Holiday rentals near Ashokan Rail Trail- Woodstock Dike Trailhead
We found 1,495 holiday rentals — enter your dates for availability
Find the perfect holiday home that's close to Ashokan Rail Trail- Woodstock Dike Trailhead. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as parking and a pool. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Ashokan Rail Trail- Woodstock Dike Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
1010 out of 10 rating
Exceptional
(40 reviews)
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
High Falls, NY
8% off
Price is AU$14,259
AU$14,259
AU$2,037 per night
includes taxes & fees
Image gallery for Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
1010 out of 10 rating
Exceptional
(181 reviews)
Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
Hurley, NY
8% off
Price is AU$4,331
AU$4,331
AU$619 per night
includes taxes & fees
Image gallery for Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook
1010 out of 10 rating
Exceptional
(23 reviews)
Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook
West Shokan, NY
7% off
Price is AU$2,781
AU$2,781
AU$397 per night
includes taxes & fees
Image gallery for Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
1010 out of 10 rating
Exceptional
(5 reviews)
Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
Saugerties, NY
12% off
Price is AU$6,982
AU$6,982
AU$997 per night
includes taxes & fees
Image gallery for Ski hunter, Indoor pool & sauna .2 miles to slopes
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Ski hunter, Indoor pool & sauna .2 miles to slopes
Hunter, NY
8% off
Price is AU$10,186
AU$10,186
AU$1,455 per night
includes taxes & fees
Image gallery for Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
Saugerties, NY
8% off
Price is AU$9,930
AU$9,930
AU$1,419 per night
includes taxes & fees
Image gallery for Rustic Quarry Luxury with Private Lake
1010 out of 10 rating
Exceptional
(6 reviews)
Rustic Quarry Luxury with Private Lake
Saugerties, NY
17% off
Price is AU$13,677
AU$13,677
AU$1,954 per night
includes taxes & fees
Image gallery for Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
1010 out of 10 rating
Exceptional
(7 reviews)
Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
West Shokan, NY
20% off
Price is AU$3,547
AU$3,547
AU$507 per night
includes taxes & fees
Image gallery for Modern Hudson Valley Creekside Retreat + Hot Tub!
1010 out of 10 rating
Exceptional
(12 reviews)
Modern Hudson Valley Creekside Retreat + Hot Tub!
Hyde Park, NY
16% off
Price is AU$5,786
AU$5,786
AU$827 per night
includes taxes & fees
Image gallery for Secluded House with hot tub at base of Shawangunk Ridge
1010 out of 10 rating
Exceptional
(8 reviews)
Secluded House with hot tub at base of Shawangunk Ridge
New Paltz, NY
8% off
Price is AU$8,367
AU$8,367
AU$1,195 per night
includes taxes & fees
Image gallery for Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
1010 out of 10 rating
Exceptional
(93 reviews)
Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
Saugerties, NY
8% off
Price is AU$2,345
AU$2,345
AU$335 per night
includes taxes & fees
Image gallery for Stunning Modern Barn minutes from Woodstock 21N-195
1010 out of 10 rating
Exceptional
(42 reviews)
Stunning Modern Barn minutes from Woodstock 21N-195
Mount Tremper, NY
8% off
Price is AU$5,959
AU$5,959
AU$851 per night
includes taxes & fees
Image gallery for Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
Willow, NY
8% off
Price is AU$3,951
AU$3,951
AU$564 per night
includes taxes & fees
Image gallery for Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath
Tannersville, NY
12% off
Price is AU$5,830
AU$5,830
AU$833 per night
includes taxes & fees
Image gallery for In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
9.69.6 out of 10 rating
Exceptional
(43 reviews)
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Woodstock, NY
16% off
