Willow holiday rentals

We found 741 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Willow that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Willow

Showing deals for:25 Dec - 1 Jan

Tannersville Farmhouse in the summer!
Hot tub
Kitchen
Fully finished attic: full size bed
Exceptional
(90 reviews)

Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

Tannersville

9% off
AU$17,089
for 7 nights, 1 home
AU$2,441 per night
includes taxes & fees
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!
Our Sunny Living Room with Wood Stove
Rear Deck, Hot Tub and Screened Porch
A beautiful spot for our comfortable cabin
Property grounds
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
AU$5,833
for 7 nights, 1 cabin
AU$833 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Private kitchen
Exterior
Living area
Terrace/patio
Exceptional
(16 reviews)

Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates

Hunter

8% off
AU$4,716
for 7 nights, 1 chalet
AU$674 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Private kitchen
Exterior
Living area
Interior
Exceptional
(33 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
AU$2,463
for 7 nights, 1 chalet
AU$352 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Living area
Exterior detail
kitchen and living room divider
Exterior
Exceptional
(120 reviews)

ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.

Shandaken

8% off
AU$3,710
for 7 nights, 1 cabin
AU$530 per night
includes taxes & fees
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.
Private kitchen
Exterior
Living area
Outdoor dining
Exceptional
(49 reviews)

Secluded family retreat within minutes of Woodstock village

Saugerties

8% off
AU$5,635
for 7 nights, 1 home
AU$805 per night
includes taxes & fees
Secluded family retreat within minutes of Woodstock village
Interior
Your primary entrance will lead you directly in the homes cool kitchen!
130 year old stone fireplace in green living room
Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Exceptional
(88 reviews)

Featured on MTV ! You Have To See It To Believe It ! Unlike any other !

Haines Falls

9% off
AU$9,223
for 7 nights, 1 home
AU$1,318 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
Private kitchen
Property grounds
Living area
Living area
Exceptional
(13 reviews)

"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres

Mount Tremper

12% off
AU$8,718
for 7 nights, 1 home
AU$1,245 per night
includes taxes & fees
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
new, beautiful, fully equipped, large, custom kitchen-plenty of counter space.
Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit
stay warm & cozy by the fireplace with large screen TV above
bluestone, more shaded patio with shade garden
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
AU$2,886
for 7 nights, 1 home
AU$412 per night
includes taxes & fees
Sanctuary by the Stream
Exterior
Private kitchen
Great room featuring a wonderful wall of windows
Kitchen with everything you'll need
Exceptional
(53 reviews)

Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock

12% off
AU$5,931
for 7 nights, 1 home
AU$847 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
In winter, stay toasty warm by the fire
Welcome to Bridge House
Cooking is a breeze in this recently remodeled kitchen
Large sliders bring nature indoors
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
AU$3,490
for 7 nights, 1 home
AU$499 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
Exterior detail
Living space
Exterior
Mud room
Exceptional
(21 reviews)

Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing

West Kill

8% off
AU$3,719
for 7 nights, 1 cabin
AU$531 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Exterior
Interior
Lobby
Living area
Very good
(7 reviews)

6BR/7bath Luxury home Hot Tub in Hunter Catskills

Hunter

8% off
AU$13,764
for 7 nights, 1 home
AU$1,966 per night
includes taxes & fees
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Living area
Exterior
Dining
Private kitchen
Exceptional
(10 reviews)

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

Lake Hill

8% off
AU$3,006
for 7 nights, 1 cabin
AU$429 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
Third view of LR with woodstove
View #1 of deck with mountain in background
Side view of house and deck
One side of romantic master bedroom with pink chaise and king size bed.
Exceptional
(46 reviews)

Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream

Phoenicia

8% off
AU$3,388
for 7 nights, 1 home
AU$484 per night
includes taxes & fees
Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream
Relax in our screened-in porch surrounded by forest views and sounds of nature.
Screened-in porch with woodland views, elegant seating & peaceful ambiance.
Pool
Interior
Wonderful
(7 reviews)

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Woodstock

16% off
AU$3,997
for 7 nights, 1 cottage
AU$571 per night
includes taxes & fees
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Bathroom
Living area
Interior
Dining
Exceptional
(59 reviews)

Town Home near Hunter Mntn

Hunter

9% off
AU$3,081
for 7 nights, 1 home
AU$440 per night
includes taxes & fees
Town Home near Hunter Mntn
Interior
Living area
Property grounds
Dining Room Looking out to Private Lake
Exceptional
(28 reviews)

Incredible Lake House with Stunning Mountain Views (swimming lake)

Chichester

8% off
AU$6,946
for 7 nights, 1 home
AU$992 per night
includes taxes & fees
Incredible Lake House with Stunning Mountain Views (swimming lake)
Side view
Bring the outdoors inside
Rock Maple countertops and KitchenAid refrigerator with through-the-door ice
Dining room seats eight to ten - extra chairs available
Exceptional
(92 reviews)

1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.

