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Compare 507 Vacation Homes in Ashland with updated reviews, rates, and availability.

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, 163 reviews
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Peaceful Catskill Mountains Cabin
Living area | Smart TV, fireplace, video-game console, Netflix
Peaceful Catskill Mountains Cabin
10.0 out of 10, Exceptional, 56 reviews
"This secluded cabin was Absolutly wonderful! Did not want to leave! The stars are amazing and the local streams are tranquil. The hosts have great communication! We will be back"
Peaceful Catskill Mountains Cabin
The Tipsy Gypsy
Private kitchen
The Tipsy Gypsy
9.6 out of 10, Exceptional, 5 reviews
"Amazing location right across the street from the entrance to Hunter. Very clean and spacious. Comfortable beds, well stocked kitchen. We had one glitch that was quickly addressed by our lovely host. We would come stay again!"
The price is $150
$342 total
includes taxes & fees
Jun 20 - Jun 21
The Tipsy Gypsy
Last minute deal!! Scandinavian BBQ hut and Hot tub
Exterior
Last minute deal!! Scandinavian BBQ hut and Hot tub
10.0 out of 10, Exceptional, 57 reviews
"Overall the stay was nice. The inside of the home was very neat and tidy. My complaints would be that the outdoor BBQ hut grill was not clean. Also, we were unable to use the hot tub because the chemicals were very overpowering. It was kind of a bummer not being able to use those amenities but otherwise we had a very nice stay."
Last minute deal!! Scandinavian BBQ hut and Hot tub
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Property grounds
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
9.6 out of 10, Exceptional, 9 reviews
"Very impressed with the new and modern condition of the cabin! We slept so peacefully every night after a soak in the hot tub. Quiet road. The firepit was a nice extra, too! Close by to food, which was great. Would absolutely stay again!"
The price is $309
$487 total
includes taxes & fees
Jun 20 - Jun 21
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Fridge, microwave, oven, stovetop
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, 14 reviews
"There were 26 of us for a nice family gathering. Plenty of bedrooms and beds. Only 2 showers for 26 people a little challenging. Kitchen facilities lacking materials as noted in the listing. Bring your own pots and pans. Hot tub and fire pit were a nice addition. All in all, worked out great."
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Your peaceful, private retreat to get away with friends & family!
Fridge, microwave, oven, stovetop
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, 23 reviews
"Wonderful location and fabulous amenities."
Your peaceful, private retreat to get away with friends & family!
Creekside Catskills Getaway Near Hunter Mountain
TV, fireplace
Creekside Catskills Getaway Near Hunter Mountain
9.4 out of 10, Exceptional, 3 reviews
"Our family was attending a wedding at Hunter Mtn Resort. The rental was perfect for our weekend. The location was great,beautiful trail across the street and the wooded lot was peaceful. Wish we had stayed and extra day to enjoy the many restaurants and little towns."
Creekside Catskills Getaway Near Hunter Mountain
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Fridge, microwave, oven, stovetop
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, 36 reviews
"Easy to book and directions were spot on."
Woodstock House on 35 private acres Mtn Views
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Exterior
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
9.0 out of 10, Wonderful, 10 reviews
"Wonderful property that allowed me to disconnect and relax. The home was comfortable and clean. Although this may seem weird, the towels were hotel quality and the sheets were clean and fresh. I appreciate this because I’ve stayed at some rentals that the sheets and towels were very questionable. I had everything I needed. Would definitely stay here again. Great communication by the property manager. They were awesome!"
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
Smart TV, fireplace, foosball, stereo
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
9.8 out of 10, Exceptional, 28 reviews
"My family and I had a wonderful time at this beautiful Catskills Getaway Home. The house was exactly as described and pictured, we enjoyed all the amenities. The hot tub on the deck was perfection, just what we needed after a long day of skiing, The downstairs game room was a blast. Everything was perfect for my family of six's annual winter ski trip. Looking forward to returning."
The price is $500
$857 total
includes taxes & fees
Jun 23 - Jun 24
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
Spacious Farmhouse near Belleayre - Sleeps 14
Property grounds
Spacious Farmhouse near Belleayre - Sleeps 14
9.8 out of 10, Exceptional, 10 reviews
