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Condo vacation rentals in Winhall
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Top-rated condo rentals in Winhall
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Condo in Dover
4.87 out of 5 average rating, 235 reviewsMt Snow Ski In/Out at Seasons
Andrew’s description and check in instructions were extremely detailed. Host was very easy to contact/communicate with and very accommodating. Clear instructions for check in/out, how to get to unit and how to ski in ski out. Unit description and photos are accurate. I would consider staying here in the future again.
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Condo in Ludlow
4.97 out of 5 average rating, 32 reviewsThe Okemo Love Lounge (Ski In Ski Out)
Very kind and welcoming hosts. Perfect ski on ski off condo right near Lyft and Main Lodge. Very responsive and helpful checking in for that. We came from a few hours away, very pleased and would recommend Basquli‘s place to anybody. Great time!
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Condo in Stratton
4.92 out of 5 average rating, 13 reviewsStratton two bedroom condo on a shuttle
We enjoyed staying with our kids for a ski weekend! The condo was well stocked with sheets and towels and it was easy to access. The mudroom makes it especially easy for a place to put ski clothing and we appreciated that! I'm always curious about the coffee set up in the places we stay: this place has a Keurig and a standard Mr. Coffee, make sure you bring your own coffee and (round basket) filters. The kitchen had everything we needed to heat up food. It is well set up with pots, pans and dishes. Easy internet access. Comfortable furnishings. The shuttle picks up right outside the building in the morning and drops off in the same place in the afternoon. (As a note, we've stayed at other ski mountains where the shuttles run as a loop all day: this one does not. It goes only to the base in until 12 and only from the base starting at 1, so you'll want to plan accordingly.) We lucked out with 8" of powder one of the mornings we were there and had a fantastic stay overall!
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Condo in Dover
4.8 out of 5 average rating, 104 reviewsCozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
my wife and absolutely loved our stay at Paul's place. It was perfect for a mid week ski trip!
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Condo in Ludlow
4.95 out of 5 average rating, 97 reviewsOkemo Ski Condo, Steps from Trails. Modern & Cozy
Beautiful ski condo! Fit our needs perfectly. Large downstairs bedroom for us and a fun loft area for our kids. Location was great and 5 min walk to the slopes. Maria was a great communicator and there is a late check out time which is great for a weekend trip. Would definitely stay again!
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Condo in Dover
4.92 out of 5 average rating, 110 reviews3 Story Condo - 5 Minutes to Mount Snow!
Ken was very responsive and helpful both before and during the stay. The condo was clean and exactly as described, with helpful and thorough instructions to check in.

Condo in Dover
5 out of 5 average rating, 23 reviewsLyon 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.
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Condo in Stratton
4.91 out of 5 average rating, 55 reviewsSki On/Off Condo in the Heart of Stratton Village!
Great place right in the village. Everything is walking distance. Spacious and well accommodated. Would highly recommend and stay again.
Pet-friendly condo rentals
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Condo in Ludlow
4.95 out of 5 average rating, 133 reviewsRustic Cozy Ski Condo In Historic Mill
Erin’s place was convenient to town and skiing. The place was exactly as described and beds were comfortable.

