Hensonville holiday rentals

We found 932 holiday rentals — enter your dates for availability
Discover a selection of 34 homes, 10 cabins and other holiday rentals in Hensonville that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, including Wi-Fi and parking. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Hensonville

Showing deals for:25 Dec - 1 Jan

Kitchen
Hot tub
Tannersville Farmhouse in the summer!
Sunroom
Exceptional
(90 reviews)

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

Tannersville

9% off
AU$17,329
for 7 nights, 1 home
AU$2,476 per night
includes taxes & fees
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!
Outdoor dining
Exterior
Living area
Private kitchen
Exceptional
(7 reviews)

Modern Mountain View Chalet in Windham

Windham

8% off
AU$8,741
for 7 nights, 1 chalet
AU$1,249 per night
includes taxes & fees
Modern Mountain View Chalet in Windham
Living area
Exterior
Terrace/patio
Private kitchen
Exceptional
(16 reviews)

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

Hunter

8% off
AU$4,782
for 7 nights, 1 chalet
AU$683 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Interior
Property grounds
Terrace/patio
Private kitchen
Exceptional
(29 reviews)

Secluded Catskills cabin on a private road.

Greenville

8% off
AU$2,170
for 7 nights, 1 cabin
AU$310 per night
includes taxes & fees
Secluded Catskills cabin on a private road.
Great room
Outdoor dining
Interior
Exterior
Exceptional
(119 reviews)

SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER

Jewett

8% off
AU$7,337
for 7 nights, 1 home
AU$1,048 per night
includes taxes & fees
SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
Dining
Winter view from patio. Ski Windham
Master king size bed
Exterior
Exceptional
(11 reviews)

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

Windham

11% off
AU$13,934
for 7 nights, 1 home
AU$1,991 per night
includes taxes & fees
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Interior
Your primary entrance will lead you directly in the homes cool kitchen!
Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
130 year old stone fireplace in green living room
Exceptional
(88 reviews)

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

Haines Falls

9% off
AU$9,352
for 7 nights, 1 home
AU$1,336 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
Brand new kitchen with granite countertops
Zoom Flume water park is 20 minutes from the house.
House in summer
outdoor seating by the deck/patio
Exceptional
(12 reviews)

Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna

Windham

13% off
AU$8,901
for 7 nights, 1 home
AU$1,272 per night
includes taxes & fees
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Living area
Exterior
Interior
Terrace/patio
Exceptional
(34 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
AU$2,498
for 7 nights, 1 chalet
AU$357 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Interior
Interior
Dining
Property grounds
Wonderful
(11 reviews)

Serendipity Lake house on private 28 acre lake

Windham

17% off
AU$7,656
for 7 nights, 1 home
AU$1,094 per night
includes taxes & fees
Serendipity Lake house on private 28 acre lake
Exterior
Living space
BBQ (charcoal and propane)
Mud room
Exceptional
(21 reviews)

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

West Kill

8% off
AU$3,771
for 7 nights, 1 cabin
AU$539 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Kitchen Island & stools
Upstairs Living area, kitchen and dining area
Living room - working fireplace
View from front deck
Exceptional
(8 reviews)

Great for Families & Groups!

Windham

8% off
AU$6,399
for 7 nights, 1 home
AU$914 per night
includes taxes & fees
Great for Families & Groups!
Private kitchen
Interior
Living area
Lobby
Very good
(7 reviews)

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

Hunter

8% off
AU$13,957
for 7 nights, 1 home
AU$1,994 per night
includes taxes & fees
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Living area
Dining
Interior
Interior
Exceptional
(10 reviews)

West Kill Mountain Retreat

West Kill

8% off
AU$3,934
for 7 nights, 1 home
AU$562 per night
includes taxes & fees
West Kill Mountain Retreat
Room
Exterior
Living area
Property grounds
Wonderful
(5 reviews)

Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet

Maplecrest

8% off
AU$4,936
for 7 nights, 1 home
AU$705 per night
includes taxes & fees
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet
The sun room - An extra sleeping room with all the beauty of sleeping outdoors
EVERYBODY’s Favorite The four seasons room!
Bird watch, sip your coffee or enjoy an evening cocktail.
Exterior detail
Exceptional
(26 reviews)

Private Catskills Getaway with Gorgeous Mountain View’s

Round Top

8% off
AU$6,235
for 7 nights, 1 home
AU$891 per night
includes taxes & fees
Private Catskills Getaway with Gorgeous Mountain View’s
Property grounds
Living area
Private kitchen
Room
Exceptional
(18 reviews)

Cozy Waterfall Oasis + Firepit

East Durham

8% off
AU$5,148
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
Cozy Waterfall Oasis + Firepit
Entry & Living Room
Indoor Heated Pool
Kitchen from Living Room
View From Back Porch
Exceptional
(10 reviews)

Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo

Windham

7% off
AU$7,439
for 7 nights, 1 apartment
AU$1,063 per night
includes taxes & fees
Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo
Bathroom
Living area
Dining
Interior
Exceptional
(59 reviews)

Town Home near Hunter Mntn

Hunter

9% off
AU$3,124
for 7 nights, 1 home
AU$446 per night
includes taxes & fees
Town Home near Hunter Mntn
Updated stainless steel kitchen with granite breakfast bar
Dining table area with slider to wrap around deck and stairs to loft
Living room towards dining table and slider to wrap around deck
Sauna in 1st flr full bathroom with stand up shower
Exceptional
(38 reviews)

Hunter Mountains Hill Top Hide Away Trail Side

Hunter

8% off
AU$5,333
for 7 nights, 1 apartment
AU$762 per night
includes taxes & fees
Hunter Mountains Hill Top Hide Away Trail Side
Terrace/patio
Exterior
Kitchen
Master Bedroom
Very good
(7 reviews)

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Windham

8% off
AU$2,028
for 7 nights, 1 home
AU$290 per night
includes taxes & fees
Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain
Kitchen
Pool
Room
Property grounds
Exceptional
(11 reviews)

Catskill retreat, cozy and comfortable with wood fire and large yard!

Cairo

6% off
AU$3,823
for 7 nights, 1 home
AU$546 per night
includes taxes & fees
Catskill retreat, cozy and comfortable with wood fire and large yard!
11 ft dining table seats 10-14 people
Covered 15' picnic table for enjoying meals al fresco.
Pool is open Memorial Day through Labor Day.
Sun room - Sofa converts to full-size bed & doors close to make a cozy bedroom.
Exceptional
(7 reviews)

Experience the Catskills - Explore, Entertain and Relax at our Chalet.

Lanesville

16% off
AU$4,109
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Experience the Catskills - Explore, Entertain and Relax at our Chalet.
Exterior
Private kitchen
Living area
Room
Exceptional
(15 reviews)

Gorgeous, First Class, 2 King apartment in downtown Windham

Windham

17% off
AU$3,007
for 7 nights, 1 apartment
AU$430 per night
includes taxes & fees
Gorgeous, First Class, 2 King apartment in downtown Windham

  • 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

Find the perfect holiday rental for your Hensonville getaway

Learn about the unique charm of Hensonville with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Hensonville

Do you want to discover top things to see and do in the area? Venture out of your holiday home and experience everything that Hensonville has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Windham Country Club (1.3 mi / 2.1 km)
  • Windham Mountain Resort (2 mi / 3.2 km)
  • Windham Vineyards and Winery (5.6 mi / 8.9 km)
  • Hunter Mountain (6.1 mi / 9.8 km)
  • Zoom Flume (7.2 mi / 11.6 km)
  • Kaaterskill Falls (10.3 mi / 16.6 km)

Exploring the natural landscape of Hensonville

Whether you're an adventurous traveller or just want to take in the scenery, Hensonville is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Mountain Top Arboretum (6.3 mi / 10.1 km)
  • Kaaterskill Falls (10.3 mi / 16.6 km)
  • Overlook Mountain Trailhead (15.9 mi / 25.5 km)
  • Belleayre Beach (17.3 mi / 27.9 km)
  • Sleepy Hollow Lake (20.9 mi / 33.7 km)
  • East Branch Delaware River (24.1 mi / 38.9 km)

Transport options to and around Hensonville

The nearest airport is in Hudson, NY (HCC-Columbia County), located 25.8 mi (41.5 km) from the city centre.

