed at Best Western West Lebanon-Hanover Hotel
Posted 23 hours ago
Best Western West Lebanon-Hanover Hotel