Search and Rent Woodstock Condos

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Our top choices for Woodstock condo rentals

9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
$283 nightly
The price is $320
Jan 11 - Jan 12, 2026
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
8.6 out of 10, Excellent, (4)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
$268 nightly
The price is $303
Jan 5 - Jan 6, 2026
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
$481 nightly
The price is $539
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
$300 nightly
The price is $339
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
$280 nightly
The price is $317
Jan 19 - Jan 20, 2026
Total with taxes and fees
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
$268 nightly
The price is $303
Jan 5 - Jan 6, 2026
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
9.2 out of 10, Wonderful, (26)
"Loved the location"
United States
Steven W.
$367 nightly
The price is $414
Jan 28 - Jan 29, 2026
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
$326 nightly
The price is $356
Jan 12 - Jan 13, 2026
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
9.4 out of 10, Exceptional, (22)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
$390 nightly
The price is $441
Jan 8 - Jan 9, 2026
Total with taxes and fees
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
$313 nightly
The price is $353
Jan 13 - Jan 14, 2026
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
$328 nightly
The price is $370
Jan 12 - Jan 13, 2026
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
$332 nightly
The price is $375
Jan 13 - Jan 14, 2026
Total with taxes and fees
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
$293 nightly
The price is $331
Jan 7 - Jan 8, 2026
Total with taxes and fees
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
3.5 star property
$376 nightly
The price is $425
Jan 21 - Jan 22, 2026
Total with taxes and fees
Killington Ski Resort VT Vacation Condos
10.0 out of 10, Exceptional, (2)
"Roomy, excellant property. I would rent again, loved it"
United States
Mickey E.
$646 nightly
The price is $730
Jan 19 - Jan 20, 2026
Total with taxes and fees
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
3.5 star property
The Suites at Killington Center
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
$277 nightly
The price is $313
Jan 6 - Jan 7, 2026
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.4 out of 10, Exceptional, (8)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
$340 nightly
The price is $384
Jan 19 - Jan 20, 2026
Total with taxes and fees
Killington condo 5 min to killington resort
8.8 out of 10, Excellent, (5)
"Great place to stay!"
United States
Carla M.
Killington Studio: Great Location! Comfy. 431
9.8 out of 10, Exceptional, (7)
"Very clean and well equipped condo! We enjoyed our stay."
United States
Tanya W.
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
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

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Woodstock Condo Rentals information

Number of reviews
341
Accommodation
963 Condo Rentals
Lowest Price
$303
Highest Price
$730

Frequently asked questions

How much do condos in Woodstock cost?
The price range for condos in Woodstock is $303 to $730 per night. Whatever your budget, you'll find someplace that fits the bill — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Woodstock with Expedia?
Reserving a condo in Woodstock is as easy as deciding on your travel dates and picking an option that checks your boxes. On the search for something upscale or budget friendly, or a stay that also comes with a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Woodstock?
Expedia can help you look for cheap condos in Woodstock. To discover your dream stay in a few quick clicks, use our convenient filter tool to refine your search by amenities, star rating and budget.
What is there to do in Woodstock near my condo?
There are lots of superb things to fill your days in Woodstock. Don't miss attractions like Dana House Museum, Taftsville Covered Bridge and Marsh-Billings-Rockefeller National Historical Park. Woodstock Country Club, Billings Farm and Museum and Woodstock Town Hall Theatre are other must-do's.

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