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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Willow holiday rentals

Two Adirondack chairs facing a river with a bridge in the background.

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveller
The price is £222
includes taxes & fees
16 Nov - 17 Nov
Streamside Cottage Half Mile to Town of Woodstock
A wooden deck with a bench, surrounded by a forested area.

2. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is £161
includes taxes & fees
16 Nov - 17 Nov
West Wing - a unique private space w/patio
A bedroom with a large bed, a TV mounted on the wall, a window with a view, and a painting on the wall.

3. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is £149
includes taxes & fees
16 Nov - 17 Nov
Jessie's Harvest House
A lake with a dock, surrounded by autumn-colored trees and a clear sky.

4. Steps to Slopes | Hunter Mountain Ski In and Out

Steps to Slopes | Hunter Mountain Ski In and Out
Lanesville
8.6 out of 10, Excellent, (7 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is £180
includes taxes & fees
16 Nov - 17 Nov
Steps to Slopes | Hunter Mountain Ski In and Out
A swimming pool with clear blue water, surrounded by a fence, and a mountainous landscape in the background.

5. Hunter Mountain`s Only True Ski In Ski Out Condo

Hunter Mountain`s Only True Ski In Ski Out Condo
Hunter Highlands
10.0 out of 10, Exceptional, (23 reviews)
"You will definitely return this place is cozy, clean and convenient! "
United States
Elizabeth C.
The price is £183
includes taxes & fees
16 Nov - 17 Nov
Hunter Mountain`s Only True Ski In Ski Out Condo
A patio with a round table and four chairs, surrounded by a white picket fence and a stone wall.

6. Modern Main Street Studio in Tannersville

Modern Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (10 reviews)
"The place is clean, well maintained, easy to find and right in town by the main road."
United States
Mohamed H.
The price is £167
includes taxes & fees
16 Nov - 17 Nov
Modern Main Street Studio in Tannersville
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

7. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (346 reviews)
"Everything was perfect nice and quiet and peaceful the stay there was amazing highly recommend if you want some alone time from the world🙏"
United States
Mike
The price is £157
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

8. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (42 reviews)
"Such a spectacular and unique home- we loved the thoughtful touches placed throughout the house. Beds comfy, kitchen had everything you could need plus more. Easy walking access to great hiking! The front porch is a perfect place to have morning coffee and watch the rabbits!"
United States
joan b.
The price is £284
includes taxes & fees
16 Nov - 17 Nov
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
A wooden deck with a grill, chairs, and a potted plant.

9. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is £123
includes taxes & fees
16 Nov - 17 Nov
Starlite Motel
A wooden bench with a mattress, a picnic table, and a grassy area with trees and hills in the background.

10. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is £368
includes taxes & fees
16 Nov - 17 Nov
Woodstock Historic Artist Estate - The Carriage House
A patio with a round table and four chairs, surrounded by a white picket fence and a stone wall.

11. Elegant Main Street Studio in Tannersville

Elegant Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (20 reviews)
"Great location."
United States
Edward P.
The price is £172
includes taxes & fees
16 Nov - 17 Nov
Elegant Main Street Studio in Tannersville
A bedroom with a large bed, a TV mounted on the wall, a window with a view, and a painting on the wall.

12. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is £150
includes taxes & fees
3 Dec - 4 Dec
Jessie's Harvest House Suite
A house with a sloped roof, a front porch with two chairs, and a well-maintained lawn.

13. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"Great location."
United States
Louis
The price is £246
includes taxes & fees
16 Nov - 17 Nov
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
A forest scene with a person sitting by a campfire, surrounded by trees and a stream.

14. The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Phoenicia
The price is £339
includes taxes & fees
16 Nov - 17 Nov
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
A deer grazing in a lush garden with a house in the background.

15. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is £104
includes taxes & fees
22 Nov - 23 Nov
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A building with a large window reflecting trees, a wooden exterior, and a yellow roof.

16. A pleasant space in a pleasant neighborhood in a beautiful part of the country!

A pleasant space in a pleasant neighborhood in a beautiful part of the country!
Woodstock
10.0 out of 10, Exceptional, (9 reviews)
"Very nice property that met our needs perfectly. Clean and very well maintained rooms. Lots of wildlife, beautiful wooded area. Peter, the host, was lovely and helpful."
United States
Barbara A.
The price is £377
includes taxes & fees
16 Nov - 17 Nov
A pleasant space in a pleasant neighborhood in a beautiful part of the country!
A two-story building with large windows and a storefront.

17. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (46 reviews)
"Great, highly recommend"
United States
Rebecca
The price is £91
includes taxes & fees
16 Nov - 17 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Room

18. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (18 reviews)
"We loved the little cabin in the woods!"
United States
Patti G.
The price is £149
includes taxes & fees
16 Nov - 17 Nov
Woods Cabin-Kingston/Woodstock, NY.
A stone pathway leading to a patio area with a white picket fence, a stone wall, and a bench.

19. Tannersville 1BR on Main Street, sleeps 3

Tannersville 1BR on Main Street, sleeps 3
Tannersville
9.6 out of 10, Exceptional, (16 reviews)
"Great place, great location, great host."
United States
Ed P.
The price is £197
includes taxes & fees
16 Nov - 17 Nov
Tannersville 1BR on Main Street, sleeps 3
A swimming pool surrounded by a fenced area, with a building in the background and a mountainous landscape.

20. 2BR, Mountain View with Pool & 3 mins to Ski Slopes

2BR, Mountain View with Pool & 3 mins to Ski Slopes
Tannersville
9.8 out of 10, Exceptional, (98 reviews)
"Great location, house is a bit run down. If you’re there just for skiing, this would be a great home."
United States
Murodjon R.
The price is £273
includes taxes & fees
16 Nov - 17 Nov
2BR, Mountain View with Pool & 3 mins to Ski Slopes
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 Willow Hotel Reviews

A two-story house with a front entrance, a staircase, and a signboard.
Twin Gables of Woodstock

Twin Gables of Woodstock

Twin Gables of Woodstock
Woodstock

10/10 Excellent

Beautifully decorated in a homely style and in keeping with the Woodstock vibe. Excellent location for all the excellent bars and restaurants and shops. We also appreciated a TV free property!
United Kingdom
Kevin
Reviewed September 20, 2025
Twin Gables of Woodstock

Find out more about Willow

Everything you need to know about Willow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Willow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Willow holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Willow holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Willow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Willow holiday rentals we have selected for you start as low as £91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Willow rentals

At Expedia, we put the best Willow holiday 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 Willow 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 Willow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Willow. 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 a holiday rental in Willow?

Yes, there are holiday rentals close to the most popular sights in Willow, or you can select a more secluded option if you're looking for a relaxing stay. Willow is known for its art and museums.

What are some of the best holiday rentals that Willow has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Willow is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Willow?

Expedia has 7 holiday rentals for your stay in Willow.

What’s there to see and do in Willow?

While exploring the area, visit family-friendly sights like Straus Center - Frost Valley YMCA, or get outside and enjoy nature at Overlook Mountain Trailhead. In the wider area, you’ll find James Cox Gallery and Emerson Place Kaleidoscope.

What’s a holiday rental in Willow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Willow. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.