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Apartment holiday rentals in Winhall

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Popular amenities for Winhall apartment rentals

Weekly apartment rentals

Superhost
Apartment in Dover
4.87 out of 5 average rating, 23 reviews

Cozy 2BR Condo Walking Distance to Mount Snow

KymberlyRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Ludlow
4.91 out of 5 average rating, 35 reviews

The Okemo Love Lounge (Ski In Ski Out)

HenryRating, 5 stars1 month ago
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!
Superhost
Apartment in Ludlow
5 out of 5 average rating, 4 reviews

3 BR Ski-in/Ski-Out Fireplace, Pool, Full Kitchen

AlineRating, 5 stars13 months ago
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!
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 72 reviews

Free Shuttle Mt SNOW / Hot Tub / 2 King Beds

JenniferRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Stratton
4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

DrewRating, 5 stars1 month ago
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.
Superhost
Apartment in Dover
4.8 out of 5 average rating, 110 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

BrendanRating, 5 stars1 month ago
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

Superhost
Apartment in Ludlow
4.89 out of 5 average rating, 37 reviews

Fully walkable 2BR condo in Ludlow’s village!

MatthewRating, 5 stars11 months ago
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..
Superhost
Apartment in Winhall
5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

DoojinRating, 5 stars2 months ago
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
Guest favourite
Apartment in Dover
4.97 out of 5 average rating, 29 reviews

Mt Snow Condo, 4-min Walk to Sundance Dog Friendly

GaryRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Dover
4.9 out of 5 average rating, 50 reviews

Ski Condo 5 Min from Mt Snow

LindseyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Stratton
4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

CandaceRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Stratton
5 out of 5 average rating, 17 reviews

1st Fl Condo 3BR @ Stratton Sleeps 7 Pool, Hot Tub

KatherineRating, 5 stars2 months ago
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!!
Guest favourite
Apartment in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Londonderry
4.95 out of 5 average rating, 59 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

StephanieRating, 5 stars2 months ago
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

Guest favourite
Apartment in Peru
4.97 out of 5 average rating, 89 reviews

Cozy Mountain Condo - Let's Hike!

StevenRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Stratton
4.95 out of 5 average rating, 61 reviews

Renovated Stratton Mtn Studio | Walk to Lifts

LaurenRating, 5 stars1 month ago
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!!!
Guest favourite
Apartment in Ludlow
4.93 out of 5 average rating, 109 reviews

One Bedroom Suite Near Okemo

ElizabethRating, 5 stars3 weeks ago
Great little studio . Lots of nearby dining options, and a short drive to Okemo.
Top guest favourite
Apartment in Stratton
5 out of 5 average rating, 43 reviews

Your Vermondo awaits: Steps to Lifts & Village.

ErinRating, 5 stars3 weeks ago
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!
Superhost
Apartment in Cavendish
4.87 out of 5 average rating, 31 reviews

Condo at Castle Hill

MonicaRating, 5 stars2 months ago
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.
Superhost
Apartment in Ludlow
4.8 out of 5 average rating, 10 reviews

Solitude 3BR/2.5 Bath - True Ski in/Ski out

GregRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Dover
4.93 out of 5 average rating, 45 reviews

Cozy Mt Snow 1-bed w fireplace & view

RickRating, 5 stars1 month ago
Great stay at a great condo. Everything top notch and great hosts. Hope to be back soon
Guest favourite
Apartment in Ludlow
5 out of 5 average rating, 9 reviews

3BR with pool, golf, lake, MTB & hiking trails

SheilaRating, 5 stars1 month ago
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

Destinations to explore

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  2. United States
  3. Vermont
  4. Bennington County
  5. Winhall
  6. Apartment rentals