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 stars3 weeks 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 Ludlow
5 out of 5 average rating, 32 reviews

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

AmberRating, 5 stars1 month ago
This was our second time staying at Lauren's beautiful home, and it certainly won’t be our last! The location is absolutely perfect—right on the mountain, making it incredibly convenient! The condo itself is beautifully appointed and stocked with everything you could possibly need for a comfortable stay. One of our favorite features was the wood-burning fireplace, which added a wonderful touch to our evenings after a long day on the slopes. Lauren is a gracious host, always attentive and ready to help with anything we needed. We recommend her place to all our family and friends and look forward to returning next year for more unforgettable memories! Thank you, Lauren, for another fantastic stay!
Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 237 reviews

Mt Snow Ski In/Out at Seasons

LindsayRating, 5 stars1 week ago
Andrew is a great host. We were able to enjoy activities at Mt.Snow early before check in which we appreciated. Condo was clean, and spacious for our family of 4. We enjoyed using the indoor pool facilities daily. The beds and couch were comfy. Washer/dryer a plus
Guest favourite
Apartment in Ludlow
4.91 out of 5 average rating, 35 reviews

The Okemo Love Lounge (Ski In Ski Out)

HenryRating, 5 stars3 weeks 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!
Guest favourite
Apartment in Stratton
4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

DrewRating, 5 stars2 weeks 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 stars2 weeks 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
Top guest favourite
Apartment in Dover
4.92 out of 5 average rating, 117 reviews

3 Story Condo - 5 Minutes to Mount Snow!

DominicRating, 5 stars2 weeks ago
Great location for ski trip to Mt Snow; Okemo too. Lots of space and nice touches for skiers: mudroom, washer/dryer, great water pressure. Plenty of good restaurants nearby.
Guest favourite
Apartment in Dover
5 out of 5 average rating, 23 reviews

Lyon Family Lodge - Ski-in/ski-out

BethRating, 5 stars3 months ago
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 apartment rentals

Guest favourite
Apartment in Stratton
5 out of 5 average rating, 14 reviews

Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt

JenikaRating, 5 stars1 month ago
Great stay for our large family with many kids! The townhouse is gorgeous and cozy. Walking distance to the mountain. Hot tub and pool at night after a long day skiing. Will definitely stay here every year! Wish we had stayed longer!!
Superhost
Apartment in Winhall
5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

DoojinRating, 5 stars1 month 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 week 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, 49 reviews

Ski Condo 5 Min from Mt Snow

HunterRating, 5 stars2 weeks ago
Had a great time visiting Vermont, especially with this place only 5 minutes from a ski lodge. The place was a perfect size for 4 adults. Super clean, spacious, and cozy. Owner was quick to respond with any answers to my questions. The place was in a private spot with plenty of trees and nature around to enjoy.
Top guest favourite
Apartment in Stratton
4.93 out of 5 average rating, 68 reviews

Stratton Mountain vacation spot

CandaceRating, 5 stars1 week 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.
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 week 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.
Top 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 stars1 month 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!
Superhost
Apartment in Wilmington
4.96 out of 5 average rating, 26 reviews

10th Hole Haystack Golf Course in Wilmington VT

JenRating, 5 stars5 months ago
This condo was perfect for a fall family get-away. We loved the view from the deck and the warmth of the fireplace. It is close to the charming main street in Wilmington. The grounds are lovely and make for a nice place to walk. The condo was very clean and so well stocked with plenty of towels, extra pillows, blankets etc... The kitchen was full of much appreciated extras...coffee, hot chocolate, "smore" ingredients as well as plenty of things like foil, trash bags, soaps etc. It really was a home away from home. Sean's list of things to do and places to go is complete and very helpful. We thoroughly enjoyed our stay!

Apartment rentals with a pool

Guest favourite
Apartment in Stratton
4.97 out of 5 average rating, 64 reviews

Stratton Long Trail House: Quick Walk to Lifts!

KathrynRating, 5 stars1 month ago
Perfect location and being able to walk right to the lifts was the best part. The host was so helpful and responsive. Would definitely stay here again!
Guest favourite
Apartment in Peru
4.97 out of 5 average rating, 89 reviews

Cozy Mountain Condo - True Ski in Ski out

StevenRating, 5 stars2 weeks 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.
Top guest favourite
Apartment in Ludlow
4.95 out of 5 average rating, 20 reviews

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

MattRating, 5 stars2 weeks ago
Ahmad's place is the perfect location if you are looking for ski in/ ski out! The A/B Quad chairlift let's you off right next to the back patio. Extremely convenient! Ahmad was very helpful and communicative and offered us early check in and a later check out if we needed. He was very accommodating! We were able to take the kids to swim in the pool right next door and they loved it. The ground level is a major plus and the kids loved having their own separate bunk room. Very short drive down the mountain to any restaurants or groceries you may need. Will definitely be staying here again for our ski trip!
Guest favourite
Apartment in Ludlow
4.93 out of 5 average rating, 107 reviews

One Bedroom Suite Near Okemo

SarahRating, 5 stars3 weeks ago
Wow! This exceeded our expectations! We arrived and felt right at home. Everything was so clean, spacious, and well kept. It had everything we could have wanted for our short stay at Okemo. I hope to return.
Superhost
Apartment in Ludlow
5 out of 5 average rating, 3 reviews

Solitude 3BR + Loft /3.5 Bath - Ski on/Ski off

KellieRating, 5 stars1 month ago
Beautiful home! Thoughtfully stocked with everything you need! Ski in/out! Furniture and beds very comfy & modern! So much room!
Superhost
Apartment in Cavendish
4.87 out of 5 average rating, 31 reviews

Condo at Castle Hill

MonicaRating, 5 stars1 month 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.
Guest favourite
Apartment in Dover
4.93 out of 5 average rating, 45 reviews

Cozy Mt Snow 1-bed w fireplace & view

RickRating, 5 stars3 weeks ago
Great stay at a great condo. Everything top notch and great hosts. Hope to be back soon
Guest favourite
Apartment in Peru
4.99 out of 5 average rating, 81 reviews

The ultimate ski in ski out condo

VincentRating, 5 stars1 month ago
Just as described in the listing, clean and comfortable, no surprises. We loved the how the slopes were literally right outside the back door. Made it really convenient both at the beginning and end of two great days of skiing!

Quick stats about apartment rentals in Winhall

  • Total rentals

    30 properties

  • Nightly prices starting at

    £124 before taxes and fees

  • Total number of reviews

    530 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

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