Hensonville holiday homes

We found 911 holiday rentals — enter your dates for availability
Discover a selection of 33 homes 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:13 Nov - 20 Nov

Kitchen
Hot tub
Sunroom
Fully finished attic: full size bed
Exceptional
(89 reviews)

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

Tannersville

13% off
NZ$17,671
for 7 nights, 1 home
NZ$2,524 per night
includes taxes & fees
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!
Living area
Interior
Private kitchen
Living area
Exceptional
(7 reviews)

Modern Mountain View Chalet in Windham

Windham

8% off
NZ$7,445
for 7 nights, 1 chalet
NZ$1,064 per night
includes taxes & fees
Modern Mountain View Chalet in Windham
Private kitchen
Living area
Private kitchen
Living area
Wonderful
(23 reviews)

Large 11 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville

Tannersville

12% off
NZ$8,371
for 7 nights, 1 home
NZ$1,196 per night
includes taxes & fees
Large 11 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Private kitchen
Property grounds
Interior
Living area
Exceptional
(28 reviews)

Secluded Catskills cabin on a private road.

Greenville

8% off
NZ$2,537
for 7 nights, 1 cabin
NZ$362 per night
includes taxes & fees
Secluded Catskills cabin on a private road.
Dining
Outdoor spa tub
Interior
Living area
Exceptional
(97 reviews)

10min to WINDHAM. Yard! Views! Firepit! Huge New Deck + Hot Tub! Pet Friendly!

Durham

16% off
NZ$3,736
for 7 nights, 1 cabin
NZ$534 per night
includes taxes & fees
10min to WINDHAM. Yard! Views! Firepit! Huge New Deck + Hot Tub! Pet Friendly!
Terrace/patio
Exterior
Private kitchen
Living area
Exceptional
(16 reviews)

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

Hunter

8% off
NZ$4,423
for 7 nights, 1 chalet
NZ$632 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Spectacular alpine modern design
Private kitchen
Indoor pool with awesome views
Award winning design, European alpine with symmetric glass walls front and back
Exceptional
(10 reviews)

*The View* ski in/out modern luxury at Windham Mountain Resort

Windham

9% off
NZ$31,946
for 7 nights, 1 home
NZ$4,564 per night
includes taxes & fees
*The View* ski in/out modern luxury at Windham Mountain Resort
Our complex - Windham Mountain Village - in the summertime.
Clubhouse is open to all - no reservations needed 🍷
New hot tub located next to pool
View of slopes from our common space and back deck.
Exceptional
(16 reviews)

Large Catskill townhome steps from skiing w/pool

Windham

8% off
NZ$6,140
for 7 nights, 1 home
NZ$877 per night
includes taxes & fees
Large Catskill townhome steps from skiing w/pool
Interior
Terrace/patio
Great room
Exterior
Exceptional
(118 reviews)

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

Jewett

8% off
NZ$8,189
for 7 nights, 1 home
NZ$1,170 per night
includes taxes & fees
SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
Terrace/patio
Exterior
Interior
Private kitchen
Exceptional
(29 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
NZ$2,431
for 7 nights, 1 chalet
NZ$347 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Outdoor dining
Room
Living area
Living area
Exceptional
(6 reviews)

Cozy and bright 2-bedroom cabin in charming Elka Park

Tannersville

8% off
NZ$2,531
for 7 nights, 1 cabin
NZ$362 per night
includes taxes & fees
Cozy and bright 2-bedroom cabin in charming Elka Park
Interior
The hot tub leads to the deck, and is great to use year round
The front of the house in summer with a new exterior paint job
Interior
Exceptional
(114 reviews)

Mountain View Chalet Near Skiing

Hensonville

12% off
NZ$9,243
for 7 nights, 1 home
NZ$1,320 per night
includes taxes & fees
Mountain View Chalet Near Skiing
Private kitchen
Another property we have down the street; 4bedrm;3bath with large loft&game room
Spacious living room; open to dining area
Exterior
Exceptional
(80 reviews)

Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend

Hunter

8% off
NZ$5,705
for 7 nights, 1 home
NZ$815 per night
includes taxes & fees
Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend
Brand new kitchen with granite countertops
Zoom Flume water park is 20 minutes from the house.
House in summer
Loft area with a study
Exceptional
(12 reviews)

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

Windham

13% off
NZ$10,365
for 7 nights, 1 home
NZ$1,481 per night
includes taxes & fees
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Outdoor dining
Private kitchen
Exterior
Living area
Exceptional
(13 reviews)

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

Hunter

8% off
NZ$11,910
for 7 nights, 1 home
NZ$1,701 per night
includes taxes & fees
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Dining
Winter view from patio. Ski Windham
Top Floor loft, next to master bedroom
Master king size bed
Exceptional
(11 reviews)

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

Windham

11% off
NZ$16,570
for 7 nights, 1 home
NZ$2,367 per night
includes taxes & fees
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
View from back of house
Deck with outdoor seating
Living room, library and wood burning fireplace. Extra bench seating for 4x
View from dining room
Exceptional
(31 reviews)

Luxury Home on Windham Mountain! Walk to Slopes

Windham

8% off
NZ$16,567
for 7 nights, 1 home
NZ$2,367 per night
includes taxes & fees
Luxury Home on Windham Mountain! Walk to Slopes
Living area
Interior
Room
Terrace/patio
Exceptional
(16 reviews)

Woodside Cabin #2 on Lake Heloise

Windham

17% off
NZ$2,615
for 7 nights, 1 cabin
NZ$374 per night
includes taxes & fees
Woodside Cabin #2 on Lake Heloise
130 year old stone fireplace in green living room
Your primary entrance will lead you directly in the homes cool kitchen!
Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Interior
Exceptional
(88 reviews)

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

Haines Falls

8% off
NZ$11,337
for 7 nights, 1 home
NZ$1,620 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
Interior
Living area
Private kitchen
Property grounds
Exceptional
(48 reviews)

Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!