Price is AU$2,964
AU$2,964
AU$423 per night
includes taxes & fees
Image gallery for Pet Friendly Cabin Doh-Ray up @ 1500 ft
1010 out of 10 rating
Exceptional
(62 reviews)
Pet Friendly Cabin Doh-Ray up @ 1500 ft
Woodstock, NY
8% off
Price is AU$3,661
AU$3,661
AU$523 per night
includes taxes & fees
Image gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
1010 out of 10 rating
Exceptional
(68 reviews)
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bearsville, NY
8% off
Price is AU$8,514
AU$8,514
AU$1,216 per night
includes taxes & fees
Image gallery for Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
1010 out of 10 rating
Exceptional
(33 reviews)
Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
Woodstock, NY
8% off
Price is AU$7,106
AU$7,106
AU$1,015 per night
includes taxes & fees
Image gallery for NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
1010 out of 10 rating
Exceptional
(127 reviews)
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Ulster Park, NY
8% off
Price is AU$12,906
AU$12,906
AU$1,844 per night
includes taxes & fees
Image gallery for UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
9.89.8 out of 10 rating
Exceptional
(17 reviews)
UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
Saugerties, NY
6% off
Price is AU$8,897
AU$8,897
AU$1,271 per night
includes taxes & fees
Image gallery for Cozy Catskills Cottage
1010 out of 10 rating
Exceptional
(27 reviews)
Cozy Catskills Cottage
Olivebridge, NY
14% off
Price is AU$1,973
AU$1,973
AU$282 per night
includes taxes & fees
Image gallery for TOP RATED ULTIMATE YEAR ROUND PLAYGROUND
1010 out of 10 rating
Exceptional
(27 reviews)
TOP RATED ULTIMATE YEAR ROUND PLAYGROUND
Elka Park, NY
17% off
Price is AU$10,503
AU$10,503
AU$1,500 per night
includes taxes & fees
Image gallery for The Bear Den at 'Blue Heron Watch' Nature Getaway
1010 out of 10 rating
Exceptional
(25 reviews)
The Bear Den at 'Blue Heron Watch' Nature Getaway
Tillson, NY
8% off
Price is AU$2,566
AU$2,566
AU$367 per night
includes taxes & fees
Image gallery for Private oasis, ideal for families! Hot tub always open! Heated pool open in May!
1010 out of 10 rating
Exceptional
(39 reviews)
Private oasis, ideal for families! Hot tub always open! Heated pool open in May!
Woodstock, NY
16% off
Price is AU$6,582
AU$6,582
AU$940 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Chalet
Find the best place to stay - Ashokan Rail Trail- Woodstock Dike Trailhead
Showing deals for: 17 Sept - 20 Sept
Ultimate Mountain Home w/ Hot Tub!
Sleeps 16 · 5 bedrooms · 3+ bathrooms
8.88.8 out of 10
Excellentexcellent
The current price is AU$4,288
AU$4,288
for 3 nights, 1 home
AU$1,429 per night
includes taxes & fees
Outdoor hot tub Facing Hunter MT New Modern Home
Sleeps 16 · 7 bedrooms · 2 bathrooms
8.28.2 out of 10
Very goodvery good
27 reviews(27 reviews)
The current price is AU$3,247
AU$3,247
for 3 nights, 1 home
AU$1,082 per night
includes taxes & fees
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
The current price is AU$1,970
AU$1,970
for 3 nights, 1 home
AU$657 per night
includes taxes & fees
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Sleeps 14 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
The current price is AU$2,853
AU$2,853
for 3 nights, 1 home
AU$951 per night
includes taxes & fees
AWESOME HOUSE ON THE ESOPUS CREEK !!!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is AU$2,219
AU$2,219
for 3 nights, 1 home
AU$740 per night
includes taxes & fees
Modern Sauna 8BR Sleeps 24+ HOT tub Just 5 mins to Hunter Mountain
Sleeps 26 · 8 bedrooms · 2+ bathrooms
8.68.6 out of 10
Excellentexcellent
17 reviews(17 reviews)
The current price is AU$2,813
AU$2,813
for 3 nights, 1 chalet
AU$938 per night
includes taxes & fees
Top rated rentals - Ashokan Rail Trail- Woodstock Dike Trailhead
Family getaway
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value