Ashland Holiday Rentals

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Holiday Rentals in Ashland

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is HK$973
HK$1,111 total
includes taxes & fees
4 Dec - 5 Dec
Starlite Motel

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (175)
"This property is amazing and was exactly what I was looking for! We stayed two nights and upon arriving Paul greeted us and was very kind and helpful. The house was clean and everything was as described. We really enjoyed our stay and will come again."
The Cabin at Chichester in the Catskills Mountains

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

Bright Tucked-Away Cabin w/ Furnished Deck + Grill

9.0 out of 10, Wonderful, (25)
"Nice time visiting our children in college "
Bright Tucked-Away Cabin w/ Furnished Deck + Grill

Moonlight Reflections

10.0 out of 10, Exceptional, (88)
"Very good for people on a short vacation."
Moonlight Reflections

Beautiful, private Property/swimming pond

9.6 out of 10, Exceptional, (69)
"This home was perfect for our Labor Day weekend reunion, with everything we would need, easy use of fire pit, grill, deck and kitchen (but there is no dishwasher). Gisele was great to communicate with. Would definitely go again!"
Beautiful, private Property/swimming pond

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (39)
"The house has anything you want . A private house nice town . Quite,"
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Catskills Windham Hunter Mountain Cabin Getaway

9.0 out of 10, Wonderful, (25)
"Quiet stay in the mountains in the summer."
The price is HK$2,094
HK$5,624 total
includes taxes & fees
25 Nov - 26 Nov
Catskills Windham Hunter Mountain Cabin Getaway

Beautiful House 0,5 Mile From Hunter Mountain

9.8 out of 10, Exceptional, (196)
"Very accommodating host! Thanks for the stay. Definitely consider staying again! Lovely layout, airy, roomy. Host generous with paper goods etc. Thanks for a great vacation!"
Beautiful House 0,5 Mile From Hunter Mountain

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

9.6 out of 10, Exceptional, (171)
"Everything was just perfect. The house was spacious and had so many wonderful amenities. Location was great, private and quiet. We enjoyed the hot tub under the stars each night to relax from the hiking! Highly recommend. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is HK$2,794
HK$5,806 total
includes taxes & fees
25 Nov - 26 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

Waterfront home close to skiing, w/ mountain views, Hot Tub & loads of games!!

9.8 out of 10, Exceptional, (72)
"This entire place is amazing! I would definitely go back. "
Waterfront home close to skiing, w/ mountain views, Hot Tub & loads of games!!

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (122)
"Our family had a fantastic stay. The house was perfect for kids, with plenty of space and a lovely atmosphere."
Beautiful new house 3/4 mile from Hunter Mountain

Beautiful House 1 Mile From Hunter Mountain

9.6 out of 10, Exceptional, (121)
"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."
Beautiful House 1 Mile From Hunter Mountain

Cozy cabin with great views and fire place!

9.8 out of 10, Exceptional, (80)
"Great space and feel of upstate NY. Will return for sure "
Cozy cabin with great views and fire place!

Updated Cabin on the Esopus

10.0 out of 10, Exceptional, (36)
"nice place all was good "
Updated Cabin on the Esopus

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

10.0 out of 10, Exceptional, (88)
"Amazing views, well stocked house! Everything you will need is there! Super clean nice cozy mountain getaway! "
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (157)
"Another fabulous stay at our favorite VRBO! This mountain chalet never disappoints whether it’s just my husband and me staying for a weekend or when we bring our kids and pups for an extended stay! We love the location, centrally located for hiking trails, shopping antiques, restaurants, and so much more! Highly recommend a stay! The chalet is beautiful and has everything you need! The kitchen is equipped with all essentials, is always neat and clean, beds are freshly made and there are plenty...
Mountain Chalet with Breathtaking Panoramic Views
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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Other types of properties in Ashland you may be interested in

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (529)
"Great place!"
The price is HK$1,276
HK$1,546 total
includes taxes & fees
26 Nov - 27 Nov
Hunter Lodge, a Bluebird by Lark

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (474)
"Pictures give a mOre grand impression that the reality"
Hotel Vienna

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (96)
"Stay was great, however you can hear everything from the rooms around you and basic things like smores by the fire have a ridiculous charge"
The price is HK$1,598
HK$1,790 total
includes taxes & fees
17 Dec - 18 Dec
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.
Beautiful view of the beach with palm trees

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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?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter: This holiday home rental outside of Ashland is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 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 garden and a selection of games.

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.