Search and Rent Windsor County Condos

Compare and save
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Windsor County

Our top choices for Windsor County condo rentals

The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!

The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Hartford
9.4 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. We had everything we needed and it was close to Dartmouth college and other great adventures."
United States
Bradley B.
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!

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
9.0 out of 10, Wonderful, (16 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

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
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location for a family ski trip! Condo is well described and had everything we needed."
United States
Sandra C.
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain

Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo

Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo
Quechee
9.4 out of 10, Exceptional, (6 reviews)
"Our short 2 night Fall stay was very nice. The condo was comfortable in every way. It was in a lovely area and we enjoyed the Moss Glen hike and visit to the Nature Center nearby. We would definitely stay there again. "
United States
Tina V.
Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo

Cozy Fireplace, Pets, Club Access! - Saltbox 9A

Cozy Fireplace, Pets, Club Access! - Saltbox 9A
Quechee
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful location, well-appointed home, very responsive property management team. Would definitely recommend and stay there again!"
United States
Jennifer K.
Cozy Fireplace, Pets, Club Access! - Saltbox 9A

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

Three-story, ski-in/out condo with mountain view - dog-friendly
Ludlow
8.8 out of 10, Excellent, (18 reviews)
"Loved the place!!"
United States
Robert P.
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

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, (8 reviews)
"Clean. Great location."
United States
joe h.
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking

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)
"Awesome location! Beautiful condo "
United States
anna c.
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

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)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
$338 nightly
The price is $382
May 9 - May 10
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Okemo Ski On Ski Off

Okemo Ski On Ski Off
ludlow
10.0 out of 10, Exceptional, (45 reviews)
"Great location, clean, very responsive owner!"
United States
Tommy M.
Okemo Ski On Ski Off

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Okemo Village
9.2 out of 10, Wonderful, (34 reviews)
"The slope was right front of the unit. Clean room, cozy and comfortable. "
United States
Peng W.
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

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
9.0 out of 10, Wonderful, (7 reviews)
"Very convenient for skiing with kids who need breaks and much cheaper to feed them at the condo. We were very happy with our stay. "
United States
Jennifer A.
Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d

Close to Lake & Golf & Pool - Newton Village 2A

Close to Lake & Golf & Pool - Newton Village 2A
Quechee
9.6 out of 10, Exceptional, (4 reviews)
"The property was comfortable, convenient, and clean. We enjoyed our stay. "
United States
Claudette R.
Close to Lake & Golf & Pool - Newton Village 2A

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
9.4 out of 10, Exceptional, (38 reviews)
"Easy walk to the ski slopes and ski back trail leads right to the building. Loved location and set up of the condo."
United States
Jitka M.
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

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, (23 reviews)
"Great communication without host. The property is clean, well stocked and well maintained. Would definitely stay again! Thanks for letting us share your space."
United States
Steve G.
$479 nightly
The price is $536
May 9 - May 10
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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!

Ground-floor condo with fireplace, pool, hot tub, tennis, washer/dryer & cable

Ground-floor condo with fireplace, pool, hot tub, tennis, washer/dryer & cable
Okemo Village
7.8 out of 10, Good, (14 reviews)
"Close to ski lifts and had enough space for 6 adults to relax after skiing all day."
United States
Tabitha E.
Ground-floor condo with fireplace, pool, hot tub, tennis, washer/dryer & cable

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)
"Location was great. Very clean. Compared to other properties in the area, seemed like very good value for money. Only issue is that the pull out was extremely uncomfortable and the main bed was rock hard. Also no coffee maker except for a Kureag and the unit did not come with any pods. Communication seems to be with a mix between AI and a real person. "
United States
Rino N.
Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Okemo Mountain Lodge unit with Direct Access to Clocktower Base Area at Okemo

Okemo Mountain Lodge unit with Direct Access to Clocktower Base Area at Okemo
Clock Tower Base Area
10.0 out of 10, Exceptional, (3 reviews)
"This location is very convenient and the amenities are sufficient for a 4 person family."
United States
James H.
Okemo Mountain Lodge unit with Direct Access to Clocktower Base Area at Okemo
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor County Hotel Reviews

Find out more about Windsor County

Windsor County Condo Rentals information

Number of reviews
254
Accommodation
350 Condo Rentals
Lowest Price
$382
Highest Price
$536

Explore a world of travel with Expedia