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

Charming Art Filled Apartment
We were in town for a track meet at Williams College and Rachel’s place was very close to the campus. We loved all of the art work on the walls! Her place was very clean and had all of the amenities that we needed. We highly recommend Rachel’s place!

**Happy Hour! Gorgeous & Modern Downtown Retreat**
This apartment is adorable, clean, well stocked and located right in downtown Wilmington. Walkable to the famous Dot’s restaurant (a must eat at!) and additional restaurants, shops, liquor stores, etc. Jennifer and her husband were so kind and accommodating with a funny / embarrassing misunderstanding on our part! They went above and beyond to ensure we were comfortable and happy. We loved how well stocked the bathrooms were with toiletries that a traveler may have forgotten at home. Happy to stay at any of their properties again anytime!

"Up Top” at Ro & Oak House
I loved the apartment! It was clean and uncluttered. Very simple yet well appointed with everything I needed. The bed was like sleeping on a cloud. Seriously. Amazing!

Contemporary Queen with sleeper sofa
The place was very clean and had modern brand new faucets and appliances. Floors and linens were clean. Plenty of utensils. We didn’t use the ac but the heat was very warm for our stay. Would definitely stay there again. Tom also responded back to answer my questions and concerns. Very nice place

1200sq.ft AptAt Home on Hanover St
Great stay! Very clean. A lot of room for 2-4 people. Beautiful porch. Great location, Right on Main Street. Right off the highway. Close to VINS, Antique shop, Quechee Gorge and Distillery. Great communication by the host! Would stay again!

Home Sweet Grove Street
for being in the city area it was pretty quiet. place is clean. good location would stay again

Cozy Barn 9 Easy Minutes from Horse Show!
We stayed to have a weekend trip visiting Okemo and Stratton. Location was perfect for us. it was super cozy and quiet. We enjoyed our time and space here. Def recommend if you want something cute and comfy for a ski weekend!

Killington VT Chalet - Lower apartment
Can't say enough! Steve was quick to have information and respond. His knowledge of the area is massive and he knows all the great spots to go. Their place was perfect and everything you'd expect from the pictures and description. During our stay we got a large ice storm. Some locals called it the worst ice storm since 1996. Steve was texting me throughout the storm to make sure we were ok and had power and internet. He asked if there was anything he could do for us... And he was located hours away.. Steve and LA went above and beyond in so many ways.. Their place will be the first place I look to stay on return trips!
Private apartment rentals

Hydeville Hideaway
We were visiting from out-of-state for a wedding at Lake Bomoseen. Perfect location for us. Very comfortable, well equipped and just what we needed.

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.

Comfortable 3 bedrm. duplex 17 miles to Killington
We had a great trip staying at Tim’s Airbnb. We brought our little one and he was even so nice as to provide baby proofing materials for us! The place is very nice and looks exactly like the pictures. We felt right at home. The only minor complaint is that the shower curtain was a bit on the dirtier side. Otherwise we loved our stay and we appreciated how our host communicated in a timely manner with us. Would definitely stay again!

Private guest apartment. One block from downtown.
We had a brief but lovely stay! The house is centrally located on a quiet street near downtown North Adams. Jennifer's directions to the house were very clear, and everything exactly as described. Would happily stay again.

COLD SPRING
This was our second stay and we just booked a third. This is the perfect location to visit our college student at Williams for concerts and events. The house is clean and comfortable and the hosts are perfect in every way.

Private West Hill Apartment
We love Elizabeth’s place. Best spot in Putney. Elizabeth is a fabulous host. Highly recommend

Modern Luxury Williamstown Private Apartment!
Perfect Williams College Visit Stay Jason’s apartment was exactly what we needed for visiting our son at Williams College. The location couldn’t have been more convenient, and everything about the stay was straightforward and hassle-free. Jason was incredibly responsive throughout our booking and stay, making the entire process smooth from start to finish. The space was clean, well-equipped, and exactly as described in the listing. No complaints whatsoever, we would definitely stay here again on future visits to Williams. Highly recommend for other families visiting the college or anyone looking for quality accommodation in Williamstown.

1 BR Apt Wilmington
We visited for a quick overnight ski trip but wish we could have stayed longer. The apartment was very clean, cozy and comfortable for our family of four. Even though the apartment was adjacent to the inn, it had its own separate entrance and felt very private. Plus, it had nice housekeeping touches like snacks, coffee/tea/hot chocolate, bottled water etc. which was much appreciated. Added plus was the location… close to town, restaurants, and Mt Snow ski resort. Thank you to the hosts Martin and Meiling for a very lovely stay!
Apartment rentals with a hot tub

Cozy Quarters
We had the best time staying here for a ski weekend! Super convenient location. Clean and comfortable condo. Can’t go wrong! Heather is responsive and friendly.

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.
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.

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!

Luxury apartment in Hideaway Chalet best location
We had a great stay. The space is clean and comfortable and close to many amenities. Our host was very responsive and helpful, both before and during our trip. We would gladly stay here again.

One Bedroom to Ski Them All at MG: 1BR/1BA
Appartment is just renovated, combining modern amenities with comfortable touches. The location is fantastic, just a stone’s away from ski base. After skiing it was nice to have access to pool and sauna to relax and unwind.

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.

Condo at Mountain Green
Simple and basic perfect for a ski weekend at the mountain especially since pet friendly. Kristin was very responsive and helpful throughout the weekend whenever we needed anything. Would highly recommend this stay.
Quick stats about apartment rentals in Winhall
Total rentals
10 properties
Nightly prices starting at
$120 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
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Mount Snow Ski Resort
- Berkshire East Mountain Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Lake George Expedition Park
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Bretwood Golf Course
- Hooper Golf Course
- Brattleboro Ski Hill
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