Vacation Rentals with Private Pool in Windham Country Club, NY: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  New York

  5.  Kingston

  6.  Windham Country Club

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17 Best Vacation Rentals with Private Pool in Windham Country Club (Starting from $504)

Custom Windham Mtn Villa with Pool, Theater and Views!
Custom Windham Mtn Villa with Pool, Theater and Views!
Villa
Windham, NY, USA
2.5k from Windham Country Club 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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EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
House
Windham, NY, 12596, United States
0.4k from Windham Country Club 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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Lux Windham Getaway - Views & Indoor Heated Pool
Lux Windham Getaway - Views & Indoor Heated Pool
House
Windham, NY, USA
2.5k from Windham Country Club center

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

5 Bedrooms16 Guests
New to Booking
$999
Average price / night
Check Availability
Mountain Chalet with Hot Tub & Pool
Mountain Chalet with Hot Tub & Pool
House
Windham, NY, 12496, United States
0.9k from Windham Country Club 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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4 SEASON VACATION RENTAL
4 SEASON VACATION RENTAL
House
Hensonville, NY, 12439, United States
2.4k from Windham Country Club 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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Custom Windham Mtn Villa w/ Pool, Theater & Views!
Custom Windham Mtn Villa w/ Pool, Theater & Views!
Villa
Windham, NY, 12496, United States
2.5k from Windham Country Club center

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

5 Bedrooms16 Guests
6.0

Review score

2 reviews

$1369
Average price / night
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Spacious 5-bedroom house in delightful Windham with Stunning View of Ski Area
Spacious 5-bedroom house in delightful Windham with Stunning View of Ski Area
House
Windham, NY, 12496, United States
2.5k from Windham Country Club center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
7.8

Good

6 reviews

$877
Average price / night
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*The View* ski in/out modern luxury at Windham Mountain Resort
*The View* ski in/out modern luxury at Windham Mountain Resort
House
Windham, NY, 12496, United States
3.1k from Windham Country Club center

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

5 Bedrooms14 Guests
9.8

Exceptional

10 reviews

$2511
Average price / night
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Windham Private heated indoor pool.
Windham Private heated indoor pool.
House
Windham, NY, 12496, United States
3.9k from Windham Country Club center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms12 Guests
10.0

Exceptional

28 reviews

$1348
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
4.4k from Windham Country Club 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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Majestic Villa in Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens
Majestic Villa in Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens
House
Windham, NY, 12496, United States
5.3k from Windham Country Club center

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

6 Bedrooms14 Guests
10.0

Exceptional

8 reviews

$791
Average price / night
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Group Retreat • Heated Pool • Hot Tub • Game Rooms | The Hilltop Hideaway
Group Retreat • Heated Pool • Hot Tub • Game Rooms | The Hilltop Hideaway
House
Jewett, NY, 12444, United States
8.0k from Windham Country Club center

AC, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

14 Bedrooms37 Guests
New to Booking
$2648
Average price / night
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Luxury Mountain Villa- game room, hot-tub, firepit
Luxury Mountain Villa- game room, hot-tub, firepit
House
Hunter, NY, 12442, United States
9.0k from Windham Country Club center

Arcade, Barbecue, Free Parking, Heater, Hot Tub, Internet, Microwave, No Smoking, Pool

6 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$664
Average price / night
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CHALET with INDOOR POOLHOUSE base of HUNTER mountain
CHALET with INDOOR POOLHOUSE base of HUNTER mountain
Villa
Lanesville, NY, 12450, United States
9.8k from Windham Country Club center

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

8 Bedrooms19 Guests
9.6

Exceptional

8 reviews

$1167
Average price / night
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Gorgeous 8 bedroom 7 bathroom Luxury Home HunterMT Private Pool & Hot Tub
Gorgeous 8 bedroom 7 bathroom Luxury Home HunterMT Private Pool & Hot Tub
House
Hunter, NY, 12442, United States
9.8k from Windham Country Club center

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

7 Bedrooms25 Guests
8.6

Fabulous

39 reviews

$621
Average price / night
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Catskills Mountain Oasis – Spacious 3BR/3BA Cabin Near Hunter & Windham
Catskills Mountain Oasis – Spacious 3BR/3BA Cabin Near Hunter & Windham
Cabin
Jewett, NY, 12444, United States
9.8k from Windham Country Club center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$669
Average price / night
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Outdoor hot tub Facing Hunter MT New Modern Home
Outdoor hot tub Facing Hunter MT New Modern Home
House
Lanesville, NY, 12450, United States
10.0k from Windham Country Club center

Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

7 Bedrooms16 Guests
8.2

Very Good

27 reviews

$504
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 Private Pool in Windham Country Club.

Windham Country Club Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 17 verified vacation rentals with a private pool in Windham Country Club. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Windham Country Club vary depending on the property size, location, and travel season. Rates typically start from around $504 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Windham Country Club also welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Windham Country Club often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Windham Country Club include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.