Winhall Vacation Rentals

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Check prices for these dates

Tonight
Jan 11 - Jan 12
Tomorrow
Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Winhall vacation rentals

Exterior
The Vermont A-Frame Mountain Retreat

The Vermont A-Frame Mountain Retreat

The Vermont A-Frame Mountain Retreat
Winhall
9.8 out of 10, Exceptional, (26 reviews)
"This was the perfect cabin to set up base for exploring the area on my New England road trip. Its vintage charm with modern upgrades set the mood perfectly to kick off October! It’s slightly off the main road, but the cabin is tucked away enough that I didn’t even notice. Great location for the local tourist attractions!"
United States
AmyC
$490 nightly
The price is $527
Jan 22 - Jan 23
Total with taxes and fees
The Vermont A-Frame Mountain Retreat
Exterior
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

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, (23 reviews)
"Absolutely a wonderful place to vacation. The house is comfortable and warming. The hosts went above and beyond to make our stay great and responded to our questions promptly. We will definitely rent again. "
United States
Lee Anna C.
$1,006 nightly
The price is $1,137
Jan 19 - Jan 20
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Exterior detail
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

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

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.8 out of 10, Exceptional, (27 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.
$890 nightly
The price is $1,005
Jan 20 - Jan 21
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Outdoor spa tub
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.6 out of 10, Exceptional, (33 reviews)
"Our family had a wonderful time staying in this home."
United States
Meghan C.
$690 nightly
The price is $775
Jan 12 - Jan 13
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
TV, fireplace, books, music library
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

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, (9 reviews)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
United States
Eitan S.
$883 nightly
The price is $998
Jan 13 - Jan 14
Total with taxes and fees
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Property grounds
Secluded Mountain Retreat: 5 Mins to Stratton Skiing, Sauna, Firepit, Spacious

Secluded Mountain Retreat: 5 Mins to Stratton Skiing, Sauna, Firepit, Spacious

Secluded Mountain Retreat: 5 Mins to Stratton Skiing, Sauna, Firepit, Spacious
2.0 star property
Winhall
9.6 out of 10, Exceptional, (15 reviews)
"We had a wonderful time with family . Beautiful place , very clean and perfect for our family and extended family. We loved gathering around the fire pit. Highly recommend if you want a place that is close to everything but yet private. We rent a lot of Vrbo for our large family and this is 5 star. "
United States
amy l.
$1,007 nightly
The price is $1,138
Feb 8 - Feb 9
Total with taxes and fees
Secluded Mountain Retreat: 5 Mins to Stratton Skiing, Sauna, Firepit, Spacious
Private kitchen
The Studio with a View. Bring your dog, too!

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

The Studio with a View. Bring your dog, too!
2.0 star property
Brattleboro
10.0 out of 10, Exceptional, (1 review)
"The perfect and cozy crash pad for a weekend ski trip! The Studio made us forget about the 9 degree weather outside and had all we needed. Would recommend to anyone looking for a relaxing Vermont getaway and would stay again in a heartbeat!"
United States
Michael A.
$205 nightly
The price is $230
Jan 12 - Jan 13
Total with taxes and fees
The Studio with a View. Bring your dog, too!
Exterior
Wellness Getaway with a Personal Sauna, and Private River Beach!

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
Newfane
10.0 out of 10, Exceptional, (2 reviews)
"The folks are SUPER and made me feel very welome"
United States
Mark
$222 nightly
The price is $249
Jan 19 - Jan 20
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Children's area
Cozy Bromley Retreat

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
$288 nightly
The price is $325
Jan 12 - Jan 13
Total with taxes and fees
Cozy Bromley Retreat
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Mountain Chalet mins from Mt Snow Skiing/hiking

Mountain Chalet mins from Mt Snow Skiing/hiking
East Dover
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$353 nightly
The price is $398
Jan 12 - Jan 13
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking
Outdoor pool, a heated pool
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

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (18 reviews)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$260 nightly
The price is $294
Feb 3 - Feb 4
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Interior
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
$324 nightly
The price is $366
Jan 13 - Jan 14
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Property grounds
Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
2.0 star property
Jamaica
10.0 out of 10, Exceptional, (2 reviews)
"The cottage was great and the hosts very communicative and checking in to make sure we were all set. We will be hopefully making this a yearly trip as we loved the seclusion and beautiful area. "
United States
Kyle M.
$221 nightly
The price is $250
Jan 15 - Jan 16
Total with taxes and fees
Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
Smart TV, fireplace, Netflix, streaming services
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.8 out of 10, Exceptional, (22 reviews)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
$404 nightly
The price is $457
Feb 9 - Feb 10
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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, (166 reviews)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
$325 nightly
The price is $364
Jan 12 - Jan 13
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Beach
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.0 out of 10, Wonderful, (46 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
$273 nightly
The price is $308
Feb 3 - Feb 4
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Exterior
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
West Dover
10.0 out of 10, Exceptional, (21 reviews)
"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."
United States
Jeannine A.
$572 nightly
The price is $646
Jan 20 - Jan 21
Total with taxes and fees
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
Terrace/patio
Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa
Shaftsbury
9.8 out of 10, Exceptional, (30 reviews)
"Great place!!"
United States
Margaret D.
$219 nightly
The price is $245
Jan 12 - Jan 13
Total with taxes and fees
Peaceful Stay at Birds of a Feather Farm & Spa
Lobby
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.8 out of 10, Excellent, (32 reviews)
"Very nice accommodations and location!"
United States
Michael M.
$338 nightly
The price is $382
Feb 1 - Feb 2
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Interior
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Wardsboro
10.0 out of 10, Exceptional, (5 reviews)
"Property was exactly as described and as nice as the pictures seem. Feels like everything is brand new. Wish we had more time to stay longer."
United States
Thomas D.
$436 nightly
The price is $493
Jan 13 - Jan 14
Total with taxes and fees
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
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

The White House Inn

The White House Inn

10/10 Excellent
"Amazing hotel with an excellent restaurant attached. My suite was like a good sized apartment. Definitely staying there again."
David 1-night trip
Posted 2 days ago
The White House Inn

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 $377 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.

Explore a world of travel with Expedia

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?

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft: This Winhall vacation home rental is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. 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. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Winhall?

Choose from 97 Expedia vacation rentals in Winhall for a memorable vacation.

What can I see and do in Winhall?

Winhall River and Green Mountain National Forest are a couple of lovely local spots to get outside and enjoy nature. Stratton Mountain Resort and Mount Snow are other popular places to visit in the 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.