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Compare 530 Vacation Homes in Ashland with updated reviews, rates, and availability.

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
9.2 out of 10, Wonderful, (40)
The price is SAR 413
SAR 675 total
includes taxes & fees
1 Apr - 2 Apr

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
9.6 out of 10, Exceptional, (39)

A world where time stands still, close to Belleayre Ski & Wedding venues.
A world where time stands still, close to Belleayre Ski & Wedding venues.
9.2 out of 10, Wonderful, (9)
The price is SAR 747
SAR 1,957 total
includes taxes & fees
23 Mar - 24 Mar

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
9.8 out of 10, Exceptional, (16)
The price is SAR 597
SAR 1,142 total
includes taxes & fees
12 Mar - 13 Mar

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (102)
The price is SAR 1,032
SAR 2,033 total
includes taxes & fees
6 Apr - 7 Apr

Tuscan Year Round Beauty - Pickleball Court
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (98)

Victorian Catskill House w/ Game Room, Fire Pit, and Strong Wi-Fi
Victorian Catskill House w/ Game Room, Fire Pit, and Strong Wi-Fi
9.4 out of 10, Exceptional, (92)

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
9.8 out of 10, Exceptional, (70)
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 property types in Ashland

Starlite Motel
Starlite Motel
9.2 out of 10, Wonderful, (250)
The price is SAR 469
SAR 541 total
includes taxes & fees
18 Mar - 19 Mar

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
9.6 out of 10, Exceptional, (39)

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
10.0 out of 10, Exceptional, (154)
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.
Recent reviews of Ashland hotels
Recent reviews of Ashland hotels

Kaatskill Mountain Club at Hunter Mountain
5/5 Excellent
"All good "
A verified traveler stayed at Kaatskill Mountain Club at Hunter Mountain
Posted 5 days ago