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15 Aug - 17 Aug
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22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Vacation Homes in Ashland

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

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

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is AED 430
AED 758 total
includes taxes & fees
7 Aug - 8 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Fridge, microwave, oven, stovetop

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (75)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
A world where time stands still, close to Belleayre Ski & Wedding venues.
Fridge, microwave, oven, stovetop

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.6 out of 10, Exceptional, (18)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
A world where time stands still, close to Belleayre Ski & Wedding venues.
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Interior

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (43)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
The Catskills Red Barn-near Belleayre
Property grounds

The Catskills Red Barn-near Belleayre

10.0 out of 10, Exceptional, (45)
"Blythe is super helpful. We had a fantastic night in the cabin, which had so much character. Belleayre is so close, it’s a great little getaway to go and have some fun. "
The Catskills Red Barn-near Belleayre
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Fridge, microwave, oven, stovetop

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

2.0 star property
8.8 out of 10, Excellent, (17)
"Thank you so much for an amazing stay"
The price is AED 602
AED 1,329 total
includes taxes & fees
2 Sep - 3 Sep
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Home for all Seasons in Margaretville, New York
Terrace/patio

Home for all Seasons in Margaretville, New York

9.6 out of 10, Exceptional, (10)
"House was clean and in a good location. We enjoyed our stay. "
Home for all Seasons in Margaretville, New York
Blackbear Lodge - Luxury Cabin, Kid-Friendly
TV, fireplace, stereo, offices

Blackbear Lodge - Luxury Cabin, Kid-Friendly

10.0 out of 10, Exceptional, (4)
"We had a great stay here! Everything was comfortable and just all around easy. The location is amazing—we loved that it's tucked away and private without being so out of the way. "
Blackbear Lodge - Luxury Cabin, Kid-Friendly
Your peaceful, private retreat, escape with friends & family! Incredible views!
Fridge, microwave, oven, stovetop

Your peaceful, private retreat, escape with friends & family! Incredible views!

10.0 out of 10, Exceptional, (38)
"Clean, comfortable, well-appointed and cozy, We had a wonderful stay. We had all kinds of weather while we were there and were able to enjoy the beautiful grounds, the hot tub, the sunny front porch and the cozy living room. The beds were comfortable and the kitchen stocked with everything you might need. Will definitely be returning."
Your peaceful, private retreat, escape with friends & family! Incredible views!
StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes
Outdoor spa tub

StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes

9.8 out of 10, Exceptional, (13)
"Enjoyed all the amenities the property has to offer. Will be visiting this area again"
StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes
Cozy Waterfall Home | Close to All Mountains/Hikes
Fridge, microwave, oven, stovetop

Cozy Waterfall Home | Close to All Mountains/Hikes

3.0 star property
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
The price is AED 419
AED 1,095 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Waterfall Home | Close to All Mountains/Hikes
Come and stay at our Catskill Hideaway!<br>Freehold, NY
Property grounds

Come and stay at our Catskill Hideaway!<br>Freehold, NY

10.0 out of 10, Exceptional, (17)
"Great Stay. Just what we needed and just as described."
Come and stay at our Catskill Hideaway!<br>Freehold, NY
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
Exterior

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

9.4 out of 10, Exceptional, (6)
"The cabin is perfect…cozy yet sleeps 13, clean, nice decor, minutes to Hunter Mtn, and lots games to entertain the teens (pool, ping pong, darts, shuffle board, etc)! Would definitely recommend this property! "
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
Family Home w/ Yard & Fire Pit in Middleburgh!
Fridge, microwave, stovetop, dishwasher

Family Home w/ Yard & Fire Pit in Middleburgh!

9.6 out of 10, Exceptional, (4)
"Nice house! I it has everything you need to spend wonderful weekend with your family and friends! "
Family Home w/ Yard & Fire Pit in Middleburgh!
Cozy year round retreat! Close to skiing, hiking and swimming.
Outdoor dining

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (48)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
Cozy Waterfall Oasis + Firepit
Fridge, microwave, oven, toaster

Cozy Waterfall Oasis + Firepit

9.6 out of 10, Exceptional, (10)
"Great home close to why we were there. Host very communicative and attentive. Highly recommend!"
The price is AED 480
AED 1,292 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Waterfall Oasis + Firepit
Charming 3-bedroom home with WiFi in marvelous Fleischmanns, close to Belleayre!
Dining

Charming 3-bedroom home with WiFi in marvelous Fleischmanns, close to Belleayre!

The price is AED 625
AED 1,685 total
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom home with WiFi in marvelous Fleischmanns, close to Belleayre!
Moonlight Reflections
Property grounds

Moonlight Reflections

10.0 out of 10, Exceptional, (94)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.8 out of 10, Exceptional, (46)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Catskill Country House w/ Hot Tub Near Hiking
Dining

Catskill Country House w/ Hot Tub Near Hiking

9.6 out of 10, Exceptional, (12)
"Beautiful property and location. We will be back. "
Catskill Country House w/ Hot Tub Near Hiking
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

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

10/10 Excellent
"I've been coming to Winwood Comdo"
Verushka 1-night trip
Posted 2 days ago
Winwood Condominiums by Windham Mountain Club