Windham

12% off
NZ$7,134
for 7 nights, 1 home
NZ$1,019 per night
includes taxes & fees
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Yoga Zen Room
Foosball Table
Terrace/patio
Extra Dining Area
Excellent
(7 reviews)

◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

Lexington

8% off
NZ$15,394
for 7 nights, 1 home
NZ$2,199 per night
includes taxes & fees
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna
30-inch thick Canadian logs
Dining area with room for 12 people and large fireplace in background
Full kitchen
Great views west towards Windham Mountain from the hot tub
Exceptional
(61 reviews)

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

Windham

21% off
NZ$7,630
for 7 nights, 1 home
NZ$1,090 per night
includes taxes & fees
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Mud room
Living space
BBQ (charcoal and propane)
Exterior
Exceptional
(19 reviews)

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

West Kill

7% off
NZ$3,187
for 7 nights, 1 cabin
NZ$455 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Room
Exterior
Property grounds
Living area
Wonderful
(5 reviews)

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

Maplecrest

8% off
NZ$5,979
for 7 nights, 1 home
NZ$854 per night
includes taxes & fees
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet

  • 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)
  • Hunter Mountain (6.1 mi / 9.8 km)
  • Zoom Flume (7.2 mi / 11.6 km)
  • Kaaterskill Falls (10.3 mi / 16.6 km)
  • Belleayre Mountain Ski Center (17.9 mi / 28.7 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

What is the best area to stay in Hensonville when booking a holiday home?
If you're considering a getaway to Hensonville, East Windham is one of the most sought-after places to stay. Whether you choose a cottage, condo or another type of property, you'll always have the whole place to yourself.
What is the most popular type of holiday home accommodation in Hensonville?
The most desirable types of holiday homes in Hensonville are houses. Prefer something different? Bookabach offers a variety of options to match our guests' needs, so you'll see properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Hensonville?
Several factors affect how much you pay for a holiday home in Hensonville, such as the season, type of property and length of stay. Still, all Bookabach homes have one thing in common — exceptional value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Hensonville?
The average price for a holiday home near the beach in Hensonville depends on when you're visiting the area and the type and size of property you're searching for. You can easily find prices on Bookabach by entering your preferred travel dates and destination. Then use our handy filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Hensonville?
With 32 properties that allow pets, your little buddy can join in on your Hensonville holiday. Use our filter tool to search our pet-friendly holiday homes and find your pawfect pad on Bookabach.
Can I rent a house with a pool in Hensonville?
Check the "pool" box in our filter tool and take your pick of 10 houses with private pools in Hensonville on Bookabach. Morning swim, afternoon splash or midnight soak? How you spend your leisure time is up to you when your holiday property boasts a swimming pool.
What are popular home amenities in Hensonville?
A swimming pool, ski-in/ski-out facilities and tennis are the most popular home amenities in Hensonville. Whether you're taking a trip solo, with your better half or a group of friends, Bookabach can help you find a holiday home that suits your style with a load of extras you'll love.
Are there large group holiday homes in Hensonville?
With 10 properties that can host 10 or more people in Hensonville, you don't have to limit the invite list. From holidays with the extended family to special events like anniversary parties and weddings, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in Hensonville that welcome kids?
Hensonville has 32 family-friendly holiday homes to pick from. And booking a stay that welcomes children is a cinch with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll get access to perks and amenities such as living rooms, full kitchens and yards.
What are the top attractions for families in Hensonville?
Keeping the kids happy during your holiday in Hensonville is simple with these cool family-friendly attractions:
  • Zoom Flume
  • Mountain Top Arboretum
  • Hunter Mountain
Are there one-bedroom holiday homes in Hensonville?
Hensonville has two one-bedroom homes on offer. Often positioned in prime spots thanks to their smaller size, a one-bedroom holiday home is perfect if you're travelling with a pal or your partner. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to relax while discovering this fabulous destination.
Can I find two-bedroom holiday homes in Hensonville?
Hensonville has eight two-bedroom holiday properties to pick from. Experience a holiday home with all the space and comfort you're looking for at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Hensonville?
Hensonville has 12 holiday homes with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to scrolling social media, these Bookabach homes make it easy to get online.
How can I find holiday homes with air conditioning in Hensonville?
Select your travel dates and then use our filters to find holiday homes with air conditioning in Hensonville on Bookabach. With 14 air-conditioned properties available, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Hensonville?
You'll need to check with the Hensonville holiday home you're looking at on Bookabach as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Hensonville for?
How long you can book a holiday home in Hensonville varies according to the property. Simply enter your chosen travel dates to display a list of options offering extended stays. With a range of amenities such as full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Hensonville.