Vacation Rentals in Ashokan Rail Trail- Woodstock Dike Trailhead, NY: Compare 10+ Sites & Save

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235 Best Vacation Rentals in Ashokan Rail Trail- Woodstock Dike Trailhead (Starting from $132)

Charming Cottage with Yard - 2 Mi to Tinker St!
Charming Cottage with Yard - 2 Mi to Tinker St!
House
Woodstock, NY, USA
2.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
9.4

Superb

17 reviews

$324
Average price / night
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Beautiful & Spacious Woodstock Home w/ Pool
Beautiful & Spacious Woodstock Home w/ Pool
House
Woodstock, NY, 12498, United States
2.0k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
8.6

Fabulous

12 reviews

$784
Average price / night
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Woodstock Getaway with Hot Tub about 2 Mi to Dtwn!
Woodstock Getaway with Hot Tub about 2 Mi to Dtwn!
House
Woodstock, NY, USA
3.1k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

4 Bedrooms8 Guests
New to Booking
$306
Average price / night
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Charming, Comfy House in Woodstock
Charming, Comfy House in Woodstock
House
Kingston, NY, 12401, United States
2.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$264
Average price / night
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Cozy Woodstock Home with Fire Pit!
Cozy Woodstock Home with Fire Pit!
House
Woodstock, NY, USA
5.2k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.3

Superb

4 reviews

$272
Average price / night
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Charming Cottage w/ Yard - 2 Mi to Tinker St!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Cottage
Woodstock, NY, 12498-1933, United States
2.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

29 reviews

$304
Average price / night
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Private countryside apartment suite 1.5 miles to Woodstock
Private countryside apartment suite 1.5 miles to Woodstock
Apartment
Ashokan Rail Trail- Woodstock Dike Trailhead, New York, USA
5.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Internet, Balcony/Terrace, Parking, Air Conditioner

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$132
Average price / night
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Quaint Woodstock Escape - 2 Mi to Tinker St!
Quaint Woodstock Escape - 2 Mi to Tinker St!
House
Woodstock, NY, 12498, United States
2.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking

3 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$415
Average price / night
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Modern Catskills Escape w Open Living Steam Shower Hot Tub w Mountain Views Minutes from Woodstock Trails Suncliff Vista
Modern Catskills Escape w Open Living Steam Shower Hot Tub w Mountain Views Minutes from Woodstock Trails Suncliff Vista
House
Shokan, NY, USA
5.8k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
9.0

Fabulous

2 reviews

$635
Average price / night
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Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC
Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC
House
Woodstock, NY, 12401, United States
2.9k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
New to Booking
$321
Average price / night
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The 212 Escape
The 212 Escape
House
Saugerties, NY, USA
6.4k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Hot Tub, Air Conditioner, Parking, Balcony/Terrace, Pet Friendly, Internet, Breakfast

1 Bedroom10 Guests
10.0

Exceptional

1 reviews

$1725
Average price / night
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Woodstock Family Home w/ Tree House + Heated Pool
Woodstock Family Home w/ Tree House + Heated Pool
House
Woodstock, NY, 12498, United States
2.9k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$572
Average price / night
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Retro Retreat renovated 2BR, desk, no chore list!
Retro Retreat renovated 2BR, desk, no chore list!
House
Kingston, NY, USA
7.6k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
9.0

Fabulous

18 reviews

$218
Average price / night
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'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
House
Woodstock, NY, 12498, United States
2.9k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

57 reviews

$558
Average price / night
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Esopus Creekside
Esopus Creekside
House
Lake Katrine, NY, USA
7.6k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$422
Average price / night
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Heated Saltwater Pool • 4 Min to Woodstock • Private Deck & Fire Pit
Heated Saltwater Pool • 4 Min to Woodstock • Private Deck & Fire Pit
House
Woodstock, NY, 12498, United States
3.0k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Arcade, Babysitting, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

4 Bedrooms10 Guests
9.8

Exceptional

36 reviews

$956
Average price / night
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Peaceful Hurley Retreat about 1 Mi to Main Street
Peaceful Hurley Retreat about 1 Mi to Main Street
House
Hurley, NY, USA
7.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$325
Average price / night
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Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
House
Woodstock, NY, 12498-1701, United States
3.1k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$398
Average price / night
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Saugerties Farmhouse Sauna and Countryside Views
Saugerties Farmhouse Sauna and Countryside Views
House
Saugerties, NY, USA
8.4k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
8.4

Very Good

5 reviews

$294
Average price / night
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Woodstock Country Guest Suite
Woodstock Country Guest Suite
Apartment
Woodstock, NY, 12498, United States
3.3k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$154
Average price / night
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Catskill Spring Adventures! Book this cottage w/ hot tub & indoor fireplace
Catskill Spring Adventures! Book this cottage w/ hot tub & indoor fireplace
Cottage
Hurley, NY, 12443, United States
3.3k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

198 reviews

$420
Average price / night
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Private cottage - 5 min from the center of town
Private cottage - 5 min from the center of town
Cottage
Woodstock, NY, 12498, United States
3.5k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom2 Guests
10.0

Exceptional

15 reviews

$308
Average price / night
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Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
House
Kingston, NY, 12401, United States
3.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

60 reviews

$443
Average price / night
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Fall Foliage Getaway!
Fall Foliage Getaway!
House
Woodstock, NY, 12498, United States
3.7k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms7 Guests
10.0

Exceptional

12 reviews

$733
Average price / night
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The Solarium: Woodstock Retreat w/Hot tub+Stream!
The Solarium: Woodstock Retreat w/Hot tub+Stream!
House
Kingston, NY, 12401, United States
3.8k from Ashokan Rail Trail- Woodstock Dike Trailhead center

Kitchen, No Smoking

5 Bedrooms12 Guests
9.0

Fabulous

9 reviews

$1031
Average price / night
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Cozy Escape in Woodstock
Cozy Escape in Woodstock
House
Woodstock, NY, 12498, United States
3.9k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Balcony, Barbecue, Crib, Dryer, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$535
Average price / night
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New Luxury 5BR3BTh Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
New Luxury 5BR3BTh Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
Villa
Woodstock, NY, 12498, United States
3.9k from Ashokan Rail Trail- Woodstock Dike Trailhead center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms11 Guests
9.6

Exceptional

28 reviews

$871
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Ashokan Rail Trail- Woodstock Dike Trailhead.

Ashokan Rail Trail- Woodstock Dike Trailhead Vacation Rentals on the Map

Frequently Asked Questions

You can explore 235 verified vacation rentals in Ashokan Rail Trail- Woodstock Dike Trailhead. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Ashokan Rail Trail- Woodstock Dike Trailhead vary depending on the season, property size, and location. Rates typically start from around $132 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Ashokan Rail Trail- Woodstock Dike Trailhead include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Ashokan Rail Trail- Woodstock Dike Trailhead welcome pets. Currently, 32 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Ashokan Rail Trail- Woodstock Dike Trailhead often include amenities such as Fireplace/Heating, Wellness Facilities, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.