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Vacation Rentals in Ashland, NY
Vacation Rentals
USA
New York (NY)
Catskill Region
Vacation Rentals in Ashland, NY
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Bathrooms
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Internet or Wifi (47)
Washer/Dryer (47)
Grill (42)
Other outdoor space (35)
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Suitability
Kid friendly (46)
Pet friendly (24)
Wheelchair access (0)
Elder access (0)
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Property type
Vacation Rental House (47)
Condominium/Apartment (0)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (3)
Boat Available (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Ashland Park
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47 rentals
in Ashland.
NEW! Pastoral Ashland Getaway w/ FIre Pit, Grill!
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Chalet near Windham w/ hot tub
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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All Year-Round Retreat Near Windham Mountain
Rental Home
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7 bedrooms
3 bathrooms
Sleeps 10
Match:
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Ashland · Home Theatre, Game Room, Private Driving Range
1
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Stylish, Luxury Mountain House 10 Mins to Windham
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 11
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Tiny House on Walnut Grove
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
2
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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The following properties within 20 miles of Ashland match all your filters:
Tranquil Cozy Retreat: Views, Brook, Fire Pit, Ski, Hunter, Windham
1
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
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Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain
6
Rental Home
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4 bedrooms
1 bathroom
Sleeps 7
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Grand Windham Retreat w/ Fire Pit & Game Room
3
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Ready for your family if you need a retreat.
1
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Woodsy Ashland Home - 6 Mi to Windham Mountain
4
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
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Rustic Family Log Cabin 4 miles to Windham & Hunter Mountains
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Private 7-Acre Retreat: On-Site Pond, Streams
7
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 7
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Windham resort area. Pet friendly home with mountain views, near hiking trails.
6
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
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CLARKS NEST
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 8
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Summer fun in the Catskills
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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Stunning Custom Built Lodge on Secluded Streamside Acreage w/ Breathtaking
10
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 9
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Relaxation Retreat: Home w/Hot Tub, Gym & Sauna
1
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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The Farmehouse at Firefly Run
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 15
Match:
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Hot tub! Modern Catskills Charmer - Hunter/Windham
7
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
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Windham Pines Lodge & Hot Tub
1
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 7
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Windham Mountain A Frame Ski House with Central A/C
17
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Creek house with expansive mountain views
7
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
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HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
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Extreme Leisure Minutes from Action and Adventure
1
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
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Cozy mountain home
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Beautiful home conveniently located 5 minutes windham 10 minutes to hunter
10
Rental Home
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6 bedrooms
2 bathrooms
Sleeps 12
Match:
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Holly Lodge - Ski Windham, Hunter, Catskills
10
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
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DREAM LOG CABIN 110 Acres/Hot Tub/ 5 Minutes to the
20
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
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(New Listing) Beautiful mountain home on private road
1
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 14
Match:
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Windham Mountain Escape - 5bd/4ba Private Home
4
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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Chalet Eglantine Mountain Retreat
4
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 12
Match:
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Just 6 minutes from Windham Mountain
8
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 14
Match:
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Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests,...
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 12
Match:
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Mayfair Manor Mountain Retreat
9
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 13
Match:
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Dingley Dell Villa Windham - Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
3
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 14
Match:
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Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views
10
Rental Home
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9 bedrooms
4 bathrooms
Sleeps 22
Match:
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Windham Cabin 5 mins to Mtn with 2 Fireplaces & Games
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
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A'Neils Windham Ski Lodge & Family Retreat
10
Rental Home
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10 bedrooms
10 bathrooms
Sleeps 30
Match:
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Cozy Lux Mountain Lodge- Hot Tub- Mountain Views- 10min to Skiing Windham Hunter
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Windham Mountain House *redfallslanding -- A Catskill Mountains Retreat
Rental Home
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3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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Mountain Paradise - Hot Tub / Games / Ski
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 15
Match:
Sleeps
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Rustic-Chic Farmhouse w/ Firepit, Close to Windham Ski & Catskills Adventures!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 9
Match:
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Casa Magda - Designer Home near Hiking + Swimming
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 8
Match:
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Magical Home Located in Windham and Catskills
4
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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Luxury waterfront ski cabin, 4-bedroom house and office, monthly only
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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Showing results 1-47 of 47
Frequently Asked Questions about Ashland
Do any vacation rentals in Ashland have a pool?
Yes, here are some popular vacation rentals in Ashland that have a pool:
NEW! Pastoral Ashland Getaway w/ FIre Pit, Grill!
Chalet near Windham w/ hot tub
All Year-Round Retreat Near Windham Mountain
See all vacation rentals with a pool in Ashland on Tripadvisor
Do any vacation rentals in Ashland have internet access?
Yes, here are some popular vacation rentals in Ashland that have internet access:
NEW! Pastoral Ashland Getaway w/ FIre Pit, Grill!
Chalet near Windham w/ hot tub
All Year-Round Retreat Near Windham Mountain
See all vacation rentals in Ashland on Tripadvisor
What are the best pet friendly rentals in Ashland?
The best pet friendly rentals in Ashland are:
Chalet near Windham w/ hot tub
Ashland · Home Theatre, Game Room, Private Driving Range
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
See all pet friendly vacation rentals in Ashland on Tripadvisor
What are some great rentals in Ashland that are kid friendly?
Some of the most popular kid friendly rentals in Ashland are:
NEW! Pastoral Ashland Getaway w/ FIre Pit, Grill!
Chalet near Windham w/ hot tub
All Year-Round Retreat Near Windham Mountain
See all kid friendly vacation rentals in Ashland on Tripadvisor
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