
Holiday rentals near Ashokan Rail Trail- Woodstock Dike Trailhead
We found 1,493 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 NZ$16,169
NZ$16,169
NZ$2,310 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 NZ$4,705
NZ$4,705
NZ$672 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 NZ$3,024
NZ$3,024
NZ$432 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 NZ$7,741
NZ$7,741
NZ$1,106 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 NZ$11,460
NZ$11,460
NZ$1,637 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 NZ$10,676
NZ$10,676
NZ$1,525 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
16% off
Price is NZ$15,504
NZ$15,504
NZ$2,215 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 NZ$3,862
NZ$3,862
NZ$552 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 NZ$6,278
NZ$6,278
NZ$897 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 NZ$9,022
NZ$9,022
NZ$1,289 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 NZ$2,518
NZ$2,518
NZ$360 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 NZ$6,461
NZ$6,461
NZ$923 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 NZ$4,293
NZ$4,293
NZ$613 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 NZ$6,318
NZ$6,318
NZ$903 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 NZ$3,222
NZ$3,222
NZ$460 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 NZ$3,986
NZ$3,986
NZ$569 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 NZ$9,178
NZ$9,178
NZ$1,311 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 NZ$7,874
NZ$7,874
NZ$1,125 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 NZ$14,352
NZ$14,352
NZ$2,050 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 NZ$2,103
NZ$2,103
NZ$300 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
16% off
Price is NZ$11,808
NZ$11,808
NZ$1,687 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
15% off
Price is NZ$7,298
NZ$7,298
NZ$1,043 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 NZ$2,754
NZ$2,754
NZ$393 per night
includes taxes & fees
Image gallery for Many perfect sunsets at the magical house on the lake

9.89.8 out of 10 rating
Exceptional
(125 reviews)
Many perfect sunsets at the magical house on the lake
Rifton, NY
6% off
Price is NZ$4,655
NZ$4,655
NZ$665 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ashokan Rail Trail- Woodstock Dike Trailhead
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
Sleeps 18 · 6 bedrooms · 4 bathrooms
6.06.0 out of 10
3 reviews(3 reviews)
Ultimate Mountain Home w/ Hot Tub!
Sleeps 16 · 5 bedrooms · 3+ bathrooms
8.88.8 out of 10
Excellentexcellent
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)
Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly
Sleeps 16 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
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)
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)
- 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