A calm lake surrounded by autumn-colored trees and a clear sky.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winhall holiday rentals

Outdoor spa tub

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is ฿10,518
฿13,073 total
includes taxes & fees
22 Jul - 23 Jul
Long Trail House at Stratton Mountain Resort
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ฿9,510
฿14,966 total
includes taxes & fees
17 Jul - 18 Jul
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
House, 3 Bedrooms | View from property

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
Arlington
8.0 out of 10, Very good, (1 review)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is ฿10,743
฿26,741 total
includes taxes & fees
12 Aug - 13 Aug
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
House (2 Bedrooms) | Interior

Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
The price is ฿6,061
฿13,750 total
includes taxes & fees
5 Aug - 6 Aug
Hiking Trails On-site: Cozy Falls Brook Cabin
House (4 Bedrooms) | Interior

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is ฿12,724
฿21,882 total
includes taxes & fees
16 Jul - 17 Jul
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Front of property

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is ฿39,847
฿61,855 total
includes taxes & fees
16 Jul - 17 Jul
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winhall Hotel Reviews

Toll Road Inn

Toll Road Inn

10/10 Excellent
"Room was beautiful and clean. Wonderful amenities. Lovely pool."
Monica 1-night trip
Posted 1 hour ago
Toll Road Inn

Find out more about Winhall

Search for holiday rentals in Winhall on Expedia! You can easily find your home rentals, villas, holiday apartments in Winhall using one of the methods below:

  • View our selection of featured holiday rentals in Winhall
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Look no further and take a look at our great range of rental properties in Winhall!

Frequently asked questions

Can I find holiday rentals in Winhall?

Yes, there are holiday rentals close to the most popular sights in Winhall, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Winhall?

Choose from 100 Expedia holiday rentals in Winhall for a memorable holiday.

What can I see and do in Winhall?

Green Mountain National Forest and Winhall River are a couple of lovely local spots to get outside and enjoy nature. Stratton Mountain Golf Course and Stratton Mountain Summit Gondola are a couple of places you'll find in the wider area.

What are holiday rentals like in Winhall?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winhall. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.