Condo Rentals in Windsor County

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Our top choices for Windsor County condo rentals

Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo

Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo
Jackson Gore Base Area
10.0 out of 10, Exceptional, (8 reviews)
"Was great"
United States
Andrew H.
Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo

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, (29 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is AED 231
AED 890 total
includes taxes & fees
13 Apr - 14 Apr
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Three-level ski-in/out condo with sauna, washer/dryer & mountain view

Three-level ski-in/out condo with sauna, washer/dryer & mountain view
Ludlow
8.8 out of 10, Excellent, (15 reviews)
"Loved skiing out our back door. This place was the perfect vacation getaway for our group!"
United States
Elaine C.
Three-level ski-in/out condo with sauna, washer/dryer & mountain view

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, (106 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 AED 511
AED 1,067 total
includes taxes & fees
20 Apr - 21 Apr
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Newly renovated ski-in/out slope side condo

Newly renovated ski-in/out slope side condo
Clock Tower Base Area
9.2 out of 10, Wonderful, (25 reviews)
"Excellent stay. "
United States
Blaine D.
Newly renovated ski-in/out slope side condo

Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain

Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain
Ludlow
9.8 out of 10, Exceptional, (40 reviews)
"Ski in/ Out great location"
United States
robert s.
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain

Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
Ludlow
10.0 out of 10, Exceptional, (45 reviews)
"The condo is beautiful, the beds were comfortable, and the community is quiet. We loved having the pool and gym to use during our stay. The proximity to downtown Ludlow, Okemo Clocktower and Jackson Gore, Camp Plymouth, and the Green Mountain Sugar House is ideal. We very much enjoyed our time here and would come back again. "
United States
Beth L.
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking

Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking
Proctorsville
9.0 out of 10, Wonderful, (7 reviews)
"Clean. Great location."
United States
joe h.
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking

Ski-in/ski-out condo with WiFi, washer/dryer, mountain views & golf nearby

Ski-in/ski-out condo with WiFi, washer/dryer, mountain views & golf nearby
Clock Tower Base Area
9.0 out of 10, Wonderful, (21 reviews)
"Great stay"
United States
Esther K.
Ski-in/ski-out condo with WiFi, washer/dryer, mountain views & golf nearby

Three-story, ski-in/out condo with mountain view - dog-friendly

Three-story, ski-in/out condo with mountain view - dog-friendly
Ludlow
8.6 out of 10, Excellent, (17 reviews)
"Great time, great spot, super easy"
United States
Kara B.
Three-story, ski-in/out condo with mountain view - dog-friendly

Ski-in/ski-out with the views! Solitude Village O 203

Ski-in/ski-out with the views! Solitude Village O 203
Ludlow
9.8 out of 10, Exceptional, (17 reviews)
"My family & I had an excellent time at Paul's place...perfect location!"
United States
David T.
Ski-in/ski-out with the views! Solitude Village O 203

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Ludlow
9.4 out of 10, Exceptional, (40 reviews)
"Nice location steps off of Moonshadow trail. "
United States
Abby P.
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d

Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d
Clock Tower Base Area
9.2 out of 10, Wonderful, (5 reviews)
"Fun place to stay to get out of the North Carolina heat. Good view of the mountain and easy access to Ludlow/ surrounding area."
United States
Greg A.
Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d

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)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is AED 246
AED 1,146 total
includes taxes & fees
13 Apr - 14 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Ski-in/ski-out condo with mountain view, private balcony, & fireplace
Clock Tower Base Area
8.4 out of 10, Very Good, (8 reviews)
"Awesome stay! Clean - Bed for couch could be better."
United States
Anonymous traveler
Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Okemo Village
9.6 out of 10, Exceptional, (37 reviews)
"We really enjoyed our stay. The condo was the perfect size for our group. Its location offered a lot of flexibility — everyone could ski as much or as little as they wanted to, being able to ski in/out as they wished. "
United States
Pam B.
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

Okemo Ski On Ski Off

Okemo Ski On Ski Off
ludlow
10.0 out of 10, Exceptional, (43 reviews)
"Perfect solitude village stay, great access to the lifts, super clean and cozy stay!"
United States
Dylan G.
Okemo Ski On Ski Off

The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!

The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!
Clock Tower Base Area
10.0 out of 10, Exceptional, (6 reviews)
"Kerry's condo was immaculate and comfortable and in an awesome location right on the mountain. She was very easy to communicate with and a great host. My son and I had a great time. Thank you Kerry!"
United States
Erin M.
The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Ludlow
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful setting"
United States
Paul D.
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

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)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is AED 408
AED 984 total
includes taxes & fees
24 Mar - 25 Mar
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
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 Windsor County Hotel Reviews