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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Ashland vacation homes

Outdoor dining

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (13 reviews)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is ￥15,787
￥52,091 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Exterior

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Halcott Center
10.0 out of 10, Exceptional, (2 reviews)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
The price is ￥19,482
￥68,234 total
includes taxes & fees
Feb 26 - Feb 27
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Interior

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (1 review)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is ￥27,992
￥51,207 total
includes taxes & fees
Feb 5 - Feb 6
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Exterior

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (56 reviews)
"Nice place and great little town "
United States
PAUL V.
The price is ￥20,994
￥35,606 total
includes taxes & fees
Feb 8 - Feb 9
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"Good place with close proximity to Greyfox"
United States
Joseph M.
The price is ￥22,883
￥59,649 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Waterfall Oasis + Firepit
Property grounds

The Bend: Boutique Stays - Pool, Waterfront, Sauna

The Bend: Boutique Stays - Pool, Waterfront, Sauna
Phoenicia
The price is ￥373,224
￥586,609 total
includes taxes & fees
Feb 8 - Feb 9
The Bend: Boutique Stays - Pool, Waterfront, Sauna
Property grounds

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Sauna

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (35 reviews)
"The furnishings were cute and quaint. The beds were very comfy."
United States
Jan
The price is ￥25,025
￥54,678 total
includes taxes & fees
Feb 5 - Feb 6
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Dining

2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (1 review)
"It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with."
United States
Hadassah S.
The price is ￥33,435
￥88,342 total
includes taxes & fees
Feb 10 - Feb 11
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Interior

Bear House Catskills: Private Pool, Pond & Hot Tub

Bear House Catskills: Private Pool, Pond & Hot Tub
Cairo
10.0 out of 10, Exceptional, (9 reviews)
"Such a lovely home with nice details and comforts - thank you for a great stay!"
United States
Liz Z.
The price is ￥38,100
￥86,327 total
includes taxes & fees
Mar 3 - Mar 4
Bear House Catskills: Private Pool, Pond & Hot Tub
Smart TV, fireplace

Fox Hollow at Carter Bridge Estate

Fox Hollow at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"The unit was extremely clean,nice, everything we needed for a great time it was well stocked with all you needed close to town. Getting in touch with checking in was as easy as it could be. I would definitely visi again. Than you"
United States
Matthew E.
The price is ￥33,590
￥118,741 total
includes taxes & fees
Feb 5 - Feb 6
Fox Hollow at Carter Bridge Estate
Interior

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (10 reviews)
"We had a great time "
United States
israel R.
The price is ￥35,612
￥67,168 total
includes taxes & fees
Feb 10 - Feb 11
Midnight Fox
Interior

Catskill Modern Tiny Escape Hot Tub Sauna Outdoor Theatre

Catskill Modern Tiny Escape Hot Tub Sauna Outdoor Theatre
Jefferson
10.0 out of 10, Exceptional, (4 reviews)
"It was just as described and just what we needed!"
United States
Lawrence J.
The price is ￥26,126
￥65,610 total
includes taxes & fees
Feb 8 - Feb 9
Catskill Modern Tiny Escape Hot Tub Sauna Outdoor Theatre
Exterior

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (127 reviews)
"We stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. "
United States
Andrea P.
The price is ￥27,214
￥53,200 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Country Farmhouse Along the Catskill Scenic Trail
Smart TV, books, stereo, computer monitors

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Hunter
9.8 out of 10, Exceptional, (16 reviews)
"Clean, comfortable, great location. Highly recommended!"
United States
Brett
The price is ￥30,946
￥66,172 total
includes taxes & fees
Feb 5 - Feb 6
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Interior

Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views

Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views
Hunter
10.0 out of 10, Exceptional, (1 review)
"The house was absolutely gorgeous and perfect for our large group. It was huge and such a fun spot. There was a bar/game room that we hung out in a lot and the livingrom dinning area was perfect for when we just hung out watching Sunday night football. The hot was the icing on the cake!"
United States
Jaclyn
The price is ￥287,227
￥415,342 total
includes taxes & fees
Feb 17 - Feb 18
Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views
Terrace/patio

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is ￥44,185
￥130,353 total
includes taxes & fees
Feb 10 - Feb 11
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Property grounds

The Bend: Stony Clove Suite • Pool • Sauna • Creek

The Bend: Stony Clove Suite • Pool • Sauna • Creek
Phoenicia
The price is ￥33,217
￥57,232 total
includes taxes & fees
Mar 3 - Mar 4
The Bend: Stony Clove Suite • Pool • Sauna • Creek
Interior

COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT

COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Stamford
9.4 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay and would book the house again"
United States
Lisa M.
The price is ￥56,295
￥99,937 total
includes taxes & fees
Feb 5 - Feb 6
COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Iron/ironing board, WiFi, bed sheets

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
The price is ￥21,025
￥72,085 total
includes taxes & fees
Feb 5 - Feb 6
Pines Vignette • Modern 3BR Home in Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

SunView Motel

SunView Motel

10/10 Excellent
"Clean rooms and nice renovated bathrooms. Perfect place just minutes from Hunter Mnt. Also close to restaurants and breakfast places. Will consider this option in the future."
Kevin 1-night trip
Posted 1 day ago
SunView Motel

Find out more about Ashland

Ashland Vacation Homes information

Number of reviews
270
Accommodation
543 Vacation Homes
Lowest Price
￥35,606
Highest Price
￥586,609