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

Cozy 2BR Condo Walking Distance to Mount Snow
Think this is our third time staying at the condo and again it was great. Love being able to walk across the street to the mountain, renting equipment from Equip Sports is very convenient. In our opinion the condo has everything you need for a family of 4. Can’t wait until next year.

Mt Snow Ski In/Out at Seasons
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

The Okemo Love Lounge (Ski In Ski Out)
This spot id a literal ski in and ski out on Okemo resort. It is very convenient for a get away. The description matches the photos and the host was very responsive. We will definitely keep this spot in mind for future ski trips!

3 BR Ski-in/Ski-Out Fireplace, Pool, Full Kitchen
Noah’s unit was absolutely wonderful. I’m not sure if the listing says this but it’s literally in front of a lift! The ski in ski out isnt a short walk. It’s right in front of the doorway. Also I’ve never been so close to a CAT grooming the trails. The unit itself was well stocked, with a great fireplace and spacious three bedrooms. Noah was responsive and very easy to communicate with. And very accommodating esp for a last minute trip! We’d love to return to this place!

Free Shuttle Mt SNOW / Hot Tub / 2 King Beds
Lovely condo, very clean, with incredibly convenient shuttle access to Mt Snow. No food storage containers or stemmed wineglasses, so bring your own. Highly recommend.

Stratton two bedroom condo on a shuttle
Megan’s place was great for a weekend of skiing at Stratton. Right on a shuttle route that picks you up at the front door and is very reliable. Clean and comfortable. Megan was extremely helpful and responsive throughout the whole process from booking to check in and check out.

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

Lyon Family Lodge - Ski-in/ski-out
Great location, ski on ski off and very nice community not far from restaurants. Jared was very responsive and flexible with check in time. Overall a great condo on the mountain and would stay here again.
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

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!

Ski Condo 5 Min from Mt Snow
Second stay at William’s. Loved it again the second time, great area and super close to Mt Snow resort. Great restaurants and of course the Snow Republic Brewery nearby. Thanks for the great stay!

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.

1st Fl Condo 3BR @ Stratton Sleeps 7 Pool, Hot Tub
Our stay at Carl’s listing was more than we could ask. The location is perfect to the mountain and the shops and restaurants in the village. Carl was very helpful for the check in process and was very responsive. The space was very large and clean. We had the best time and I would certainly stay here again in the future!! The amenities at the lodge were amazing and the lodge manager was so incredibly helpful and friendly as well. A happy and fun vacation!!

Mount Snow Close, Great Price, Lots of Room
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.

3 Story Condo - 5 Minutes to Mount Snow!
We had a great time staying at Kens place! Ken was very responsive and accommodating! Thank you!

Magical Ski-In/Ski-Out Condo at Magic w/ game room
Place was perfect! Right on the mountain for easy access to Magic Mountain. The kids loved the game room! Patrick and Erin were easy to communicate with and very responsive. We can’t wait to come back next year!
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.

Renovated Stratton Mtn Studio | Walk to Lifts
Caitlin's place is exactly as described- comfortable, luxurious, & convenient! It was the perfect space for our family (3) for a quick weekend getaway to end the ski season. The home was meticulous and she left no stone unturned in terms of how she optimized the space, whilst keeping a luxe look & feel. The distance to the mountain was incredibly convenient, the beds super comfortable and like other reviewers, the toilet was a key highlight for all. Caitlin was super responsive when I had questions and we all felt welcome and at home. We would absolutely stay again!!!

One Bedroom Suite Near Okemo
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.

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!

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.

Condo in Castle Hill.
Had a great time with the family. It is a little tight for 4 people but we made it work. Conveniently located to Okemo Mountain and Ludlow Restaurants.

Solitude 3BR/2.5 Bath - True Ski in/Ski out
Our stay was incredible. Everyone has a different opinion on the best ski on/ski off location, but I thought this location was excellent. The pictures don’t do it justice. It’s the groundlevel corner unit located about 50’ from the top of the Morningstar Triple chair. The Sidewinder trail runs right next to the unit, the Solitude Express chair is literally 20 seconds down the hill and you can ski to the “candy mailbox” in only a couple of minutes. The 43 North restaurant/bar is attached to the Solitude building that has access to the hot tub, play room and outdoor pool – you can easily ski to it, drive there in less than 5 minutes or even walk to it down the hill. The unit itself appears to have been recently updated, as everything is in great condition. The kitchen is extremely well stocked, the beds are comfortable and it’s very clean. As a bonus, you get a great view of the sunrise as you drink your coffee in the living room. Fully recommend this unit.

3BR with pool, golf, lake, MTB & hiking trails
David and Shannon were great hosts. Place was as pictured and very nice. Would recommend it to anyone.
Quick stats about condo rentals in Winhall
Total rentals
30 properties
Nightly prices starting at
$141 AUD before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Plainview Holiday rentals
- Cape Cod Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a fire pit Winhall
- Rentals with a washing machine and dryer Winhall
- Kid-friendly rentals Winhall
- Rentals with pools Winhall
- Chalet rentals Winhall
- Cabin rentals Winhall
- Rentals with a fireplace Winhall
- Pet-friendly rentals Winhall
- House rentals Winhall
- Rentals with a sauna Winhall
- Family-friendly rentals Winhall
- Ski-in/ski-out rentals Winhall
- Rentals with a hot tub Winhall
- Fitness-friendly rentals Winhall
- Apartment rentals Winhall
- Rentals with a patio Winhall
- Townhouse rentals Winhall
- Rentals with outdoor seating Winhall
- Rentals with lake access Winhall
- Condo rentals Bennington 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
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Saratoga Spa State Park
- Saratoga Race Course
- West Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course
- Lake George Expedition Park
- Baker Hill Golf Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Peebles Island State Park
- Willard Mountain