Ashland Vacation Rentals

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Vacation Rentals in Ashland

Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, 229 reviews
"Good for the price. "
The price is ￥19,521
￥21,864 total
includes taxes & fees
Jun 5 - Jun 6
Starlite Motel
Updated Cabin on the Esopus
Property grounds
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, 19 reviews
"I had a really good experience with this cabin and the location. The owner lives on site, met me within two minutes of my arrival, and then gave me a brief and complete rundown of the property and the surrounding area highlights. Property sits on a beautiful stream and the large property is very well maintained. Inside of the cabin matches the photographs in the listing. A lot of outdoor activities near by. If you like hiking, there are really nice lakes and trailheads all along Route 214, which...
Updated Cabin on the Esopus
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!
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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.
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
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, 35 reviews
"Perfect long weekend getaway for our family of four plus our dog. Plenty of room both inside and out. Close to skiing, hikes, and nearby towns, Woostock, Phoenicia, etc. Thank you!"
Woodstock House on 35 private acres Mtn Views
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, 86 reviews
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
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 ￥153,827
￥250,652 total
includes taxes & fees
Jun 6 - Jun 7
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
The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, 165 reviews
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
Beautiful House 0,5 Mile From Hunter Mountain
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, 189 reviews
"it was all good"
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!!
Mountain Chalet with Breathtaking Panoramic Views
Property grounds
Mountain Chalet with Breathtaking Panoramic Views
9.8 out of 10, Exceptional, 144 reviews
"It’s all about the view. Quiet, compact little chalet, a short drive to everything Catskills. We always come back."
Mountain Chalet with Breathtaking Panoramic Views
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
Terrace/patio
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
10.0 out of 10, Exceptional, 8 reviews
"The property was clean and tidy. The manager/owner was very accommodating, responsive and quick. The process of checking in and out was very easy and simple. Location is great as well."
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
Pool
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
10.0 out of 10, Exceptional, 14 reviews
"We spent an enjoyable week at this rustic chalet. It has a nice mountain view and is down a quiet road with just a couple of other houses. The house had mostly everything we needed. The waffle maker was a big hit.The fridge had plenty of space and there was coffee, tea, sugar and misc spices available. (Note there is not a dishwasher or washing machine at the property, and the well water does have a sulfur odor - in case you aren't used to rural water quirks). The hot tub was nice to have,...
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Property grounds
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
9.6 out of 10, Exceptional, 37 reviews
"Great Mountain View’s,very relaxing"
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
Fridge, microwave, stovetop, dishwasher
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
10.0 out of 10, Exceptional, 85 reviews
"The cabin was nice and clean and exactly as pictured. Check in was easy and communication with the host was easy and prompt. It was nice to be able to relax by the fire pit and grill outside with our dog. We had a great time."
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
Fridge, microwave, stovetop, dishwasher
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
10.0 out of 10, Exceptional, 48 reviews
"Loved the house and it was perfect for our old friends hiking weekend"
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
Moonlight Reflections
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, 85 reviews
"Stayed here for a family of 6 ski trip to Belleayre. It was very clean and well stocked, with comfortable furnishings . Enjoyed the gas firepit on the deck, which has lots of comfortable seating around it. This is a perfect all-season house. I highly recommend it. Will definitely return!"
Moonlight Reflections
Sauna Belleayre Cozy Cabin
Property grounds
Sauna Belleayre Cozy Cabin
9.8 out of 10, Exceptional, 102 reviews
"A perfect spot so close to the slopes! The fireplace makes it extra cozy. Great size home for a small group/family. Too bad we never got to try the sauna -- it's a great feature."
Sauna Belleayre Cozy Cabin
Don't see what you're looking for?
See all available properties in Ashland
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 types of properties in Ashland you may be interested in

Hunter Lodge, a Bluebird by Lark
Lobby sitting area
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, 384 reviews
"The staff was very friendly. "
The price is ￥18,624
￥20,114 total
includes taxes & fees
Jun 10 - Jun 11
Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, 359 reviews
"Nice people and clean hotel"
The price is ￥21,057
￥22,741 total
includes taxes & fees
Jun 5 - Jun 6
Hotel Vienna
Urban Cowboy Lodge
Chalet, 1 Bedroom, Hot Tub, Mountain View | Private kitchen
Urban Cowboy Lodge
5.0 star property
9.4 out of 10, Exceptional, 68 reviews
"Property was absolutely gorgeous quiet, staff was accommodating. Our room was perfect with the Mountain View and tub. The restaurant had a very small menu and food was not that great. We had to order 2 appetizers and 5 dinners just get to full. Overall satisfied. "
The price is ￥26,622
￥29,817 total
includes taxes & fees
Jun 25 - Jun 26
Urban Cowboy Lodge
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.

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Can I find a vacation rental in Ashland?

Yes, we offer vacation rentals near popular attractions in Ashland, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Ashland has to offer?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter: This vacation home rental near Ashland is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Ashland?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Ashland stay.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Mountain Top Arboretum. Ashland Town Hall and Hunter Mountain are a couple of places you'll find in the larger area.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can book for several days or longer in Ashland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.

Recent reviews of Ashland properties
Expedia verified reviews

Hotel Mountain Brook

Hotel Mountain Brook

5/5 Excellent
"Lovely Place, quiet, minutes away from the falls. We will be definitely going back. 5 stars "
A verified traveler stayed at Hotel Mountain Brook
Posted 3 days ago
Hotel Mountain Brook