Frequently asked questions

Where are the best Hensonville ski resort rentals?
For renting ski accommodations near Hensonville, New York, travellers should focus on the nearby area of Windham, which is home to a popular ski resort just a short drive away. In Windham, you can find a variety of rental options, including spacious cabins and cosy chalets that cater to families and groups. Many of these properties come equipped with amenities such as fully equipped kitchens, fireplaces, and outdoor decks, superb for relaxing after a day on the slopes.In addition to Windham, the town of Hunter, located slightly further to the north, offers additional rental opportunities. Here, visitors can choose from rustic lodges to modern condos, often featuring amenities like hot tubs, ski storage, and easy access to the ski lifts. The vibrant communities in both Windham and Hunter also provide a range of dining options, shops, and après-ski activities, ensuring a well-rounded experience for holidaymakers.Beyond skiing, the surrounding Catskill Mountains offer plenty of opportunities for outdoor enthusiasts, with hiking trails and scenic views accessible from many properties.
What is the most popular type of holiday rental accomodation in Hensonville?
In Hensonville, holiday houses are the most popular type of holiday rental, with approximately 54 available throughout the area. These houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living spaces, making them ideal for families or larger groups. Many also come with outdoor amenities such as decks or patios, great for enjoying the natural surroundings after a day of exploring the nearby Catskill Mountains.Additionally, there are around 16 cabins and several apartments, cottages, and chalets, providing a variety of options for different preferences. Cabins often offer a rustic charm with wood finishes and fireplaces, while cottages and chalets can provide a cosy, quaint atmosphere for a more intimate stay.
Are there any family house rentals in Hensonville?
In Hensonville, New York, families will find a variety of holiday rentals, with around 29 options available in the area. This charming locale is located in the heart of the Catskills, offering a superb backdrop for family adventures. Many of these properties boast spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces ideal for children to play and explore.Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even features like game rooms or patios for outdoor dining. The nearby area is rich with opportunities for outdoor activities, including hiking trails and skiing options in the winter months, making it a versatile destination year-round.
Can I rent a holiday home with a pool or hot tub in Hensonville?
In Hensonville, New York, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and leisure. The area, located in the picturesque Catskill Mountains, offers a variety of amenities in these properties. Many rentals come with private pools, hot tubs, and spacious outdoor areas great for enjoying the surrounding natural beauty.Travellers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or fire pits for evening gatherings. The serene environment enhances the experience, providing a peaceful retreat while still being close to outdoor activities like hiking and summer festivals.
Are there pet-friendly house rentals in Hensonville?
In Hensonville, there are several pet-friendly house rentals available, with a total of 11 options to choose from. These properties often feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Many of the holiday homes are situated near beautiful natural surroundings, providing opportunities for outdoor activities with your furry companions.The region is known for its picturesque landscapes, making it a great place to explore with pets. Nearby, there are hiking trails and scenic spots great for leisurely walks and adventures.
Are there any remote work holiday rentals in Hensonville?
In Hensonville, New York, there are numerous remote work holiday rentals available, with about 86 options to choose from. This charming area offers a peaceful retreat, ideal for those looking to combine work and leisure. Most properties come equipped with essential amenities for remote work, including reliable Wi-Fi, designated desk spaces, and comfortable seating areas. Many rentals also provide a serene environment, allowing you to focus on your tasks while enjoying the tranquillity of the surrounding nature.The picturesque backdrop of the Catskills enhances the experience, with opportunities for outdoor activities available right at your doorstep. Whether you're interested in hiking, exploring local attractions, or simply unwinding in a cozy setting after a day of work, Hensonville has plenty to offer. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Hensonville?
In Hensonville, popular rental amenities include well-equipped kitchens, which are essential for those who prefer to prepare their own meals. Many rentals also feature inviting decks or patios, providing a superb spot to relax and enjoy the surrounding scenery. A fireplace is a common amenity, adding warmth and a cosy atmosphere, especially in the cooler months. Additionally, travellers can expect coffee and tea makers for their morning brews, and onsite parking is typically available, making it convenient for guests with their own vehicles.
When is the best time to visit Hensonville for a holiday rental?
The peak season in Hensonville runs from June to August, making it an ideal time for those seeking vibrant summer activities and outdoor adventures. July, in particular, is the most popular month to visit, as the warm weather invites travellers to explore the stunning Catskill Mountains, engage in hiking, and enjoy the local festivals that celebrate the area's rich heritage.During this time, visitors can expect average temperatures ranging from 15 to 25 degrees Celsius, superb for enjoying the picturesque landscapes and outdoor events. The lively option is complemented by a range of recreational activities, from fishing to kayaking on nearby lakes, ensuring there's something for everyone to enjoy.For those looking for a more budget-friendly option, consider planning your trip in February. While this month falls within the low season, it provides a unique opportunity to experience Hensonville in a quieter and more serene setting. The crisp winter air is ideal for enjoying snowshoeing and cross-country skiing, all while surrounded by the tranquil beauty of the snow-covered mountains.
What are the top attractions in Hensonville?
In Hensonville, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The nearby Catkill Park is a significant draw for hikers and nature enthusiasts, offering numerous trails with stunning views and opportunities for wildlife spotting.The area is also close to the charming town of Windham, known for its picturesque Main Street lined with shops and eateries, creating a lovely atmosphere for leisurely strolls. In winter, the Windham Mountain Resort provides skiing and snowboarding for those looking to enjoy the slopes, while in summer, the same mountain offers hiking and mountain biking trails.For those interested in history and culture, the nearby town of Tannersville features quaint shops and art galleries, along with the historic Mountain Top Historical Society that showcases the region's rich heritage.
Are all fees included in the Hensonville 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 Hensonville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Hensonville 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 Hensonville holiday homes?
You can find great discounts on holiday homes in Hensonville 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 Hensonville holiday home booking on Stayz?
To find Hensonville 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 Hensonville?
A long-stay holiday home in Hensonville 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 Hensonville holiday home?
Book your Hensonville 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 Hensonville?
Prices for holiday homes in Hensonville 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 Hensonville 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.