Ashland Holiday Rentals

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Holiday Rentals in Ashland

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (246)
"Cozy,excellent cable package…"
The price is HK$972
HK$1,111 total
includes taxes & fees
3 Feb - 4 Feb
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, Ski Lodge

10.0 out of 10, Exceptional, (146)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (177)
"A beautiful, peaceful location to enjoy nature, yet be close enough to restaurants and shopping for convenience. We had four days of quiet and serenity in the warm, cozy, "feels like home" cottage. Our Labrador retriever loved exploring the woods and creekside (and barking at the wild turkeys!) Host Paul was attentive and gracious."
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

Moonlight Reflections

10.0 out of 10, Exceptional, (91)
"wonderful experience - excellent host"
Moonlight Reflections

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

9.6 out of 10, Exceptional, (40)
"The house has anything you want . A private house nice town . Quite,"
The price is HK$1,392
HK$2,314 total
includes taxes & fees
30 Jan - 31 Jan
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$2,093
HK$5,621 total
includes taxes & fees
12 Jan - 13 Jan
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

Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

9.8 out of 10, Exceptional, (72)
"This entire place is amazing! I would definitely go back. "
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

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

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (125)
"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

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

10.0 out of 10, Exceptional, (89)
"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!

Romantic sky loft with steam shower/giant tub. Minutes to the slopes.

9.8 out of 10, Exceptional, (16)
"Great little place to get away from the hustle and bustle. Restaurants close and skiing a short drive away."
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (161)
"The property location was beautiful and all prior reviews were spot on. The views were all that and more. Waking up to the sunrise peeking over the mountains was majestic and peaceful. We were incredibly lucky to experience a snowstorm and woke up to 6” on Thxgiving morning. It was just perfect. We had a fire and made a snowman. My dog had a great time in the snow. We all cooked an amazing Thxgiving dinner together in the well equipped kitchen that even had a turkey baster (impressed). ...
Mountain Chalet with Breathtaking Panoramic Views

7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. 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$4,083
HK$7,225 total
includes taxes & fees
4 Feb - 5 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

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

9.6 out of 10, Exceptional, (174)
"The property was fantastic. The check-in process was super easy, and the owners stopped by to walk us through the property and answer our questions. If you like using a sauna, then this is the place for you. If you like hot tubbing, then this is the place for you. If you want a wood burning fire place, then this is the place for you. I would absolutely recommend this property, and I will definitely stay again. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

Beautiful, private Property/swimming pond

9.6 out of 10, Exceptional, (70)
"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

Cozy cabin with great views and fire place!

9.6 out of 10, Exceptional, (84)
"Great space and feel of upstate NY. Will return for sure "
Cozy cabin with great views and fire place!
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, (560)
"Enjoyed the country cottage atmosphere, cleanliness and proximity to Hunter Mountain. "
The price is HK$1,361
HK$1,638 total
includes taxes & fees
13 Jan - 14 Jan
Hunter Lodge, a Bluebird by Lark

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (494)
"Great little space. Felt very safe. Good amount of people staying there including families. Staff was very friendly and helpful! "
Hotel Vienna

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (105)
"Super comfy"
The price is HK$2,148
HK$2,406 total
includes taxes & fees
21 Jan - 22 Jan
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.

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, Ski Lodge: 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 Mine Kill State Park. 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.