
Condo holiday rentals in Winhall
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Top-rated condo rentals in Winhall
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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.

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

Mt Snow Ski In/Out at Seasons
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

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!

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

3 Story Condo - 5 Minutes to Mount Snow!
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.

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

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

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
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.

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.

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!

10th Hole Haystack Golf Course in Wilmington VT
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!
Condo rentals with a pool

Stratton Long Trail House: Quick Walk to Lifts!
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!

Cozy Mountain Condo - True Ski in Ski out
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.

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

One Bedroom Suite Near Okemo
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.

Solitude 3BR + Loft /3.5 Bath - Ski on/Ski off
Beautiful home! Thoughtfully stocked with everything you need! Ski in/out! Furniture and beds very comfy & modern! So much room!

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.

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

The ultimate ski in ski out condo
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 condo rentals in Winhall
Total rentals
30 properties
Nightly prices starting at
$265 AUD 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
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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Berkshire East Mountain Resort
- Saratoga Spa State Park
- West Mountain Ski Resort
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Sugarloaf State Reservation
- Saratoga Race Course
- Mount Snow Ski Resort
- Mount Sunapee Resort
- Pineridge Cross Country Ski Area
- Mount Greylock Ski Club
- Northern Cross Vineyard
- National Museum of Racing and Hall of Fame
- Dorset Field Club
- Clarksburg State Park
- Lake George Expedition Park
- Gooney Golf
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery