Ashland Holiday Rentals

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Holiday Rentals in Ashland

Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (231)
"Good for the price. "
The price is HK$976
per night
17 Jun - 18 Jun
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)
"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)
"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
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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, (87)
"Beautiful place, view is prime. The outdoor fire is awesome, the perfect spot to gather around. The myriad games are such great things to have. We left once over 3 days/nights. Owner and manager are super friendly and made the process seamless. Would definitely stay here again."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Mountain Chalet with Breathtaking Panoramic Views
Property grounds
Mountain Chalet with Breathtaking Panoramic Views
9.8 out of 10, Exceptional, (144)
"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
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)
"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 HK$8,551
per night
16 Jun - 17 Jun
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Catskill Mountain Cabin Rental Near Skiing
View from property
Catskill Mountain Cabin Rental Near Skiing
9.0 out of 10, Wonderful, (23)
"We, five adults and five children, enjoyed our stay at the cabin the three adult bedrooms have extremely comfortable beds, while the downstairs offered a separate place for the kids to have some separation the morning views of Belleayre were definitely the highlight while enjoying a cup of coffee the upstairs open kitchen/living/dining area fit us all comfortably A perfect ski weekend getaway with only a short drive to the mountain!"
Catskill Mountain Cabin Rental Near Skiing
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)
"Wonderful location and fabulous amenities."
Your peaceful, private retreat to get away with friends & family!
The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
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, (16)
"Very nice property. Relaxing setting. Would stay again."
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
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)
"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)
"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)
"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!!
Updated Cabin on the Esopus
Property grounds
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (19)
"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
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)
"Easy to book and directions were spot on."
Woodstock House on 35 private acres Mtn Views
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, (38)
"Property was clean and maintained. Hot tub was nice after a long day outside."
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
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)
"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 Cottage w/ Deck, 7 Mi to Hunter Mtn
3 bedrooms, Internet, bed sheets
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
10.0 out of 10, Exceptional, (7)
"Amazing place! So cozy and comfortable. Close to so many trails. We dropped off the kids at Hunter Mountain to snowboard both days and went for 2 amazing hikes. Perfect bluebird days! Will definitely be back!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Moonlight Reflections
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, (85)
"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
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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, (396)
"Hi, the stay was comfortable and place is really nice and clean. The breakfast was not satisfactory but bunch of options available around this area. overall good experience. "
The price is HK$1,242
per night
17 Jun - 18 Jun
Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (362)
"Great hotel for a quiet getaway vacation."
The price is HK$1,053
per night
16 Jun - 17 Jun
Hotel Vienna
The Roxbury
Private kitchen
The Roxbury
2.0 star property
9.8 out of 10, Exceptional, (38)
"What a lovely establishment. Nice quiet get away. Staff is helpful & just lovely. Residents are friendly and Kind."
The price is HK$761
per night
26 Jun - 27 Jun
The Roxbury
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:

  • View our selection of featured holiday rentals in Ashland
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  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

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

Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville : This holiday home rental outside of Ashland offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table and 1 hot tub.

How many holiday rentals will I find in Ashland?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.

Recent reviews of Ashland properties
Expedia verified reviews

The Vine on main

The Vine on main

5/5 Excellent
"We had a great time staying in this lil cozy airbnb! The TV was super slow and limited but other than that it was clean, easily accessible, and overall a wonderful stay! "
A verified traveller stayed at The Vine on main
Posted 1 day ago
The Vine on main