Ashland Holiday Rentals

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Check prices for these dates

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Ashland holiday rentals

Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (276)
"Staff is very nice. The room / bathroom is very clean. WiFi is excellent. Love to come back to stay again. "
United States
Anna Reinelda
The price is HK$961
HK$1,077 total
includes taxes & fees
7 Jan - 8 Jan
Starlite Motel
Private kitchen
Suites on Main

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
The price is HK$848
HK$1,229 total
includes taxes & fees
6 Jan - 7 Jan
Suites on Main
Interior
Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
2.0 star property
Gilboa
9.6 out of 10, Exceptional, (4)
"Great place to get away. "
United States
Joshua
The price is HK$918
HK$2,196 total
includes taxes & fees
7 Jan - 8 Jan
Cozy Cabin-Catskills secluded Mountain retreat
Fridge, microwave, oven, stovetop
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
10.0 out of 10, Exceptional, (1)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
The price is HK$17,507
HK$26,060 total
includes taxes & fees
9 Jan - 10 Jan
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Outdoor dining
Jessie's Harvest House Suite

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
10.0 out of 10, Exceptional, (3)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is HK$731
HK$1,347 total
includes taxes & fees
7 Jan - 8 Jan
Jessie's Harvest House Suite
Fridge, microwave, oven, stovetop
Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes
3.0 star property
East Durham
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
The price is HK$898
HK$2,516 total
includes taxes & fees
8 Jan - 9 Jan
Cozy Waterfall Home | Close to All Mountains/Hikes
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
2.0 star property
Halcott Center
10.0 out of 10, Exceptional, (1)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
The price is HK$1,029
HK$3,531 total
includes taxes & fees
21 Jan - 22 Jan
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Exterior
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (10)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is HK$794
HK$2,697 total
includes taxes & fees
12 Jan - 13 Jan
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Outdoor dining
Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (19)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is HK$1,394
HK$3,119 total
includes taxes & fees
7 Jan - 8 Jan
Spacious Catskill Mountains ski cabin with fire pit
Pool
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Hunter Highlands
9.8 out of 10, Exceptional, (9)
"Took a quick trip up to Hunter Mountain and needed a place to stay. We found a winner, very comfortable and clean with some nice amenities! Max (the owner) was an absolute pleasure to deal with.....highly recommended. "
United States
John M.
The price is HK$848
HK$1,761 total
includes taxes & fees
12 Jan - 13 Jan
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Interior
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29)
"Very clean, beautiful property! Would highly recommend staying here, and we will be coming up again someday. The host provided everything and was very diligent on the details that make this a wonderful and unique place to stay"
United States
Nick A.
The price is HK$1,576
HK$2,895 total
includes taxes & fees
4 Jan - 5 Jan
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is HK$1,322
HK$3,514 total
includes taxes & fees
11 Jan - 12 Jan
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Terrace/patio
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
4.0 star property
Durham
10.0 out of 10, Exceptional, (2)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is HK$1,926
HK$4,324 total
includes taxes & fees
13 Jan - 14 Jan
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
2 bedrooms, WiFi, bed sheets
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (10)
"This cabin was the cutest. Lots of charm and character with a beautiful view! "
United States
Stephanie G.
The price is HK$876
HK$1,742 total
includes taxes & fees
11 Jan - 12 Jan
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Outdoor dining
Jessie's Harvest House

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$918
HK$1,582 total
includes taxes & fees
6 Jan - 7 Jan
Jessie's Harvest House
Fridge, microwave, oven, stovetop
Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
2.0 star property
Hensonville
The price is HK$1,087
HK$5,258 total
includes taxes & fees
13 Jan - 14 Jan
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Exterior
Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
The price is HK$1,185
HK$2,216 total
includes taxes & fees
22 Jan - 23 Jan
Cold Spring Lodge - Cabin 2
Fridge, microwave, oven, stovetop
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.6 out of 10, Exceptional, (14)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
The price is HK$1,323
HK$2,118 total
includes taxes & fees
8 Jan - 9 Jan
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Outdoor dining
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (1)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is HK$841
HK$1,552 total
includes taxes & fees
26 Jan - 27 Jan
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Fridge, microwave, oven, stovetop
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
2.5 star property
Middleburgh
10.0 out of 10, Exceptional, (1)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is HK$1,171
HK$2,209 total
includes taxes & fees
4 Jan - 5 Jan
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
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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Top Ashland Hotel Reviews

SunView Motel

SunView Motel

10/10 Excellent
"It snowed a lot the day we checked in. When we returned to the hotel, the snow was already plowed from the parking lot. There entrance and stairs were also cleared. It continued to snow. The parking lot and stairs were still cleared the next morning. "
Cathy 2-night trip
Posted 3 days ago
SunView Motel

Find out more about Ashland

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
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • 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?

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend: This holiday home rental outside of Ashland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Ashland?

With 6 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 Hobart Book Village, 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.