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Our top choices for Ashland vacation homes

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (16 reviews)
"Everything was perfect!"
United States
Jen C.
The price is AED 425
AED 1,201 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Waterfall Oasis + Firepit

Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures

Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures
Maplecrest
10.0 out of 10, Exceptional, (1 review)
"The house was charming, clean, and well maintained. The hosts thought of everything we might have needed and made sure to check in to ask if all was going well during our stay. No better place to spend some R&R after our days of skiing at Hunter and Windham. Highly recommend!"
United States
Maria S.
The price is AED 1,183
AED 2,821 total
includes taxes & fees
30 Jun - 1 Jul
Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
The price is AED 1,069
AED 2,054 total
includes taxes & fees
29 Jun - 30 Jun
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

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, (3 reviews)
"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 AED 826
AED 1,415 total
includes taxes & fees
29 Jun - 30 Jun
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

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.
The price is AED 661
AED 1,357 total
includes taxes & fees
28 Jun - 29 Jun
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Durham
10.0 out of 10, Exceptional, (3 reviews)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is AED 545
AED 1,692 total
includes taxes & fees
28 Jun - 29 Jun
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

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, (60 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is AED 514
AED 853 total
includes taxes & fees
7 Jul - 8 Jul
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is AED 841
AED 1,583 total
includes taxes & fees
20 Jul - 21 Jul
Midnight Fox

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 AED 793
AED 2,995 total
includes taxes & fees
28 Jun - 29 Jun
Fox Hollow at Carter Bridge Estate

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, (18 reviews)
The price is AED 694
AED 1,480 total
includes taxes & fees
29 Jun - 30 Jun
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

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

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (5 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is AED 1,004
AED 2,992 total
includes taxes & fees
29 Jun - 30 Jun
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is AED 680
AED 1,928 total
includes taxes & fees
13 Jul - 14 Jul
Pines Vignette • Modern 3BR Home in Windham

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Arkville
9.8 out of 10, Exceptional, (27 reviews)
"We are so happy we had a peaceful and relax time we love the sauna what a great place "
United States
Christian
The price is AED 992
AED 1,927 total
includes taxes & fees
30 Jun - 1 Jul
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Hunter NY, Forests & Mountains | Waterfall House

Hunter NY, Forests & Mountains | Waterfall House
Elka Park
10.0 out of 10, Exceptional, (2 reviews)
"This home feels straight out of a design magazine—beautiful, modern, and comfortable! The kitchen is well stocked, and the entertainment system was great for relaxing evenings. Bedrooms are spacious and cozy.The setting is peaceful, deep in the woods by a river and waterfall—perfect for hiking. Note: there’s no cell service, so check the house manual ahead of time, but Wi-Fi works perfectly.The hosts were friendly, helpful, and quick to respond. We’d love to stay here again!"
United States
Lera G.
Hunter NY, Forests & Mountains | Waterfall House

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
The price is AED 536
AED 1,705 total
includes taxes & fees
28 Jun - 29 Jun
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (128 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
The price is AED 643
AED 1,265 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Country Farmhouse Along the Catskill Scenic Trail

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (4 reviews)
"The property is located on incredible Landfield....the view is spectacular and everything around is nature."
United States
NANCY
The price is AED 955
AED 2,749 total
includes taxes & fees
14 Jul - 15 Jul
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
Modern Family Retreat in the Catskills Wilderness

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking
Catskill
10.0 out of 10, Exceptional, (1 review)
"Very clean; loved the spacious living room/kitchen/ dining area. Hope to stay here again. "
United States
Anonymous traveler
The price is AED 1,212
AED 1,817 total
includes taxes & fees
27 Jul - 28 Jul
Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is AED 821
AED 2,374 total
includes taxes & fees
21 Jul - 22 Jul
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
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