Winhall Vacation Rentals

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Our top choices for Winhall vacation rentals

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable accommodations, with responsive and helpful hosts! We had a lovely stay as a large family group for a wedding weekend in Manchester. "
United States
Colleen H.
$577 nightly
The price is $652
May 18 - May 19
Total with taxes and fees
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (25 reviews)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
United States
Chris M.
$755 nightly
The price is $853
May 17 - May 18
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (29 reviews)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
United States
s w.
$767 nightly
The price is $867
May 17 - May 18
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (37 reviews)
"Our family had a wonderful time staying in this home."
United States
Meghan C.
$591 nightly
The price is $663
May 14 - May 15
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
Winhall
10.0 out of 10, Exceptional, (1 review)
"The place was perfect for us! Easy stay. Very clean and the wood burning fireplace was great. Would def recommend!"
United States
Carolyn K.
$451 nightly
The price is $458
May 14 - May 15
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!

Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
$355 nightly
The price is $401
May 14 - May 15
Total with taxes and fees
Long Trail House South Wing 2B2B Condo

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"3rd year at this listing, absolutely love it. Close to okemo and mount snow. Host got back to me very quickly when reached out to. "
United States
Jake D.
$319 nightly
The price is $357
May 14 - May 15
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
$233 nightly
The price is $261
May 20 - May 21
Total with taxes and fees
The Studio with a View. Bring your dog, too!

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
$256 nightly
The price is $287
May 28 - May 29
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
$276 nightly
The price is $312
May 14 - May 15
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
3.0 star property
West Dover
$474 nightly
The price is $522
May 14 - May 15
Total with taxes and fees
Outdoor Adventure Hub! Family Home in West Dover

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
$338 nightly
The price is $382
May 14 - May 15
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.6 out of 10, Exceptional, (12 reviews)
"The best stay ever!!! Very clean, great location, super cozy, all the amenities you would need. 5/5 stars, we will be coming back :)"
United States
Carolina I.
$286 nightly
The price is $323
May 14 - May 15
Total with taxes and fees
Cozy Bromley Retreat

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Location location location!"
United States
Britt H.
$369 nightly
The price is $417
May 14 - May 15
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"Great proximity to mountain and Ludlow downtown area."
United States
Yasmine O.
$285 nightly
The price is $303
May 14 - May 15
Total with taxes and fees
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

LUXE Forest Retreat

LUXE Forest Retreat
Chester
$430 nightly
The price is $482
May 14 - May 15
Total with taxes and fees
LUXE Forest Retreat

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (80 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
$230 nightly
The price is $259
May 16 - May 17
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
$197 nightly
The price is $223
May 14 - May 15
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
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

Find out more about Winhall

Everything you need to know about Winhall vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winhall vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winhall vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winhall vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winhall. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winhall in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winhall rentals

At Expedia, we put the best Winhall vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winhall rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winhall vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winhall. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Winhall?

Yes, there are vacation rentals close to popular sights in Winhall, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Winhall has to offer?

Spacious Stratton Mountain Home - Perfect for families!: This Winhall vacation home rental is equipped with a patio, laundry facilities, and WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Winhall?

Choose from 103 Expedia vacation rentals in Winhall for a memorable vacation.

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 larger area.

What are vacation rentals like in Winhall?

Vacation rentals are private accommodations you can book for several days or longer in Winhall. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family trips or small group gatherings.