Photo by George Sykes

South Woodstock Holiday Rentals

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Holiday Rentals in South Woodstock

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, 178 reviews
"Exactly as described only better! The only thing you need to bring is food for the fridge and soap for the shower. Every thing you can think of was already there for you! The property was breath taking and the privacy was perfect! I can tell you, with 100 percent certainty, I will not only be back in Vermont but I will be staying at this house any time of the year! Absolutely worth the visit!"
Cozy Hideaway near Ludlow/Okemo. 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, 61 reviews
"I spent just a few nights with my two young daughters and we loved our stay so much. We are quite familiar with the area and were delighted to be able to swim at Quechee Falls (about a 2 minute drive) this trip due to the dry season. Wanda and Eran keep this place so well stocked with good quality products, everything you need in the kitchen, bathrooms, and throughout. The coffee bar was lovely and taken advantage of daily. My girls loved the game drawer as well as the tv of course during some...
Beautifully renovated with fireplace and coffee bar
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Exterior
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
9.8 out of 10, Exceptional, 158 reviews
"Spacious nice cabin. Exactly as listed. Clean, everything worked and we had everything we needed. There were 12 of us, it rained all weekend and we had plenty of room to spread out or be together, as we wished. My only criticism would be that the screens need to be replaced and/or repaired. In really hot weather that we just had, it’s important to be able to open windows. Half or more of the screens were missing or had holes so could only use half of the windows to move air. Thank god it wasn’t...
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
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
Idyllic Lakefront House Suited Two Families
Property grounds
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, 145 reviews
"We had a relaxing week!"
Idyllic Lakefront House Suited Two Families
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
HK$1,592 total
includes taxes & fees
30 Jun - 1 Jul
Treehouse at Wise Pines- SoBo
"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
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. "
Killington Center Inn & Suites by Killington VR - Studios
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
Interior
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
7.8 out of 10, Good, 15 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
Indoor 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
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Fridge, microwave, oven, stovetop
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.8 out of 10, Exceptional, 16 reviews
"Great location to restaurant and ski mountain"
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
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
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, 33 reviews
"Excellent quiet spot on the mountain. Beautiful town home. The house is closer to the trail than any of the lodges (about 20 feet). I was here on an abnormally hot day in the summer so I didn't ski or snowboard, but the AC came in handy and worked very well. Thanks for a great stay!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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
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
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Fridge, microwave, oven, stovetop
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
10.0 out of 10, Exceptional, 16 reviews
"From my first inquiry Dave had been responsive snd helpful. Beautiful house and we couldn’t ask for closer to Okemo trails. So much room in the home for all 17 of us. A fall trip back might be in our future for leave changing views."
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
Outdoor dining
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
10.0 out of 10, Exceptional, 115 reviews
"We arrived on Thursday and checked out on Sunday morning. We were a group of 16 adult golfers. The house was perfect. It was close to the golf course and we even got some fishing in at Kent Pond nearby ( with a bald eagle sighting!). The guys loved the pool table and the hot tub. We lit a fire every night and had loads of room for a cornhole tourney. Easy to cook in the kitchen and the grill was perfect on the deck. Checkin and check out were easy and Carla was in touch at all the right times....
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
Comfortable mountain gem with pool, mountain views, & indoor parking space
Property grounds
Comfortable mountain gem with pool, mountain views, & indoor parking space
8.8 out of 10, Excellent, 19 reviews
"The unit and building are showing their age, but everything is clean and the location is great. The kids enjoyed the brand new pool, sauna, and hot tub"
The price is HK$437
HK$2,363 total
includes taxes & fees
3 Jul - 4 Jul
Comfortable mountain gem with pool, mountain views, & indoor parking space
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
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

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, 1,000 reviews
"Conveniently located near the mountain. Hilton did a good job updating the condition of the property. Breakfast should still be complimentary (not worth what they’re charging). "
The price is HK$1,122
HK$1,234 total
includes taxes & fees
8 Jul - 9 Jul
Killington Mountain Lodge, Tapestry Collection by Hilton
White River Inn and Suites
Indoor pool
White River Inn and Suites
2.5 star property
7.2 out of 10, Good, 1,000 reviews
"Staff was nice and accomodating."
The price is HK$1,386
HK$1,524 total
includes taxes & fees
30 Jun - 1 Jul
White River Inn and Suites
Fireside Inn & Suites West Lebanon
Lobby
Fireside Inn & Suites West Lebanon
2.5 star property
8.0 out of 10, Very good, 1,000 reviews
"Thankfully they accept dogs, and charge what I think is a reasonable amount of $25, after paying $75.00 at the Hampton Inn, Wilkes Barre. Was prepared for the well used conditions. Group of wild cyclists kept us up until 8:00 pm"
The price is HK$1,202
HK$1,474 total
includes taxes & fees
4 Jul - 5 Jul
Fireside Inn & Suites West Lebanon
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
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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 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

Hampton Inn Rutland

Hampton Inn Rutland

5/5 Excellent
"Liked that it was open and convenient. Lovely place "
A verified traveller stayed at Hampton Inn Rutland
Posted 20 hours ago
Hampton Inn Rutland