
Condo vacation rentals in Windham County
Find and book unique condos on Airbnb
Top-rated condo rentals in Windham County
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham County condo rentals
Weekly condo rentals

Renovated Condo - 5 min walk to Mount Snow
beautiful condo, well maitained and bathrooms new and remodeled. Great location to the ski lifts. He woks great, walls are solid because we couldn't hear the neighbors and all units were full this weekend. Nice fireplace and wifi worked great for the kids and all big flat screen tv's were excellent. Easy kitchen to cook in for the whole family. Best condo we've stayed at in Mt. Snow. Owners answered all our questions and recommendations

Ski in/out - 2BR Condo - Indoor Pool/Spa
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

Luxury Duplex Condo·Stratton Ski in Ski Out
This was a great place to stay! Super convenient and right in Stratton Mountain village. The hosts were very friendly and responsive. It was easy to communicate. They had every detail covered including shampoo, conditioner and even tissues. We highly recommend this place and would stay here again! Thank you😍

Renovated Stratton Mtn Studio | Walk to Lifts
Very well maintained, beautiful condo at base of Stratton Mountain. Host provided excellent, detailed communications.

Stratton Slopeside Retreat
We were looking for a fun ski weekend with friends and Sierra’s place was perfect. Close to the Tamarack lift, it was great for ski-in/ski-out. The unit was cozy with plenty of room. It had everything we needed and we’re already looking forward to next year! ⛷️

Your Vermondo awaits: Steps to Lifts & Village.
We really enjoyed our stay here with our 3 kids! The second bedroom was perfect with the trundle and the bunk beds. The condo was well maintained and exactly as described. The heated pool and hot tubs were great after a day on the slopes. We enjoyed the close walk to the lifts at Stratton as well as the walk to the village. Would highly recommend!

Walk to Lift - 2 Bedroom Condo - Newly Renovated
This place is AWESOME hence why we have come back multiple times and plan to come back again. James is very responsive and his place is perfectly clean and orderly every time we stay. 10/10

Mountainside Condo- 3bed/3Bath with amazing views.
We had a great ski weekend at Emilio’s place. The condo is so close to the mountain and the moover shuttle was super convenient. The set up is perfect for two families, with the bunk beds upstairs in the loft and two bedrooms/ bathrooms downstairs. Emilio was easy to communicate with and helpful during our stay.
Pet-friendly condo rentals

Pet Friendly Stratton West
Little smaller than what the photo showed. Overall exactly as stated in the description. Location is great and the host is extremely responsive and friendly. One of the better hosts in my experience

The Willows Unit G
Ava has been very responsive when I have questions and was quick to address my needs regarding the property. It is reassuring to have a host that demonstrates care.

Mt Snow Condo, 4-min Walk to Sundance Dog Friendly
Perfect stay for skiers who want to stay close to the resort! The bedrooms are spacious, the living room is cozy, and the kitchen is perfect for prepping meals. The hosts are incredibly responsive and lovely to chat with - would definitely stay again!

3BR Resort home near ski resorts with balcony
very nice property. we will most definitely be back...as long as it's not booked!

Stratton Mountain vacation spot
We had a great stay at this cozy condo, perfectly located on a shuttle route to Stratton Mountain. The convenience of being just minutes from the slopes made our ski trip stress-free.

Ski Condo 5 Min from Mt Snow
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!

Comfortable 2BR | Pool | Tennis | Fireplace
Condo was very clean & set up was accommodating. Plenty of towels. Pool was beautiful & heated. Owners failed to provide address or key to pool. Texting got a bot response. When I called customer service they were more helpful & provided mostly accurate info. We ended up finding a maintenance person who gave us a key. The bedding was comfortable & the seating & eating spaces were comfortable and accommodating. Ac on top floor was appreciated. Balcony was nice. Could use a surface for outdoor grilling. Bathrooms were very clean & updater. Overall we were very happy and would come back!

Magical Ski-In/Ski-Out Condo at Magic w/ game room
This kind of space is why AirBNB was invented; it was clearly a space where the owners also spend time, and it felt like staying at a friend’s clean, cozy home. Too many AirBNBs are basically fake hotels run by people trying to earn money with spaces they’ve never lived in, and this was a breath of fresh Vermont air! I can’t say enough nice things about this space or the hosts!
Condo rentals with a pool

Cozy Mountain Condo - Let's Hike!
Laura's place was great. It was clean, right on Bromley Mountain (ski on and ski off), and a quick drive to Manchester. Laura was very responsive and helpful. Even sent me a youtube video to help with my technical challenges of working with two remotes for the Smart TV. I highly recommend this AIRBNB.

Slopes N Seasons | Trailside Condo at Mount Snow
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.

Perfect 3 Br. Getaway Condo in Stratton, Vermont!
Lina was so responsive and helpful. Location could not have been more perfect. Such a lovely find! Thank you, Lina!

Condo w/ great amenities 4-seasons! Ski in Ski out
Christine was a great host. The condo was as described. The place was clean and well organized, very cute and cozy. Christine was very responsive and helpful. I will definitely stay here again.

Four Seasons Slope-side Getaway at Mount Snow
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.

Stratton Duplex Condo Steps to Lifts, Village!
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.

Pool & hot tub! Hiking, nature and mountain views!
We loved the proximity to Mount snow, and the layout of the place was cozy and comfortable. We loved the newly renovated kitchen and all kitchen supplies were new. We didn’t get to use the amenities but we loved the sauna and hot tub offerings!

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Perfect location to mt snow.. right across the street. It's an older complex but had everything we needed for a few days of skiing.. would rent again
Destinations to explore
- House rentals Windham County
- Chalet rentals Windham County
- Rentals with lake access Windham County
- Rentals with a fireplace Windham County
- Apartment rentals Windham County
- Rentals with breakfast Windham County
- Fitness-friendly rentals Windham County
- Townhouse rentals Windham County
- Pet-friendly rentals Windham County
- Rentals with a washer and dryer Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with a kayak Windham County
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Bed and breakfasts Windham County
- Family-friendly rentals Windham County
- Rentals with an EV charger Windham County
- Private suite rentals Windham County
- Tiny house rentals Windham County
- Beachfront rentals Windham County
- Farmstay rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with a patio Windham County
- Cabin rentals Windham County
- Rentals with beach access Windham County
- Rentals with a hot tub Windham County
- Rentals with a sauna Windham County
- Rentals with pools Windham County
- Rentals with a fire pit Windham County
- Condo rentals Vermont
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- Pineridge Cross Country Ski Area
- National Museum of Racing and Hall of Fame
- Clarksburg State Park
- Hooper Golf Course
- Brattleboro Ski Hill