"The drive to upstate NY is absolutely beautiful. The surrounding area has a beautiful park and many beautiful trails. The house is literally perfect. It’s exceptionally clean and well stocked and decorated. Owner is extremely communicative and accommodating."
Spacious Farmhouse near Belleayre - Sleeps 14
Lil' Country Home Nestled In The Pines The Red House
Property grounds
Lil' Country Home Nestled In The Pines The Red House
10.0 out of 10, Exceptional, 6 reviews
"We explored VRBO after being unable to find a hotel room in town and were not disappointed! This property was immaculate and well designed with bedrooms and full baths at opposite ends of the house and a large common area off the kitchen with decks. The location was perfect, out of town, but not too far, and on a beautiful quiet country road with a wonderful natural hedgerow creating privacy. Our host was prompt in receiving and replying to our reservations inquiry and was inobtrusive yet...
Lil' Country Home Nestled In The Pines The Red House
Guest House Catskill Mountains Private backyard fire pit deck $150
Fridge, microwave, oven, stovetop
Guest House Catskill Mountains Private backyard fire pit deck $150
9.8 out of 10, Exceptional, 168 reviews
"We had a great time. Miss Elizabeth was so helpful and so sweet! Thank you so much."
Guest House Catskill Mountains Private backyard fire pit deck $150
Mountain Escape - Very private house on a 5-acre lot and yet close to everything
Living area | Smart TV, fireplace, stereo
Mountain Escape - Very private house on a 5-acre lot and yet close to everything
10.0 out of 10, Exceptional, 2 reviews
"We had a great stay with the kiddies and the dogs! Would definitely return!"
Mountain Escape - Very private house on a 5-acre lot and yet close to everything
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, 131 reviews
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is $1,095
$1,787 total
includes taxes & fees
Jun 20 - Jun 21
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, 42 reviews
"We decided on a trip to Hunter Mountain with our family and some of my sons friends. I came across this house and let me tell you the pictures do not do it justice it’s even better in person!! We were beyond happy with the house and the location…. The house was fully stocked with everything you could imagine. So much room for our group of 13 including our golden retriever! The kids and adults loved the game room some adults even had a Pac-Man competition. We will definitely stay at this house...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Beautiful House 0,5 Mile From Hunter Mountain
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, 190 reviews
"This location was perfect for a summer getaway! Walkable to downtown, great outdoor area and deck space, including grill and hot tub. Host was very responsive. Multiple golf courses within driving distance along with some convenient hikes made this a great place to stay."
Beautiful House 0,5 Mile From Hunter Mountain
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
Aerial view
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
9.8 out of 10, Exceptional, 67 reviews
"We travel to the Catskills at least once a year and stay at various locations. What sets this property apart is the true seclusion and absolutely no distractions from the nature around you. Even though it is close to hubs like Wyndham and Hunter (less than 20 to both) when sitting outside it feels like you are in the middle of nowhere. Inside is clean, cosey by the fire, and lots of fun things to do with our teenagers. Definitely would stay again."
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
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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.

Other property types in Ashland

Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, 231 reviews
"Good for the price. "
The price is $125
$140 total
includes taxes & fees
Jun 20 - Jun 21
Starlite Motel
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, 163 reviews
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Fridge, microwave, oven, stovetop
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, 14 reviews
"There were 26 of us for a nice family gathering. Plenty of bedrooms and beds. Only 2 showers for 26 people a little challenging. Kitchen facilities lacking materials as noted in the listing. Bring your own pots and pans. Hot tub and fire pit were a nice addition. All in all, worked out great."
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
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.

Ashland Vacation Homes information

Number of reviews
831
Accommodation
507 Vacation Homes
Lowest Price
$150
Highest Price
$1,095

Recent reviews of Ashland hotels
Expedia verified reviews

Hotel Vienna

Hotel Vienna

5/5 Excellent
"Enjoyable and clean"
A verified traveler stayed at Hotel Vienna
Posted 2 days ago
Hotel Vienna