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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Woodstock holiday rentals

Studio | Exterior
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
Killington
The price is ฿6,264
฿13,449 total
includes taxes & fees
21 Jan - 22 Jan 2026
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
Indoor pool
Mountain Green

Mountain Green

Mountain Green
2.0 star property
Killington
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is ฿7,090
฿9,510 total
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green
Condo, 1 Bedroom, Kitchen, Garden View | Terrace/patio
The Suites at Killington Center

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center
Restaurant
Mountain Green Resort

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
6.0 out of 10, (1)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is ฿12,154
฿22,995 total
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green Resort
Condo, 1 Bedroom | Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
Killington
8.0 out of 10, Very good, (1)
"I had trouble getting in and out of the inner roads around the buildings and had to wait to use my rental car until the bus traffic cleared Old Mill Rd. to slush. This made me kind of locked in, but the bus service to and from the ski lodges did make it possible to ski. And that was the main reason I stayed at Mountain Green Resort the proximity and shuttle service."
United States
Scott
Mountain Green Resort by Killington VR - 1 Bedrooms
Condo, 1 Bedroom | Exterior
Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is ฿23,195
฿46,319 total
includes taxes & fees
15 Jan - 16 Jan 2026
Killington Ski Resort VT Vacation Condos
Condo, 3 Bedrooms | Interior
Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms
3.5 star property
Killington
The price is ฿12,802
฿33,075 total
includes taxes & fees
21 Jan - 22 Jan 2026
Fall Line Condos by Killington VR - 3 Bedrooms
Condo, 2 Bedrooms | Dining
Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo

Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo

Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo
3.5 star property
Killington
The price is ฿12,118
฿28,870 total
includes taxes & fees
21 Jan - 22 Jan 2026
Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo
House, 3 Bedrooms | Living area
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
3.0 star property
Killington
The price is ฿27,050
฿54,987 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is ฿30,888
฿54,577 total
includes taxes & fees
1 Jan - 2 Jan 2026
Blue Haven 3 Bedroom Home
Condo, 3 Bedrooms | Exterior
Fall Line Condo B2 3 Bedroom Condo

Fall Line Condo B2 3 Bedroom Condo

Fall Line Condo B2 3 Bedroom Condo
2.0 star property
Killington
4.0 out of 10, (1)
"This property should not be rented and I body ever got back to us and toilet was broken. You shouldn’t market this on Expedia. "
Canada
Philip Ross
The price is ฿24,167
฿45,335 total
includes taxes & fees
15 Jan - 16 Jan 2026
Fall Line Condo B2 3 Bedroom Condo
House, 4 Bedrooms | Interior
Alpine Court Chalet 4 Bedroom Home

Alpine Court Chalet 4 Bedroom Home

Alpine Court Chalet 4 Bedroom Home
3.0 star property
Killington
The price is ฿16,483
฿37,563 total
includes taxes & fees
11 Jan - 12 Jan 2026
Alpine Court Chalet 4 Bedroom Home
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 Woodstock Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The suite has everything what we need it ,this place is great for stay ,everyone is so polite ,location is great .Highly recommend!!!"
bozena 3-night trip
Posted 1 day ago
Pointe at Castle Hill Resort

Find out more about Woodstock

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

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

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

Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to Billings Farm and Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your holiday.

How many holiday rentals are there in Woodstock?

Expedia has 29 holiday rentals for your stay in Woodstock.

What’s there to see and do in Woodstock?

Cultural attractions include Woodstock Town Hall Theatre and Billings Farm and Museum, whereas Marsh-Billings-Rockefeller National Historical Park and Lakota Lake are a couple of picturesque spots to enjoy the outdoors. While here, Saskadena Six Ski Area and Green Mountain National Forest are other places worth a visit.

What’s a holiday rental in Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodstock. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.