
Apartment vacation rentals in Winhall
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Top-rated apartment rentals in Winhall
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Popular amenities for Winhall apartment rentals
Weekly apartment rentals

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.

Quiet St in Town, gardens, terrace
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!

Character & Comfort: 2-Bedroom in Whitehall NY
I had a fantastic stay! The space was cozy, spotless, and had a warm, welcoming feel that made it easy to settle in. The host John was incredibly thoughtful, ensuring the pathways were shoveled early, which I really appreciated. I truly enjoyed my time here and would absolutely stay again. Highly recommend!

Cozy Poultney Village Apartment
Anne's place is lovely! Awesome vibe, easy check in, and the fixings for pancake making! We thoroughly enjoyed our stay.

*Betimor North Apt.4 Newly renovated Mt. Snow
My bf and I loved our stay here. The place was comfortable, very clean, had cute touches and overall a great stay. It also was less than 10 minutes to Stowe! Would def stay again!

Private guest apartment. One block from downtown.
Jennifer had a ton of thoughtful touches that were most welcome after a long drive! The place was very peaceful. It was in a great location-easy walking distance to Mass MoCA and some cute shops Dow.

Steps to MoCA: 2bd + SAUNA!
We loved our stay at the Small Mansion on Chase Hill. David and Mátti were both very welcoming and proactive in their communication. The place itself was beautiful - full of light and plants, and charmingly decorated. The grounds were peaceful and very attractive. We immediately felt very comfortable. It was also extremely convenient to downtown North Adams. It was great to be able to walk to Mass MoCA and all the nearby shops etc. Would highly recommend for anyone visiting the area.

The Overlook VT by Stratton Mountain : New Listing
Good place, close to a grocery store, and the state park. Paul gave us a few recommendations on what to do around! Notice that the airbnb is below the owners’ house so you can hear them.
Private apartment rentals

Historic Victorian - Entire 3rd floor
We loved staying here! It was comfortable and lovely. We especially enjoyed starting and ending our days on the spacious deck enjoying the wonderful views. It was a very easy walk to Mass MOCA. We loved the recommendations we got for things to do in the area. We hope to stay here every time we go to Mass MOCA.

1BR Charming Apt., Mt View, Famous Author Retreat
This apartment is amazing and in a truly spectacular location. We happened to be there at the height of fall color which was magical but the farm, the gardens, and views must be unbeatable any time of the year. Delia surprised us with a decadent assortment of vegetables from the farm, fresh eggs, local bread and apple butter, pancake mix, butter and syrup, s'more supplies, bottled water from Saratoga Springs, apples, snacks, coffee, oat milk and a tasty bottle of wine. It was by far the nicest welcome we have ever experienced and far beyond all expectations. The beds are very comfortable with nice linen sheets and soft, fluffy towels. The nods to M.S. make this already special place even more so. I am thankful to Delia for sharing this incredible place and can't wait to return again someday.

Private Apartment. Month to month. Self check in!
Great place to stay, Very clean and about 35 min drive to Killington. I also went to Sugarbush which was an hr so still not bad. Will book in the future.

Cozy One-Bedroom Retreat with Mountain Views
Great place for our overnight trip! Appreciated the welcoming atmosphere for our pup 🐶

Cozy, Private & Great location for exploring VT !
I really enjoyed the space. It was clean, free of clutter and very cozy. The bed was comfortable and included a desk for workspace. It was quiet and had all the amenities you would need. I loved the gas fireplace and outdoor patio. I plan to return to the apartment in the future and highly recommend this location. Mary (the host) was very friendly and helpful. I had a great stay!

Downtown Jewel | Stylish | Fully Stocked | Firepit
Dalit’s downstairs unit at 208 Water Street is fantastic! Recently renovated with a fresh and stylish vibe. Location was perfect for us during our recent visit, and Dalit kept in great contact through a patch of tough winter weather. We appreciated the amenities set out for us and our dog. Thank you for a great stay!

Brian Peace of Heaven
We has a very relaxed stay at Brian's. Very peaceful. everything we were looking for. Hosts were super friendly, communicated well and very welcoming.

The Shepherd's Retreat
i felt safe, in spacious surroundings! Loved the birds who visited the flowery swing-patio in the early am !! thank u !
Apartment rentals with a hot tub

SnowTree Chalet- Summer monthly discount 50%
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.

Dog heavenly! Private, beautiful and relaxing.
The place had everything I was looking for. Very peaceful, private and safe 👌🏽 Loved de sound of the river in the backyard and to be able to sit by it and enjoy the sense of peace that it gives. Surrounded by nature, the place is just perfect for that well-needed getaway to unwind and relax 👌🏽 That Superhost title is well-earned! Liz is such a wonderful host 👏🏽 She is super responsive, very attentive, wonderfully helpful and kind 🧡 She helped me make the most of my stay 🧡 Poop Stick is such a lovely dog 🥰 I will definitely be staying again in the future. Highly recommended place ⭐️⭐️⭐️⭐️⭐️

Mt Snow Condo, 2 Bdrm-Perfect for Remote Work
Great place. Cozy apartment next to Mount Snow. Apartment is clean and has everything you need for a great stay. We used it for a snowboarding trip and would recommend to anyone looking for an apartment next to Mount Snow.

Green Mountain Getaway
Great spot in Mt. Snow! The mountain was extremely accessible and the place is even bigger in person than what it seems in the pictures. Loved our stay here and would definitely come back! Robert and Lindsay were very responsive and made our stay easy!

The Crystal Loft
Thank you!

Walk to main lift! The Handle Studio @ Mt. Snow!
We loved our stay and would definitely recommend this Airbnb. Thank you to our hosts for being so welcoming and sharing your beautiful space with our little family.

Stratton - Luxurious Mountain Escape
This was a perfect place to stay for two families (each with one infant), super short walk to the village plus getting in and out was a breeze with the garage in the building. Lots of space plus the hot tub and pool - will definitely come back again!

Lovely Southern Vermont Getaway for 2.
If we could give this spot more than five stars, we would! Every aspect of Jo & Dan’s place showed thoughtfulness and care. From providing robes and flip-flops to get to the hot tub, to the keurig coffee and tea selection, to the movie and game collection, we felt so taken care of. The place was spacious, and the amenities were top notch and up-to-date, but the decor created a cozy atmosphere. The hot tub is big, has fun lights and jets, and was a great way to relax after skiing. The place is even better than the pictures show.
Quick stats about apartment rentals in Winhall
Total rentals
10 properties
Nightly prices starting at
$166 CAD before taxes and fees
Total number of reviews
200 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Winhall Market, Red Fox, and Mistral's at Toll Gate
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- Stratton Mountain
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Saratoga Race Course
- Saratoga Spa State Park
- West Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Pineridge Cross Country Ski Area
- Ekwanok Country Club
- The Shattuck Golf Club
- Hooper Golf Course
- Lake George Expedition Park
- Baker Hill Golf Club
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
- Northern Cross Vineyard