
Apartment holiday rentals in Winhall
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Top-rated apartment rentals in Winhall
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Weekly apartment 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.

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.

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
Pet-friendly apartment rentals

Fully walkable 2BR condo in Ludlow’s village!
I had an excellent stay at Ryan’s place. It was exactly as advertised - clean and peaceful. It was honestly a wonderful time. The only slight issue is that it is directly in front of a main road, so you do hear some traffic in the bedroom, but Vermont being as quiet as it is, this is pretty much over by nine or 10 o’clock and I slept well and it really wasn’t a problem. Ryan was a great host and very responsive to any issue I might’ve had. During my month-long stay there was another group who rented the apartment above who were breaking the quiet time rules after 10 PM and partying until 2am. Ryan asked them to leave. To me this is the sign of a truly great host who did something uncomfortable to make my stay a good one. I highly recommend the place..

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.

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!
Apartment 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
Great little studio . Lots of nearby dining options, and a short drive to Okemo.

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!

Condo at 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.

Cozy Mt Snow 1-bed w fireplace & view
Great stay at a great condo. Everything top notch and great hosts. Hope to be back soon

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 apartment rentals in Winhall
Total rentals
30 properties
Nightly prices starting at
£68 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
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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Monadnock State Park
- Berkshire East Mountain Resort
- West Mountain Ski Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Lake George Expedition Park
- Hooper Golf Course
- Baker Hill Golf Club
- Mount Sunapee Resort
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
- Northern Cross Vineyard
- Pineridge Cross Country Ski Area
- Willard Mountain
- Gooney Golf