Condo in Dover
4.96 out of 5 average rating, 25 reviewsMt Snow Condo, 4-min Walk to Sundance Dog Friendly
Great stay! Very close to the mountain so you can ski in and out. Had a few hiccups during the stay but Hussein was very responsive and quick to give solutions. Would stay here again
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Condo in Stratton
4.94 out of 5 average rating, 97 reviewsGreat 2 bedroom condo at Stratton Mountain
This was our second time staying at Dana’s place and we really enjoyed our stay. The place has everything we needed and was very easy to get to the slopes. We took the shuttle and it was very convenient. Will definitely be back!
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Condo in Dover
4.88 out of 5 average rating, 43 reviewsSki Condo 5 Min from Mt Snow
Place was great...short drive to Snow...you could actually come home for lunch,...we showed up at night and was hard to tell which condo it was...it was snowing which added to the search...of course...I could have missed an instruction or two.
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Condo in Stratton
4.92 out of 5 average rating, 64 reviewsStratton Mountain vacation spot
Really great stay!! Would recommend to everyone. Comfortable beds, renovated bathrooms, really squeaky clean, easy walk to the ski resort, super convenient free shuttle to the ski resort. Patrick was super responsive and helpful throughout the whole weekend.
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Condo in Dover
4.85 out of 5 average rating, 163 reviewsMount Snow Close, Great Price, Lots of Room
Awesome home. Classic chalet style ski house. Loved, loved, loved it and will definitely come back. Hosts were super accommodating. Highly recommend.
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Condo in Londonderry
4.95 out of 5 average rating, 58 reviewsMagical 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!
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Condo in Wilmington
4.96 out of 5 average rating, 26 reviews10th 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
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Condo in Stratton
4.98 out of 5 average rating, 62 reviewsStratton Long Trail House: Quick Walk to Lifts!
We had a fantastic stay at Stratton! The apartment was exactly as described and we really enjoyed the fireplace, hot tubs, and sauna after a long day on the slopes. The host was very responsive and helpful, and the location cannot be beat! We’ll definitely be staying again. Thank you!

Condo in Peru
4.97 out of 5 average rating, 86 reviewsCozy Mountain Condo - True Ski in Ski out
We had such a blast for our very short stay. My kids loved the bunk beds and found them to be so cozy. We felt right at home in the condo and it had everything we needed. Laura was a dream to correspond with as well and there were great detailed information for everything to do with the condo, as well as recommendations for what to do. We’d definitely rent again in the future!
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Condo in Ludlow
4.93 out of 5 average rating, 15 reviewsCozy Slopeside Escape - Ski-In/Out Condo at Okemo
This unit was perfect for ski in/out. It had everything you needed for a ski vacation…..The view was amazing! Our son had a blast watching the snowcats at night! We’ve stayed at multiple locations at Okemo and this one was by far the easiest. The hot tub and pool access made for a great recovery post-ski! We will be back at Ahmad’s place for sure!!!
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Condo in Ludlow
4.92 out of 5 average rating, 101 reviewsOne Bedroom Suite Near Okemo
Wonderful ski weekend at Okemo. Everything was perfect. We would definitely stay here again. Highly recommend!
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Condo in Dover
5 out of 5 average rating, 57 reviewsFour Seasons Slope-side Getaway at Mount Snow
Condo is perfectly placed between corinthia and the Sundance base. With ski up access which was awesome! The place we clean and spacious and fully stocked with everything we could have needed. The hot tubs and pool were great after long day of skiing. Including an impressive gym and game room with ping pong and video games. We will definelty be returning soon. The host were great to deal with and put a lot of thought into their place and it shows. Thanks again
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Condo in Dover
4.96 out of 5 average rating, 71 reviewsFree 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.

Condo in Dover
4.93 out of 5 average rating, 41 reviewsCozy Mt Snow 1-bed w fireplace & view
Jonathan's place is a quick 2 min drive to the parking lots around Mt Snow or a ~15 min walk. It was spotless upon our arrival and bigger than the pictures make it seem. The king bed was really comfortable and the pull out couch was comfortable enough. Jonathan was very accommodating and responsive throughout our stay and we were able to do a later checkout on Sunday so we could get a half-day of skiing in and have time to freshen up before our long drive home.
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Condo in Dover
5 out of 5 average rating, 18 reviewsMt. Snow Condo with Pool-Hot Tubs-Sauna MTN Views
Leah was very communicative and the place was exactly as described. We would definitely come back for another trip!
Quick stats about condo rentals in Winhall
Total rentals
30 properties
Nightly prices starting at
$160 before taxes and fees
Total number of reviews
500 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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