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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 - tranquilClock Tower Base Area
9.0 out of 10, Wonderful, (74)
$283 nightly
The price is $320
Jan 11 - Jan 12, 2026
Total with taxes and fees

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
2nd-floor downtown Ludlow studio condo with kitchenette, streamingLudlow
8.6 out of 10, Excellent, (4)
$268 nightly
The price is $303
Jan 5 - Jan 6, 2026
Total with taxes and fees

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski ResortCavendish
10.0 out of 10, Exceptional, (19)
$481 nightly
The price is $539
Jan 4 - Jan 5, 2026
Total with taxes and fees

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFiClock Tower Base Area
8.6 out of 10, Excellent, (14)
$300 nightly
The price is $339
Jan 4 - Jan 5, 2026
Total with taxes and fees

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.Killington
10.0 out of 10, Exceptional, (1)
$280 nightly
The price is $317
Jan 19 - Jan 20, 2026
Total with taxes and fees

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the StreetLudlow
9.0 out of 10, Wonderful, (22)
$268 nightly
The price is $303
Jan 5 - Jan 6, 2026
Total with taxes and fees

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Ski-In/Out condo with patio, mountain views, washer/dryer, & cableClock Tower Base Area
9.2 out of 10, Wonderful, (26)
$367 nightly
The price is $414
Jan 28 - Jan 29, 2026
Total with taxes and fees

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 RouteLudlow
10.0 out of 10, Exceptional, (102)
$326 nightly
The price is $356
Jan 12 - Jan 13, 2026
Total with taxes and fees
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.
Top Woodstock Hotel Reviews

Pointe at Castle Hill Resort
10/10 Excellent
Find out more about Woodstock
Woodstock Condo Rentals information
Number of reviews | 341 |
|---|---|
Accommodation | 963 Condo Rentals |
Lowest Price | $303 |
Highest Price | $730 |
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