Vacation Rentals with Pool in Hensonville, NY: Compare 10+ Sites & Save

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82 Best Vacation Rentals with Pool in Hensonville (Starting from $120)

Redwood Retreat in Windham - minutes to Mtn!
Redwood Retreat in Windham - minutes to Mtn!
House
Windham, NY, USA
2.4k from Hensonville center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.3

Superb

16 reviews

$301
Average price / night
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4 SEASON VACATION RENTAL
4 SEASON VACATION RENTAL
House
Hensonville, NY, 12439, United States
1.5k from Hensonville center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

56 reviews

$546
Average price / night
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Mountain Getaway2BR Btw Hunter&WindhamSkiingHiking
Mountain Getaway2BR Btw Hunter&WindhamSkiingHiking
Apartment
Hensonville, New York, USA
2.7k from Hensonville center

Pool, Parking, Internet, Air Conditioner, Child Friendly

2 Bedrooms6 Guests
New to Booking
$299
Average price / night
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Scenic Catskills Retreat • Pool, Hot Tub, Lake & Game Room | Mountainview Estate
Scenic Catskills Retreat • Pool, Hot Tub, Lake & Game Room | Mountainview Estate
House
Jewett, NY, 12439, United States
1.7k from Hensonville center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

12 Bedrooms48 Guests
New to Booking
$3664
Average price / night
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Luxury Mountain Mansion Huge Pool, Sauna, 7000sqft
Luxury Mountain Mansion Huge Pool, Sauna, 7000sqft
Villa
Windham, NY, USA
4.4k from Hensonville center

Security/Safety, Pool, Oceanfront, Wellness Facilities, Guest Services, Parking, Sports/Activities

8 Bedrooms17 Guests
New to Booking
$1299
Average price / night
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Exceptional townhome with hot tub & fireplace and customize stays in Windham
Exceptional townhome with hot tub & fireplace and customize stays in Windham
House
Windham, NY, 12496, United States
2.0k from Hensonville center

Breakfast Available, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$120
Average price / night
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Lux Windham Getaway - Views & Indoor Heated Pool
Lux Windham Getaway - Views & Indoor Heated Pool
House
Windham, NY, USA
5.6k from Hensonville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms16 Guests
New to Booking
$999
Average price / night
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Windham getaway!
Windham getaway!
Condo
Windham, NY, 12496, United States
2.1k from Hensonville center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$205
Average price / night
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Custom Windham Mtn Villa with Pool, Theater and Views!
Custom Windham Mtn Villa with Pool, Theater and Views!
Villa
Windham, NY, USA
5.7k from Hensonville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

5 Bedrooms16 Guests
New to Booking
$1722
Average price / night
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All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish
All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish
Condo
Windham, NY, 12496, United States
2.2k from Hensonville center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$253
Average price / night
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Kaatskill Mountain Club and Condos by Hunter Mountain
Kaatskill Mountain Club and Condos by Hunter Mountain
Cabin
Hunter, NY, USA
8.5k from Hensonville center

Accommodations, Pools, Parking, Lodges, Cabins, Lodgings, Hot tubs, Places to stay, Family

179 Bedrooms62 Guests
8.7

Fabulous

94 reviews

$234
Average price / night
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NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit
NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit
House
Windham, NY, 12496, United States
2.2k from Hensonville center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms18 Guests
10.0

Exceptional

3 reviews

$1373
Average price / night
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SPECTACULAR CATSKILLS 4 BEDROOM VACATION OASIS- Gorgeous Hunter Mountain Views!
SPECTACULAR CATSKILLS 4 BEDROOM VACATION OASIS- Gorgeous Hunter Mountain Views!
House
Hunter, NY, USA
8.7k from Hensonville center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms10 Guests
8.6

Fabulous

53 reviews

$387
Average price / night
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4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER\nFree shuttle to Windham Mnt ski season
4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER\nFree shuttle to Windham Mnt ski season
House
Hensonville, NY, 12439, United States
2.3k from Hensonville center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
8.0

Good

7 reviews

$597
Average price / night
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Charming home - views of Hunter Mountain slopes
Charming home - views of Hunter Mountain slopes
House
Hunter, NY, USA
8.8k from Hensonville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$472
Average price / night
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Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
House
Windham, NY, 12439, United States
2.3k from Hensonville center

Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
8.8

Fabulous

6 reviews

$290
Average price / night
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Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
Condo
East Jewett, NY, 12424, United States
2.4k from Hensonville center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$342
Average price / night
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Cozy Gateway Gem for 2 at Widham
Cozy Gateway Gem for 2 at Widham
Condo
Windham, NY, 12496, United States
2.6k from Hensonville center

Balcony, Fireplace, Internet, Living Area, No Smoking, Patio, Pool

1 Bedroom4 Guests
9.8

Exceptional

11 reviews

$237
Average price / night
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EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
House
Windham, NY, 12596, United States
3.0k from Hensonville center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking

9 Bedrooms18 Guests
10.0

Exceptional

25 reviews

$3780
Average price / night
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Spacious 2-bedroom condo with mountain views & lots of hiking
Spacious 2-bedroom condo with mountain views & lots of hiking
Condo
East Jewett, NY, 12424, United States
3.0k from Hensonville center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$409
Average price / night
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Mountain Chalet with Hot Tub & Pool
Mountain Chalet with Hot Tub & Pool
House
Windham, NY, 12496, United States
3.3k from Hensonville center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
10.0

Exceptional

4 reviews

$1200
Average price / night
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Luxury Windham Mtn Slope Side 3 BDRM Condo
Luxury Windham Mtn Slope Side 3 BDRM Condo
Condo
Windham, NY, 12496, United States
4.1k from Hensonville center

AC, Arcade, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
9.4

Superb

8 reviews

$516
Average price / night
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2 Bed Ski-In/Out Condo
2 Bed Ski-In/Out Condo
Condo
Windham, NY, 12496, United States
4.1k from Hensonville center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms6 Guests
New to Booking
$709
Average price / night
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Red Lift Cabin - Close to town, hiking and biking
Red Lift Cabin - Close to town, hiking and biking
House
Windham, NY, 12496, United States
4.3k from Hensonville center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$1002
Average price / night
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5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Condo
Windham, NY, 124296, United States
4.3k from Hensonville center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$693
Average price / night
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All Season Luxury Condo in Windham/ Ski On - Ski Off
All Season Luxury Condo in Windham/ Ski On - Ski Off
Condo
Windham, NY, 12496, United States
4.3k from Hensonville center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
10.0

Exceptional

15 reviews

$802
Average price / night
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Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
Apartment
Windham, NY, 12496, United States
4.4k from Hensonville center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$710
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Hensonville.

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Hensonville Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 82 verified vacation rentals with a pool in Hensonville. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Hensonville vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $120 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Hensonville offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Hensonville welcome pets. Currently, 23 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Hensonville often include additional outdoor features such as Pool, Balcony/Terrace, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Hensonville offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.