Shandaken

21% off
AU$2,845
for 7 nights, 1 home
AU$406 per night
includes taxes & fees
1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.
Sauna in 1st flr full bathroom with stand up shower
Dining table area with slider to wrap around deck and stairs to loft
Master bedroom with queen size bed and 65” smart tv
Updated stainless steel kitchen with granite breakfast bar
Exceptional
(38 reviews)

Hunter Mountains Hill Top Hide Away Trail Side

Hunter

8% off
AU$5,259
for 7 nights, 1 apartment
AU$751 per night
includes taxes & fees
Hunter Mountains Hill Top Hide Away Trail Side
Interior
Dining
Private kitchen
Interior
Exceptional
(27 reviews)

Gorgeous Villa w/ Mountain Views, pool, hot tub!

Glenford

5% off
AU$6,708
for 7 nights, 1 home
AU$958 per night
includes taxes & fees
Gorgeous Villa w/ Mountain Views, pool, hot tub!
Private kitchen
Terrace/patio
Living area
Private kitchen
Exceptional
(12 reviews)

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Phoenicia

8% off
AU$2,369
for 7 nights, 1 cottage
AU$338 per night
includes taxes & fees
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Outdoor dining
Take in the epic views while enjoying your sunset dinner. #phoenicia #woodstock
Perched on Rose Mountain inside Catskill State Park #woodstock #phoenicia
Swing in the hammock watching the sun set. #phoenicia #woodstock
Exceptional
(5 reviews)

Storybook Creekside Retreat: family+dog friendly, 8 Acres + Epic Views

Shandaken

8% off
AU$10,021
for 7 nights, 1 cabin
AU$1,432 per night
includes taxes & fees
Storybook Creekside Retreat: family+dog friendly, 8 Acres + Epic Views
Interior
Exterior
Exterior
Dining
Exceptional
(7 reviews)

Charming 3-bedroom bungalow with AC in Phoenicia, Catskills

Phoenicia

8% off
AU$3,807
for 7 nights, 1 home
AU$544 per night
includes taxes & fees
Charming 3-bedroom bungalow with AC in Phoenicia, Catskills

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to arty Willow

The area's art galleries and museums are just some of the reasons to come on holiday to Willow. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Willow

Do you want to find attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that Willow has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Indian Head Mountain (7.6 mi / 12.2 km)
  • Hunter Mountain (8.7 mi / 13.9 km)
  • Kaaterskill Falls (11.7 mi / 18.8 km)
  • Belleayre Mountain Ski Center (14.8 mi / 23.8 km)
  • Windham Mountain Resort (14.9 mi / 24 km)
  • Straus Center - Frost Valley YMCA (15 mi / 24.2 km)

Exploring the natural features in Willow

Whether you're looking for adventure or just want to take in the scenery, Willow is a great spot to appreciate mother nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Overlook Mountain Trailhead (5.4 mi / 8.7 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (9 mi / 14.4 km)
  • Slide Mountain (9.7 mi / 15.6 km)
  • Opus 40 (10.2 mi / 16.4 km)
  • Kaaterskill Falls (11.7 mi / 18.8 km)
  • Belleayre Beach (13.1 mi / 21 km)

