Pet-Friendly Rentals in Windham Vineyards and Winery, NY: Compare 10+ Sites & Save

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156 Best Pet-Friendly Rentals in Windham Vineyards and Winery (Starting from $189)

Beautiful Windham Chalet 2 minutes to the Mountain
Beautiful Windham Chalet 2 minutes to the Mountain
Ski Chalet
Windham, NY, USA
3.7k from Windham Vineyards and Winery center

Cheap, Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay, Family

4 Bedrooms11 Guests
10.0

Exceptional

4 reviews

$361
Average price / night
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Serene Catskills Escape: Hot Tub, Pond & Game Room
Serene Catskills Escape: Hot Tub, Pond & Game Room
House
Windham, NY, 12496, United States
0.1k from Windham Vineyards and Winery center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms22 Guests
10.0

Exceptional

16 reviews

$1086
Average price / night
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Catskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski Resort
Catskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski Resort
House
Prattsville, NY, USA
3.9k from Windham Vineyards and Winery center

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

1 Bedroom9 Guests
New to Booking
$496
Average price / night
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CLARKS NEST
CLARKS NEST
House
Windham, NY, 12496, United States
2.2k from Windham Vineyards and Winery center

Crib, Dryer, Extra Bed, Fireplace, Internet, Kitchen, Laundry, No Smoking, TV

5 Bedrooms8 Guests
New to Booking
$660
Average price / night
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Catskills Townhome about 2 Mi to Windham Mountain Club
Catskills Townhome about 2 Mi to Windham Mountain Club
House
Windham, NY, USA
4.3k from Windham Vineyards and Winery center

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

3 Bedrooms8 Guests
8.7

Fabulous

3 reviews

$189
Average price / night
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Cozy Cottage1800’s 3 min-Windham Slopes,Views, 3BR 2BR, fireplace, dogs
Cozy Cottage1800’s 3 min-Windham Slopes,Views, 3BR 2BR, fireplace, dogs
Cottage
Windham, NY, 12496, United States
3.5k from Windham Vineyards and Winery center

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

3 Bedrooms8 Guests
New to Booking
$513
Average price / night
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Holly Lodge - Ski Windham Hunter Catskills
Holly Lodge - Ski Windham Hunter Catskills
House
Prattsville, NY, USA
4.3k from Windham Vineyards and Winery center

Accommodations, Villas, Vacation homes, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1632
Average price / night
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DREAM LOG CABIN 110  Acres/Hot Tub/ 5 Minutes to the slopes/pond/river/internet
DREAM LOG CABIN 110 Acres/Hot Tub/ 5 Minutes to the slopes/pond/river/internet
Cabin
Windham, NY, 12496, United States
3.5k from Windham Vineyards and Winery center

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

5 Bedrooms10 Guests
9.8

Exceptional

168 reviews

$529
Average price / night
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Ski, Hike and Golf Pet-Friendly Windham Retreat
Ski, Hike and Golf Pet-Friendly Windham Retreat
House
Windham, NY, USA
4.4k from Windham Vineyards and Winery center

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

3 Bedrooms6 Guests
New to Booking
$378
Average price / night
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The Ultimate Windham Getaway With Hot Tub & Sauna
The Ultimate Windham Getaway With Hot Tub & Sauna
House
Windham, NY, 12496, United States
3.7k from Windham Vineyards and Winery center

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

4 Bedrooms9 Guests
10.0

Exceptional

11 reviews

$385
Average price / night
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Windham Mountain Vacation Rental about 3 Mi to Lifts!
Windham Mountain Vacation Rental about 3 Mi to Lifts!
House
Windham, NY, USA
4.7k from Windham Vineyards and Winery center

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

4 Bedrooms8 Guests
New to Booking
$394
Average price / night
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Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay
Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay
House
Prattsville, NY, 12468, United States
3.7k from Windham Vineyards and Winery center

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

4 Bedrooms9 Guests
10.0

Exceptional

3 reviews

$323
Average price / night
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Tiny house of Walnut Grove
Tiny house of Walnut Grove
Villa
Ashland, NY, USA
4.8k from Windham Vineyards and Winery center

