Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Woodstock vacation rentals

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 ￥18,800
￥34,548 total
includes taxes & fees
Apr 18 - Apr 19
Addie's Place: A Quiet and Quirky Guesthouse
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 ￥20,373
￥46,302 total
includes taxes & fees
Apr 19 - Apr 20
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Interior

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (35 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is ￥25,019
￥45,984 total
includes taxes & fees
Apr 21 - Apr 22
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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 ￥8,433
￥46,698 total
includes taxes & fees
Apr 18 - Apr 19
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
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, (79 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is ￥11,914
￥41,208 total
includes taxes & fees
Apr 19 - Apr 20
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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 ￥7,784
￥35,402 total
includes taxes & fees
Apr 23 - Apr 24
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
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 ￥15,726
￥38,429 total
includes taxes & fees
May 3 - May 4
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very Good, (36 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is ￥10,008
￥44,304 total
includes taxes & fees
Apr 21 - Apr 22
Comfortable mountain gem with pool, mountain views, & indoor parking space
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 ￥12,730
￥30,983 total
includes taxes & fees
Apr 19 - Apr 20
Vermont Double Queen Suite | 10 Mins to Killington
Interior

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is ￥17,901
￥48,439 total
includes taxes & fees
Apr 19 - Apr 20
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Exterior

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.0 out of 10, Wonderful, (15 reviews)
"The apartment was very comfortable, including a very convenient bathroom. There was everything we needed. Though the apartment did not look like the photo on the internet site. There was no street number on the building which made it difficult to find it. "
United States
lilya l.
The price is ￥12,730
￥39,725 total
includes taxes & fees
Apr 18 - Apr 19
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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 ￥19,890
￥66,348 total
includes taxes & fees
Apr 19 - Apr 20
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is ￥12,152
￥29,802 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Rutland Retreat
Smart TV, fireplace, books

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great Condo. We had plenty of space. Wendi was very responsive and even accommodated us checking in an hour early when we arrived in town. We would definitely come back. "
United States
Barbara M.
The price is ￥17,471
￥40,254 total
includes taxes & fees
Apr 19 - Apr 20
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Indoor pool

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (32 reviews)
"Great location."
United States
Dustin S.
The price is ￥12,708
￥46,426 total
includes taxes & fees
Apr 21 - Apr 22
Welcoming condo near the slopes with free WiFi and full kitchen
Indoor pool

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is ￥11,755
￥55,328 total
includes taxes & fees
Apr 20 - Apr 21
Resort condo with mountain views, full kitchen, and free WiFi
TV, fireplace, DVD player, books

Resort condo with balcony & shared seasonal amenities - close to skiing

Resort condo with balcony & shared seasonal amenities - close to skiing
Killington
8.2 out of 10, Very Good, (35 reviews)
"It was clean and as advertised"
United States
Kiehl H.
The price is ￥11,775
￥45,539 total
includes taxes & fees
Apr 20 - Apr 21
Resort condo with balcony & shared seasonal amenities - close to skiing
Indoor pool

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (48 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is ￥9,372
￥37,716 total
includes taxes & fees
Apr 20 - Apr 21
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Exterior

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (25 reviews)
"Easy stay. Great location."
United States
Zach S.
The price is ￥15,885
￥40,048 total
includes taxes & fees
Apr 18 - Apr 19
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Outdoor dining

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (13 reviews)
"Great layout for our family of five!"
United States
Jennifer P.
The price is ￥21,302
￥68,587 total
includes taxes & fees
Apr 23 - Apr 24
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
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

The Vesper

The Vesper

10/10 Excellent
"Lovely old house, firm and comfortable bed, great location, delicious breakfast, easy check-in, friendly host. We loved our stay and would definitely stay here again!"
Brenda 3-night trip
Posted 7 hours ago
The Vesper

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

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Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to Billings Farm and Museum, or you can choose a more remote option if you want a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your vacation.

What's the top vacation rental that Woodstock has to offer?

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock: This vacation home rental outside of Woodstock is located on a river and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodstock?

Expedia has 31 vacation 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, VINS Nature Center and Saskadena Six Ski Area are other places worth a visit.

What’s a vacation rental in Woodstock like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Woodstock. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.