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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Cuttingsville condo rentals

Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Condo in Clock Tower Base Area

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is AED 463
AED 1,275 total
includes taxes & fees
11 Jan - 12 January 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Smart TV, fireplace, books
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Condo in Ludlow

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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.
The price is AED 643
AED 1,225 total
includes taxes & fees
17 Dec - 18 Dec
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
1 bedroom, iron/ironing board, internet, bed sheets
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Condo in Ludlow

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
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.
The price is AED 349
AED 935 total
includes taxes & fees
17 Dec - 18 Dec
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Interior
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo in Ludlow

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is AED 220
AED 1,192 total
includes taxes & fees
17 Dec - 18 Dec
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Outdoor pool, a heated pool
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Condo in Cavendish

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
The price is AED 1,102
AED 1,979 total
includes taxes & fees
4 Jan - 5 January 2026
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Property grounds
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in Ludlow

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
The price is AED 584
AED 1,345 total
includes taxes & fees
12 Jan - 13 January 2026
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Exterior detail
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Condo in Ludlow

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is AED 551
AED 1,218 total
includes taxes & fees
5 Jan - 6 January 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Condo, 1 Bedroom | Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Condo in Killington

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
The price is AED 552
AED 1,717 total
includes taxes & fees
17 Dec - 18 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms
Outdoor dining
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Condo in Clock Tower Base Area

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is AED 617
AED 1,464 total
includes taxes & fees
4 Jan - 5 January 2026
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Property grounds
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Condo in Clock Tower Base Area

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is AED 485
AED 1,293 total
includes taxes & fees
4 Jan - 5 January 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Exterior
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Condo in Killington

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Exterior
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

Condo in Killington

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A
8.8 out of 10, Excellent, (3)
"Great location, just the right size, and comfy beds."
United States
Mike H.
The price is AED 303
AED 883 total
includes taxes & fees
17 Dec - 18 Dec
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A
Exterior
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Condo in Killington

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is AED 309
AED 991 total
includes taxes & fees
17 Dec - 18 Dec
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Condo, 1 Bedroom, Kitchen, Garden View | Private kitchen | Mini-fridge, microwave, oven, cookware/dishes/utensils
The Suites at Killington Center

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is AED 699
AED 1,577 total
includes taxes & fees
23 Dec - 24 Dec
The Suites at Killington Center
Interior
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Condo in Clock Tower Base Area

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
9.4 out of 10, Exceptional, (21)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
The price is AED 687
AED 1,669 total
includes taxes & fees
14 Jan - 15 January 2026
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
TV
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Condo in Killington

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is AED 731
AED 1,399 total
includes taxes & fees
15 Jan - 16 January 2026
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Smart TV, fireplace
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

Condo in The Woods

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
2.0 star property
10.0 out of 10, Exceptional, (3)
"We headed up to Killington for some fun spring skiing with the fam and the place was great - spacious, well appointed, and comfortable. Would definitely stay again."
United States
Ryan T.
The price is AED 917
AED 2,192 total
includes taxes & fees
17 Dec - 18 Dec
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
Condo, 2 Bedrooms | Living area
The Woods by Killington Vacation Rentals - 2 Bedrooms

Condo in The Woods

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
10.0 out of 10, Exceptional, (2)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
The price is AED 755
AED 2,423 total
includes taxes & fees
17 Dec - 18 Dec
The Woods by Killington Vacation Rentals - 2 Bedrooms
Terrace/patio
CozyCub- Location, Fireplace, Ski Off/Shuttle On!

Condo in Killington

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
10.0 out of 10, Exceptional, (22)
"Really enjoyed our time there. It's a simple and straightforward apartment. Easy to get to, and a really nice location."
United States
Matthew G.
The price is AED 472
AED 1,235 total
includes taxes & fees
17 Dec - 18 Dec
CozyCub- Location, Fireplace, Ski Off/Shuttle On!
Interior
The Big Chillington Sleeps 6 in Killington Center

Condo in Killington

The Big Chillington Sleeps 6 in Killington Center
10.0 out of 10, Exceptional, (5)
"We came up to meet family members that were staying at the Grand and this place turned out great!!! Perfect place to lay my head at night and then I mountain biked and golfed throughout my stay. About 5 minutes drive to Snowshed/Rams parking lots as well as the Grand. We were able to cook breakfast as needed as well and I really liked the stand on shower. Overall I rate 5/5!"
United States
Kaitlyn E.
The price is AED 461
AED 1,525 total
includes taxes & fees
17 Dec - 18 Dec
The Big Chillington Sleeps 6 in Killington Center
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 Cuttingsville Hotel Reviews

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

10/10 Excellent
"Clean room and everything I expected it to be. Will definitely book again!"
Emmanuel 2-night trip
Posted 23 hours ago
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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