Travelling to and around Willow

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 30.4 mi (48.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Willow when booking a holiday rental?
When considering a holiday rental in Willow, New York, the best area to stay would be around the charming neighbourhood known for its serene landscapes and proximity to the Hudson Valley. This area boasts a selection of properties that cater to various preferences, from quaint cottages to more spacious homes, allowing visitors to find the great base for their getaway.One of the top attractions in the vicinity is the stunning Ashokan Reservoir, which offers picturesque views and excellent opportunities for hiking and birdwatching. Additionally, the nearby Catskill Mountains provide a fantastic backdrop for outdoor enthusiasts, with numerous trails and scenic spots to explore.Staying in this part of Willow allows you to enjoy both nature and the local community, with several delightful shops and eateries that reflect the area's unique character.
Where are the best Willow ski resort rentals?
For ski resort rentals near Willow, New York, the closest major ski area is Hunter Mountain, located approximately a half-hour's drive away. Visitors looking for accommodations should explore options in the town of Hunter and nearby Tannersville. In the Hunter area, you'll find a range of properties, from cosy cabins to spacious chalets, many of which offer amenities such as wood-burning stoves, ski storage, and outdoor decks with scenic mountain views. These rentals often cater to groups and families, providing comfortable living spaces and fully equipped kitchens for self-catering during your stay.In Tannersville, visitors can find charming historic homes and modern condos that provide easy access to both skiing and local attractions. Many properties here feature conveniences like Wi-Fi, laundry facilities, and access to community amenities such as hot tubs or swimming pools. The vibrant village atmosphere in Tannersville includes shops, restaurants, and après-ski options, enhancing the overall experience for travellers.For those seeking outdoor activities beyond skiing, the surrounding Catskill Mountains offer numerous hiking trails and natural beauty to explore. Rentals in these areas often allow guests to enjoy both winter sports and the serene landscapes that characterise this part of New York.
What is the most popular type of holiday rental accomodation in Willow?
In Willow, holiday houses are the most popular type of holiday rental, with around 16 available in the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Additionally, there are about 12 cabins scattered throughout the region, which often offer a rustic charm and beautiful views of the surrounding nature. Several chalets and cottages are also available, providing a cozier atmosphere for those looking to escape into the countryside.
Are there any family house rentals in Willow?
In Willow, New York, there are several family-friendly house rentals available, making it a lovely spot for those seeking a getaway. Visitors can find homes located in picturesque settings, often featuring spacious living areas suitable for families. Many properties come equipped with full kitchens, allowing for convenient meal preparation, and outdoor spaces where children can play and explore.Families will appreciate the proximity to the Catskill Mountains, offering ample opportunities for hiking, biking, and enjoying nature. The nearby Ashokan Reservoir is also a fantastic spot for picnics and scenic walks.
Are there pet-friendly house rentals in Willow?
In Willow, New York, there are several pet-friendly house rentals available for those looking to enjoy a tranquil getaway. The area is known for its picturesque surroundings, making it an appealing choice for nature lovers. Many of the holiday rentals come with amenities such as spacious outdoor areas, fully equipped kitchens, and cosy living spaces, allowing guests to relax comfortably with their pets.The nearby Catskill Park offers numerous opportunities for outdoor activities, including hiking trails and scenic spots that are great for walking dogs. Additionally, the charming local community provides a friendly setting, with nearby pet-friendly cafes and shops that enhance the overall experience for travellers with pets.
Are there any remote work holiday rentals in Willow?
In Willow, New York, there are a variety of remote work holiday rentals available, with around 36 options to choose from. This picturesque area is ideal for those looking to combine work and leisure, offering a tranquil environment surrounded by nature. Many of these properties come equipped with essential amenities for remote work, such as free Wi-Fi and designated workspaces, ensuring a productive stay.Travellers can expect comfortable living areas, fully equipped kitchens for preparing meals, and some properties may even feature outdoor spaces where you can unwind after a day of work. With the scenic beauty of the Catskill Mountains nearby, Willow provides ample opportunities for outdoor activities during downtime, including hiking and exploring local parks. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Willow?
In Willow, popular rental amenities include kitchens, which allow guests to prepare their own meals, and outdoor decks or patios ideal for enjoying the fresh air and scenic surroundings. Many properties cater to pet owners by permitting pets, making it easier for families to bring their furry friends along. Additional amenities like coffee and tea makers provide a comforting touch for morning routines, while blenders are handy for creating smoothies or other refreshments.
What are the top attractions in Willow?
In Willow, New York, visitors can enjoy the natural beauty and outdoor activities that the area has to offer. The nearby Catskill Park is a significant attraction, providing ample opportunities for hiking, fishing, and enjoying picturesque views of the Catskill Mountains. This area is great for those who appreciate nature and want to explore the scenic trails.The charming village of Woodstock is just a short drive away, known for its vibrant arts scene and cultural events. Here, travellers can visit local galleries, unique shops, and enjoy live music performances. The historic Byrdcliffe Arts Colony, located in Woodstock, is a great spot to explore local crafts and artistic expressions.For those interested in a more relaxed experience, the Ashokan Reservoir offers a beautiful setting for picnicking, walking, and photography, with its expansive water views framed by the surrounding hills.
Are all fees included in the Willow holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Willow holiday homes with parking?
Stayz offers a wide selection of holiday homes in Willow with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Willow holiday homes?
You can find great discounts on holiday homes in Willow on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Willow holiday home booking on Stayz?
To find Willow holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Willow?
A long-stay holiday home in Willow is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Willow holiday home?
Book your Willow holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Willow?
Prices for holiday homes in Willow vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Willow to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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