Town of Ashland Vacation Rentals - Town of Ashland, New York Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

Creek house with expansive mountain views

Creek house with expansive mountain views

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10

ashland New York Private vacation home From $249 per night (USD)

Mayfair Manor Mountain Retreat

Mayfair Manor Mountain Retreat

5
4.0
13

Windham New York Private vacation home From $639 per night (USD)

Dingley Dell Estate II with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Dingley Dell Estate II with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

6
4.0
14

Windham New York Private vacation home From $582 per night (USD)

Holly Lodge - Ski Windham, Hunter, Catskills

Holly Lodge - Ski Windham, Hunter, Catskills

5
3.0
10

Prattsville New York Private vacation home From $435 per night (USD)

Extreme Leisure Minutes from Action and Adventure

Extreme Leisure Minutes from Action and Adventure

4
2.0
10

Windham New York Private vacation home From $675 per night (USD)

A'Neils Windham Ski Lodge & Family Retreat

A'Neils Windham Ski Lodge & Family Retreat

10
10.0
30

Windham New York Private vacation home From $1241 per night (USD)

Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests,...

Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests,...

6
4.0
12

Windham New York Private vacation home From $780 per night (USD)

CLARKS NEST

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8

Windham New York Private vacation home Click For Pricing

House , outdoor lounge area , near skiing

House , outdoor lounge area , near skiing

4
4.0
14

Prattsville New York Private vacation home Click For Pricing

$Windham Cabin\/5 min from Mountain\/15 from Hunter$

Windham Cabin\/5 min from Mountain\/15 from Hunter

4
2.0
10

Windham New York Cabin From $344 per night (USD)

$Relaxation Retreat: Home w\/Hot Tub, Gym & Sauna$

Relaxation Retreat: Home w\/Hot Tub, Gym & Sauna

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3.0
8

Prattsville New York Private vacation home From $400 per night (USD)

Windham Pines Lodge & Hot Tub

Windham Pines Lodge & Hot Tub

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7

Windham New York Cabin From $449 per night (USD)

*NEW* Catskills Getaway Tucked into a Beautiful Landscape

*NEW* Catskills Getaway Tucked into a Beautiful Landscape

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Ashland New York Private vacation home Click For Pricing

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

3
1.0
7

Windham New York Private vacation home From $150 per night (USD)

$DREAM LOG CABIN 110 Acres\/Hot Tub\/ 5 Minutes to the slopes\/pond\/river\/internet$

DREAM LOG CABIN 110 Acres\/Hot Tub\/ 5 Minutes to the slopes\/pond\/river\/internet

5
3.0
10

Windham New York Cabin From $450 per night (USD)

Windham and Hunter Mountain Ski House.

Windham and Hunter Mountain Ski House.

3
2.0
8

Prattsville New York Private vacation home From $257 per night (USD)

The Serene Gem! 10 min to Windham! 20 min to Hunter!

The Serene Gem! 10 min to Windham! 20 min to Hunter!

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3.0
10

Prattsville New York Private vacation home From $350 per night (USD)

Ready for your family if you need a retreat.

Ready for your family if you need a retreat.

3
2.0
6

Windham New York Private vacation home From $165 per night (USD)

$Windham Mountain A Frame Ski House with Central A\/C$

Windham Mountain A Frame Ski House with Central A\/C

3
3.0
8

Windham New York Private vacation home From $450 per night (USD)

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

3
2.0
7

Ashland New York Private vacation home From $200 per night (USD)

Casa Magda - Designer Ski Home + Hot Tub

Casa Magda - Designer Ski Home + Hot Tub

4
2.0
8

Windham New York Private vacation home From $710 per night (USD)

$Chalet near Windham w\/ hot tub$

Chalet near Windham w\/ hot tub

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3.0
10

Ashland New York Chalet From $588 per night (USD)

$Windham Mountain Escape - 5bd\/4ba Private Home$

Windham Mountain Escape - 5bd\/4ba Private Home

5
4.0
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Windham New York Private vacation home From $650 per night (USD)

$Hunter- Windham Ski Loft\n5 mins to Windham Mountain, 15 mins to Hunter Mountain.$

Hunter- Windham Ski Loft\n5 mins to Windham Mountain, 15 mins to Hunter Mountain.

3
1.0
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Windham New York Cabin From $150 per night (USD)

Woodsy Ashland Vacation Rental with Deck!

Woodsy Ashland Vacation Rental with Deck!

3
2.0
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Ashland New York Private vacation home From $216 per night (USD)

$Grand Windham Retreat w\/ Fire Pit & Game Room$

Grand Windham Retreat w\/ Fire Pit & Game Room

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Windham New York Cabin From $339 per night (USD)

Charming cozy retreat - minutes away from Windham

Charming cozy retreat - minutes away from Windham

4
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Windham New York Private vacation home Click For Pricing

$NEW! Pastoral Ashland Getaway w\/ FIre Pit, Grill!$

NEW! Pastoral Ashland Getaway w\/ FIre Pit, Grill!

