A rural landscape with rolling hills, a winding dirt road, and a cluster of red barns.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for South Woodstock holiday rentals

Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (27 reviews)
"I enjoy the location "
United States
troy
The price is ฿2,589
฿7,736 total
includes taxes & fees
13 Jul - 14 Jul
Mountain Green
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ฿9,422
฿14,828 total
includes taxes & fees
18 Jul - 19 Jul
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Interior

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is ฿4,193
฿8,456 total
includes taxes & fees
9 Jul - 10 Jul
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
The price is ฿9,970
฿23,063 total
includes taxes & fees
31 Jul - 1 Aug
Killington A-frame 2 Bedroom Home
House (5 Bedrooms) | Front of property

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is ฿39,479
฿61,284 total
includes taxes & fees
8 Jul - 9 Jul
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
Breakaway House by Killington Vacation Rentals
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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"So, I'll say that my stay was well worth the money. The room was clean, and I have no complaints about the staff as the lady at the counter was welcoming and respectful. My one gripe would have to be the AC unit which worked continuously, which I was happy about. The one issue I had with it was my inability to adjust the temperature setting, but who knows - that could have been on me. The fireplace was lovely and it added a comforting touch to the room. All in all, this is certainly a place to consider when in the area."
Mitchell 1-night trip
Posted 2 hours ago
Fireside Inn & Suites West Lebanon

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
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  • 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.

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 Red Wagon Toy Company, or get outside and enjoy nature at Ottaquechee River. In the wider area, you’ll find Woodstock Town Hall Theatre and Billings Farm and Museum.

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.