Search and Rent Woodstock Condos

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Our top choices for Woodstock condo rentals

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, (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

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
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

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
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

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
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

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
Killington
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.

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, (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

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, (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

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
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

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
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

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
$313 nightly
The price is $353
Jan 12 - Jan 13, 2026
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

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, (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

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
2.0 star property
Killington
$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

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
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
$298 nightly
The price is $336
Jan 7 - Jan 8, 2026
Total with taxes and fees
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
$376 nightly
The price is $425
Jan 21 - Jan 22, 2026
Total with taxes and fees
Killington Ski Resort VT Vacation Condos

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
2.5 star property
Killington
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.

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
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

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
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

Killington Studio: Great Location! Comfy. 431

Killington Studio: Great Location! Comfy. 431
Killington
8.8 out of 10, Excellent, (5)
"Great place to stay!"
United States
Carla M.
Killington Studio: Great Location! Comfy. 431

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
3.0 star property
The Woods
9.8 out of 10, Exceptional, (7)
"Very clean and well equipped condo! We enjoyed our stay."
United States
Tanya W.
$492 nightly
The price is $556
Jan 26 - Jan 27, 2026
Total with taxes and fees
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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