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Ashland New York Private vacation home Click For Pricing

Fully Renovated Scenic and Secluded 12 Acre Home close to Windham Mountain

Fully Renovated Scenic and Secluded 12 Acre Home close to Windham Mountain

3
3.0
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Windham New York Private vacation home Click For Pricing

Ashland · Home Theatre, Game Room, Private Driving Range

Ashland · Home Theatre, Game Room, Private Driving Range

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Ashland New York Private vacation home From $468 per night (USD)

Windham Streamside Country House

Windham Streamside Country House

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Windham New York Private vacation home Click For Pricing

(New Listing) Beautiful mountain home on private road

(New Listing) Beautiful mountain home on private road

5
3.0
14

Windham New York Private vacation home From $600 per night (USD)

The Millbrook Farmhouse- HIKE, FISH, RELAX

The Millbrook Farmhouse- HIKE, FISH, RELAX

4
2.0
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Windham New York Agritourism From $492 per night (USD)

Windham resort area. Pet friendly home with mountain views, near hiking trails.

Windham resort area. Pet friendly home with mountain views, near hiking trails.

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2.0
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Windham New York Private vacation home From $345 per night (USD)

Just 6 minutes from Windham Mountain

Just 6 minutes from Windham Mountain

5
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Windham New York Cabin From $1000 per night (USD)

$Windham Estate w\/ 8 BRs, 5800 sq. feet and Hot Tub$

Windham Estate w\/ 8 BRs, 5800 sq. feet and Hot Tub

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Windham Windham Private vacation home From $1574 per night (USD)

Catskill Vineyard Hideaway: Windham's Cozy Retreat - Hot Tub, 8 BRs, Sleeps 22

Catskill Vineyard Hideaway: Windham's Cozy Retreat - Hot Tub, 8 BRs, Sleeps 22

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Windham New York Private vacation home From $900 per night (USD)

Cozy mountain home

Cozy mountain home

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3.0
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Windham New York Private vacation home Click For Pricing

Cutest Cabin in Windham Spring wedding & Spring break stays

Cutest Cabin in Windham Spring wedding & Spring break stays

1
1.0
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Windham New York Cabin From $237 per night (USD)

Chalet Eglantine Mountain Retreat

Chalet Eglantine Mountain Retreat

5
4.0
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Jewett New York Private vacation home From $675 per night (USD)

'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!

'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!

12
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Windham New York Private vacation home From $4329 per night (USD)

Tranquil Cozy Retreat: Views, Brook, Fire Pit, Ski, Hunter, Windham

Tranquil Cozy Retreat: Views, Brook, Fire Pit, Ski, Hunter, Windham

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Jewett New York Private vacation home From $309 per night (USD)

Majestic estate in the mountains, over two acres of park-like land,...

Majestic estate in the mountains, over two acres of park-like land,...

6
4.0
12

Prattsville New York Private vacation home From $665 per night (USD)

Dingley Dell Estate I - 6 bedrooms, 4 bathrooms, hot tub,dual lounge

Dingley Dell Estate I - 6 bedrooms, 4 bathrooms, hot tub,dual lounge

6
4.0
12

Prattsville New York Private vacation home From $630 per night (USD)

Red Fox Townhouse & Hot Tub - Summer Hiking & Vacation!

Red Fox Townhouse & Hot Tub - Summer Hiking & Vacation!

2
2.0
4

Windham New York Private vacation home From $155 per night (USD)

ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!

ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!

4
4.0
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Windham New York Private vacation home From $1056 per night (USD)

Brand New A-Frame on West End of Main Street

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Windham New York Private vacation home Click For Pricing

Private 7-Acre Retreat: On-Site Pond, Streams

Private 7-Acre Retreat: On-Site Pond, Streams

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Jewett New York Private vacation home From $293 per night (USD)

Ski house in Windham near Hunter and Windham mountains

Ski house in Windham near Hunter and Windham mountains

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Windham New York Private vacation home Click For Pricing

HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views

HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views

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2.0
8

Windham New York Private vacation home From $886 per night (USD)

$Elegant4bedroom home near Windham & Hunter\nSkiing, biking & hiking$

Elegant4bedroom home near Windham & Hunter\nSkiing, biking & hiking

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jewett New York Private vacation home Click For Pricing

Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.

Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.

3
3.0
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Windham New York Private vacation home From $179 per night (USD)

Amazing hiking Cozy home close to mntns Fireplace!

Amazing hiking Cozy home close to mntns Fireplace!

