Condo Rentals in Windsor County

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Our top choices for Windsor County 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, (76 reviews)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is AED 2,061
AED 3,511 total
includes taxes & fees
16 Feb - 17 Feb
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail

Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail
Ludlow
9.4 out of 10, Exceptional, (6 reviews)
Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail

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, (37 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 condo with water & mountain views, private sauna & fireplace

Ski-in/out condo with water & mountain views, private sauna & fireplace
Ludlow
9.8 out of 10, Exceptional, (51 reviews)
"Great place, clean and exactly as advertised. "
United States
Beth h.
Ski-in/out condo with water & mountain views, private sauna & fireplace

Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D

Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D
Okemo Village
10.0 out of 10, Exceptional, (29 reviews)
"Very nice property and fun ski mountian. "
United States
Bill
Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D

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, (5 reviews)
"Was great"
United States
Andrew H.
Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo

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, (38 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.

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Jackson Gore Base Area
9.8 out of 10, Exceptional, (28 reviews)
"The property was very clean and spacious and right on the slope. It was a great weekend getaway."
United States
Wendy S.
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Ski-in/out condo near lifts with a fireplace, pool, hot tub, & tennis

Ski-in/out condo near lifts with a fireplace, pool, hot tub, & tennis
Okemo Village
9.2 out of 10, Wonderful, (73 reviews)
"Everything was excellent "
United States
andy f.
Ski-in/out condo near lifts with a fireplace, pool, hot tub, & tennis

Highland Golf, Walk to Club - Lakeland Village 2D

Highland Golf, Walk to Club - Lakeland Village 2D
Quechee
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations were spotless and the host was very responsive"
United States
Maryann C.
Highland Golf, Walk to Club - Lakeland Village 2D

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (60 reviews)
"We had a great time at the wonderful Winterplace condo. The host was very responsive . "
United States
Ivania R.
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Slopeside 3-level 4BR Townhouse at the Top of Trailside Village -Okemo Mountain

Slopeside 3-level 4BR Townhouse at the Top of Trailside Village -Okemo Mountain
Ludlow
9.6 out of 10, Exceptional, (4 reviews)
"Great condo in excellent location with easy access to the slopes. Owner excellent with communication and very hospitable. Our family had a great time. "
United States
William F.
Slopeside 3-level 4BR Townhouse at the Top of Trailside Village -Okemo Mountain

Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
Ludlow
8.2 out of 10, Very Good, (22 reviews)
"Great Location. Inside of place was great. "
United States
Dan D.
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna
Ludlow
9.8 out of 10, Exceptional, (29 reviews)
"Clean and comfortable"
United States
Lynn D.
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

3BR/2BA, Ski in/out from A/B lift, pool & hot tub

3BR/2BA, Ski in/out from A/B lift, pool & hot tub
Okemo Village
10.0 out of 10, Exceptional, (3 reviews)
"The property was beautiful. Everything was modern and in excellent working condition. David and Shannon provided all of the little items to support our stay. Parking was easy and the walk to the lifts wasn't too far. "
United States
Robin R.
3BR/2BA, Ski in/out from A/B lift, pool & hot tub

Ski-in/out condo with mountain and lift views, hot tub, & pool

Ski-in/out condo with mountain and lift views, hot tub, & pool
Okemo Village
9.4 out of 10, Exceptional, (71 reviews)
"The location can't be beat, walk right out the back door onto the slopes! Nicely updated condo too."
United States
Jeff H.
Ski-in/out condo with mountain and lift views, hot tub, & pool

OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.

OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Okemo Village
10.0 out of 10, Exceptional, (17 reviews)
"The condo is great for ski in ski out"
United States
Nanette P.
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.

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, (19 reviews)
"Great stay"
United States
Esther K.
Ski-in/ski-out condo with WiFi, washer/dryer, mountain views & golf nearby

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, (14 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

Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside

Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Ludlow
10.0 out of 10, Exceptional, (31 reviews)
"Very nicely maintained and detailed. Great for families"
United States
Xavier V.
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
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