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

1 Bedroom2 Guests
New to Booking
$192
Average price / night
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A-Frame 4-bedroom cottage with AC in charming Windham
A-Frame 4-bedroom cottage with AC in charming Windham
Cottage
Windham, NY, 12496, United States
3.7k from Windham Vineyards and Winery center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$558
Average price / night
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Walnut Grove
Walnut Grove
Villa
Ashland, NY, USA
4.8k from Windham Vineyards and Winery center

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

1 Bedroom7 Guests
New to Booking
$222
Average price / night
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Beautiful Windham Chalet 2 minutes to Town and the Mountain
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Ski Chalet
Windham, NY, 12496, United States
3.7k from Windham Vineyards and Winery center

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

4 Bedrooms11 Guests
10.0

Exceptional

3 reviews

$443
Average price / night
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The Cabins at Walnut Grove-minutes from Hunter and Windham
The Cabins at Walnut Grove-minutes from Hunter and Windham
Villa
Ashland, NY, USA
4.8k from Windham Vineyards and Winery center

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

1 Bedroom11 Guests
7.0

Good

1 reviews

$267
Average price / night
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Family-Friendly Windham Estate, Swimming Pond, Spa
Family-Friendly Windham Estate, Swimming Pond, Spa
Ski Chalet
Windham, NY, 12496, United States
3.8k from Windham Vineyards and Winery center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Hot Tub

8 Bedrooms24 Guests
9.8

Exceptional

38 reviews

$2243
Average price / night
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Cozy, Modern Cabin Retreat 8 min to Windham mtn
Cozy, Modern Cabin Retreat 8 min to Windham mtn
House
NY, USA
5.0k from Windham Vineyards and Winery center

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

1 Bedroom11 Guests
10.0

Exceptional

1 reviews

$413
Average price / night
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Magical Home Located in Windham and Catskills
Magical Home Located in Windham and Catskills
House
Windham, NY, 12496, United States
4.0k from Windham Vineyards and Winery center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

17 reviews

$252
Average price / night
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Ski, Hike and More Year-Round Gem in Windham
Ski, Hike and More Year-Round Gem in Windham
House
Windham, NY, USA
5.4k from Windham Vineyards and Winery center

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

3 Bedrooms8 Guests
New to Booking
$354
Average price / night
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Cozy Family-Friendly A-Frame - 5 min to Windham Mt with AC
Cozy Family-Friendly A-Frame - 5 min to Windham Mt with AC
Cabin
Windham, NY, 12496, United States
4.0k from Windham Vineyards and Winery center

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

4 Bedrooms8 Guests
New to Booking
$577
Average price / night
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Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi
Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi
House
Windham, NY, 12496, United States
4.1k from Windham Vineyards and Winery center

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

4 Bedrooms10 Guests
New to Booking
$467
Average price / night
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Waterfront Mansion on 20 acres Windham Ski Resort
Waterfront Mansion on 20 acres Windham Ski Resort
Cabin
Windham, NY, 12496, United States
4.3k from Windham Vineyards and Winery center

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

6 Bedrooms16 Guests
10.0

Exceptional

4 reviews

$1595
Average price / night
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Ski, Hike & Golf: Pet-Friendly Windham Retreat
Ski, Hike & Golf: Pet-Friendly Windham Retreat
House
Windham, NY, 12496, United States
4.4k from Windham Vineyards and Winery center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$244
Average price / night
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Unwind Windham, Chalet
Unwind Windham, Chalet
House
Windham, NY, 12496, United States
4.4k from Windham Vineyards and Winery center

Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$642
Average price / night
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A'Neils Windham Ski Lodge & Family Retreat
A'Neils Windham Ski Lodge & Family Retreat
House
Windham, NY, 12496, United States
4.4k from Windham Vineyards and Winery center

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

10 Bedrooms30 Guests
9.8

Exceptional

36 reviews

$1430
Average price / night
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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 Pet-Friendly Rentals in Windham Vineyards and Winery.

Windham Vineyards and Winery Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 156 verified pet-friendly rentals in Windham Vineyards and Winery. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Windham Vineyards and Winery vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $189 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Windham Vineyards and Winery may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Windham Vineyards and Winery include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Windham Vineyards and Winery may include amenities such as Pet Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.