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6

Prattsville New York Private vacation home From $220 per night (USD)

Luxury Home on Windham Mountain! Walk to Slopes

Luxury Home on Windham Mountain! Walk to Slopes

4
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Windham New York Private vacation home From $699 per night (USD)

Spacious Retreat with Luxurious View

Spacious Retreat with Luxurious View

5
5.0
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Windham New York Private vacation home From $800 per night (USD)

$Fox Run Escape: Getaway w\/ Sunset Views & Firepit$

Fox Run Escape: Getaway w\/ Sunset Views & Firepit

4
4.0
9

Jewett New York Private vacation home From $308 per night (USD)

Stunning Chalet style home with 8 Person Hot Tub, Fire pit & Sauna & steam rm.

Stunning Chalet style home with 8 Person Hot Tub, Fire pit & Sauna & steam rm.

5
4.0
10

Windham New York Private vacation home From $744 per night (USD)

On Windham Mountain - Private access to trails

On Windham Mountain - Private access to trails

6
5.0
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Windham New York Chalet From $599 per night (USD)

Vintage Charm Farmhouse Retreat

Vintage Charm Farmhouse Retreat

5
4.0
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Windham New York Agritourism From $591 per night (USD)

Panoramic views four minutes to Windham Mountain skiing.

Panoramic views four minutes to Windham Mountain skiing.

3
3.0
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Windham New York Private vacation home From $422 per night (USD)

$Hot tub! Modern Catskills Charmer - Hunter\/Windham$

Hot tub! Modern Catskills Charmer - Hunter\/Windham

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Jewett New York Private vacation home From $363 per night (USD)

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

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

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7.0
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Windham New York Private vacation home From $2405 per night (USD)

$Stunning Custom Built Lodge on Secluded Streamside Acreage w\/ Breathtaking Views$

Stunning Custom Built Lodge on Secluded Streamside Acreage w\/ Breathtaking Views

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Lexington New York Private vacation home From $500 per night (USD)

Fantastic 2 family vacation home with EV charger

Fantastic 2 family vacation home with EV charger

3
2.0
10

Windham New York Private vacation home From $135 per night (USD)

Near Windham & Hunter 2 Bedroom Home with Hot Tub

Near Windham & Hunter 2 Bedroom Home with Hot Tub

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Prattsville New York Private vacation home From $284 per night (USD)

Fall Foliage & Cozy Mountain Retreat-15 min from Windham Mountain!

Fall Foliage & Cozy Mountain Retreat-15 min from Windham Mountain!

2
1.0
6

Prattsville New York Private vacation home Click For Pricing

Newly Built 1200sq ft Guest House 4min to Ski & Hiking

Newly Built 1200sq ft Guest House 4min to Ski & Hiking

2
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Windham New York Cabin From $315 per night (USD)

Comfortable Catskills family home, walking distance to Windham mountain biking

Comfortable Catskills family home, walking distance to Windham mountain biking

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Windham New York Private vacation home From $276 per night (USD)

Brainard Ridge Charmer

Brainard Ridge Charmer

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Windham New York Private vacation home Click For Pricing

$Catskills Cozy & Fully Private 2 BED Cabin Getaway\n$

Catskills Cozy & Fully Private 2 BED Cabin Getaway\n

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New York Cty New York Cabin From $170 per night (USD)

$Cozy Cabin Getaway in Windham Catskill Mountains\n$

Cozy Cabin Getaway in Windham Catskill Mountains\n

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Windham New York Cabin From $400 per night (USD)

2 Bdrm Mountaintop Escape with the Best Sunset View & Pet Friendly

2 Bdrm Mountaintop Escape with the Best Sunset View & Pet Friendly

2
1.0
4

Prattsville New York Private vacation home From $169 per night (USD)

Stunning Chalet on 100 Acres

Stunning Chalet on 100 Acres

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Prattsville New York Private vacation home Click For Pricing

$Windham\/Hunter Modern Mountain Cabin on 22 acres$

Windham\/Hunter Modern Mountain Cabin on 22 acres

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1.0
4

Prattsville New York Private vacation home From $200 per night (USD)

Birch Hill - Luxury Mountain Retreat

Birch Hill - Luxury Mountain Retreat

5
3.0
12

Windham New York Private vacation home From $804 per night (USD)

Minutes from Windham & Hunter Mtn- Seasonal Ski Rental Available

Minutes from Windham & Hunter Mtn- Seasonal Ski Rental Available

4
4.0
10

Windham New York Private vacation home Click For Pricing

$\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna$

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

5
4.0
10

Windham New York Private vacation home From $750 per night (USD)

1890 Farmhouse minutes to skiing

1890 Farmhouse minutes to skiing

6
3.0
12

Jewett New York Agritourism From $520 per night (USD)

Idyllic country setting. Only 8 minutes to Windham Mountain.

Idyllic country setting. Only 8 minutes to Windham Mountain.

3
2.0
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Jewett New York Private vacation home Click For Pricing

Private Peaceful Mountain Retreat

Private Peaceful Mountain Retreat

3
1.0
8

Prattsville New York Cabin From $198 per night (USD)

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