Book Holiday Homes in Ashland

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Featured Holiday Homes in Ashland

A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.

City Roxbury
The price is AU$904 per night from 13 Sept to 14 Sept
AU$904
13 Sept - 14 Sept
includes taxes & fees
Located in Denver, this vacation home is in the mountains, a 5-minute drive from East Branch Delaware River and 8 minutes from Pakatakan Farmers' Market.
A world where time stands still, close to Belleayre Ski & Wedding venues.
 Beautiful new house 3/4  mile from Hunter Mountain

Beautiful new house 3/4 mile from Hunter Mountain

hunter
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Beautiful new house 3/4 mile from Hunter Mountain
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

Prattsville
Located in Prattsville, this vacation home is on the waterfront, a 1-minute drive from Catskill State Park and 9 minutes from Prattsville Town Hall.
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
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Luxury Log Cabin-Windham Mountain.  Amazing sunsets, large lawn, deck, fireplace

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

Windham
With a stay at this vacation home in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

Chichester
With a stay at this vacation home in Chichester, you'll be on the waterfront, within a 10-minute drive of Catskill Mountains and Catskill State Park.
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

2 out of 5
Phoenicia
The price is AU$562 per night from 8 Sept to 9 Sept
AU$562
8 Sept - 9 Sept
includes taxes & fees
When you stay at this vacation home in Phoenicia, you'll be in the mountains, within a 15-minute walk of Catskill Mountains and Catskill State Park.
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

Hunter
With a stay at this vacation home in Hunter, you'll be within a 10-minute drive of Hunter Mountain and Catskill State Park.
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Quaint Cottage w/ Peloton & Sauna near Hiking

Quaint Cottage w/ Peloton & Sauna near Hiking

Mount Tremper
With a stay at this vacation home in Mount Tremper, you'll be in the mountains, within a 10-minute drive of Catskill Mountains and Catskill State Park.
Quaint Cottage w/ Peloton & Sauna near Hiking
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

Margaretville
The price is AU$1,053 per night from 7 Sept to 8 Sept
AU$1,053
7 Sept - 8 Sept
includes taxes & fees
Located in Margaretville, this vacation home is on a lake, within a 10-minute drive of Pakatakan Farmers' Market and East Branch Delaware River.
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
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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.

Ashland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ashland vacation homes are the perfect way for you to wing it.

Holiday houses in Ashland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ashland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ashland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ashland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ashland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Ashland Holiday Homes essential information

Accommodation
645 Holiday Homes
Lowest Price
AU$269
Highest Price
AU$1,053
Popular accommodation
A world where time stands still, close to Belleayre Ski & Wedding venues. , Beautiful new house 3/4 mile from Hunter Mountain , Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking., Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace, CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts., 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard, 9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres, Quaint Cottage w/ Peloton & Sauna near Hiking, Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

Top trending hotels in Ashland

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is AU$269 per night from 15 Sept to 16 Sept
AU$269
15 Sept - 16 Sept
includes taxes & fees
When you stay at Hunter Lodge, a Bluebird by Lark in Hunter, you'll be near ski lifts, within a 15-minute drive of Hunter Mountain and Kaaterskill Falls.
Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Hotel Vienna
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd, Big Indian, NY
The price is AU$377 per night from 10 Sept to 11 Sept
AU$377
10 Sept - 11 Sept
includes taxes & fees
With a stay at Urban Cowboy Lodge in Big Indian, you'll be on a river, within a 10-minute drive of Catskill Mountains and Catskill State Park.
Urban Cowboy Lodge
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Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 7 Oct to 8 Oct
AU$343
7 Oct - 8 Oct
includes taxes & fees
When you stay at Kaatskill Mountain Club at Hunter Mountain in Hunter, you'll be near ski lifts, within a 15-minute walk of Hunter Mountain and Catskill State ...
Kaatskill Mountain Club at Hunter Mountain
Don't see what you're looking for?
See all available properties in Ashland
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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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^Subject to availability and chosen travel dates.