
Holiday rentals with outdoor seating in Winhall
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Top-rated rentals with outdoor seating in Winhall
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Winhall
House rentals with outdoor seating

Entire Chalet in Winhall, Vermont
We enjoyed the stay, the accommodations were perfect for our family, four adults and two young children. The home is very well organized and comfortable, with things to do for the kids. Recommended.

Cozy Modern Sugar House with spectacular views.
We had a delightful few days at this lovely home. It is comfortable, has fantastic views and was well stocked. We mostly just chilled, enjoying coffee on the deck, reading, watching the moon rise over the mountains and good conversation. Vermont is special and so is the sugar house, we would definitely return. I can imagine how beautiful and cozy it would be in winter time, watching the snow fall.

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!

Hot Tub & Game Room - Ski Mt. Snow/Stratton
We stayed for a weekend at Kelley and Jason’s home in Vermont and everything went great. From check in, to the local recommendations, to the quiet setting, we enjoyed a great time away. Hot tub, game room and the large deck were great.

The Grafton Chateau
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Wild Blossom Farmhouse - a lovely family getaway
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!

Birdie's Nest Guesthouse
Sarah was a fantastic host and the property was an absolute gem. It was the perfect place to get a little respite from a crazy-busy weekend. Thank you!

Waterfront Vermont Lake House w/ Canoe/Kayak/SUPs
We LOVED our stay here! The lake is so peaceful and the house has the perfect view. Andrew was very helpful and accommodating and we would highly recommend staying here!
Apartment rentals with outdoor seating

Private Apt. on Farm, Hot Tub with views!
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

Apartment with a view
Excellent place, great hosts. Easy. Just what we wanted.

Cozy Poultney Village Apartment
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Peace Street Guest Apartment
We have booked this place to stay for a friends wedding. Place was close to location, easy to find, cute and clean. We had a wonderful stay. Would highly recommend.

Cooper's Place
The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

Yellow Door Inn
Klara and Greg are a very engaging young couple who make their guests feel right at home. They have created exceptionally well appointed accommodation, which is extremely well equipped, and the decor is eclectic and interesting. Their garden is well maintained and full of interest. It was a delight to share this space with them and so many birds. We are happy to recommend the property to others. It stands in a small, quiet town surrounded by rivers, forests, lakes and waterfalls - perfect for exploring on foot, bike or car.

Cozy, Private & Great location for exploring VT !
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.

The Getaway
Rosa’s apartment was conveniently located and perfect for our weekend stay. The space was very clean, comfortable, and well provisioned. We were only 15 minutes from a fabulous nordic ski center that we enjoyed.
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Mount Snow Ski Chalet
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

Summer Dream! The Handle Lodge at Snowtree Condos
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Great 2 bedroom condo at Stratton Mountain
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

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

Stratton Duplex Condo Steps to Lifts, Village!
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.

3 Story Condo - 5 Minutes to Mount Snow!
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Quick stats about holiday rentals with outdoor seating in Winhall
Total rentals
130 properties
Nightly prices starting at
₹9,545 before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Lake George Expedition Park
- Dorset Field Club
- Autumn Mountain Winery
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area