Shokan holiday lettings

We found 483 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Shokan to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, including air conditioning and cable TV. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Shokan

Showing deals for:29 May - 5 Jun

Image gallery for Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

Beautiful fire pit with view of Overlook Mountain
10 out of 10, Exceptional, (205 reviews)
Exceptional
(205 reviews)

Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

Woodstock

8% off
Price is £2,485
for 7 nights, 1 chalet
£355 per night
includes taxes & fees
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

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Find the perfect holiday rental for your Shokan getaway

Learn about the unique charm of Shokan with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Shokan

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Shokan has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hunter Mountain (15.8 mi / 25.4 km)
  • Copperhood Retreat & Spa (11.9 mi / 19.1 km)
  • Straus Center - Frost Valley YMCA (13.5 mi / 21.7 km)
  • Mohonk Golf Course (14 mi / 22.6 km)
  • Kaaterskill Falls (17 mi / 27.3 km)
  • Robibero Winery (18.1 mi / 29.1 km)

Exploring the natural landscape of Shokan

Whether you're an active traveller or just want to appreciate the scenery, Shokan is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Ashokan Rail Trail- Woodstock Dike Trailhead (6.3 mi / 10.2 km)
  • Overlook Mountain Trailhead (8.2 mi / 13.1 km)
  • Catskill Mountains (9.1 mi / 14.6 km)
  • Slide Mountain (9.1 mi / 14.7 km)
  • Forsyth Park (9.8 mi / 15.8 km)
  • Esopus Creek (10.2 mi / 16.5 km)

Transport options to and around Shokan

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 33.4 mi (53.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Shokan when booking a holiday rental?
When considering a holiday rental in Shokan, New York, the area surrounding the Catskill Mountains is particularly appealing. This picturesque neighbourhood offers a blend of natural beauty and local charm, making it an ideal choice for a relaxing getaway.

One of the main attractions in this region is the stunning Ashokan Reservoir, where visitors can enjoy scenic walks, cycling paths, and breathtaking views, superb for outdoor enthusiasts. Additionally, the nearby Catskill Park provides ample opportunities for hiking and exploring the great outdoors, with numerous trails suiting different skill levels.

In terms of accommodation, Shokan features a variety of properties that cater to different tastes and budgets, allowing for a comfortable stay. The local community is welcoming, and you'll find a number of quaint shops and eateries that add to the charm of the area.
How much does it cost to rent a holiday home in Shokan?
Prices for holiday rentals in Shokan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shokan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shokan holiday house rentals?
You can find great discounts on house rentals in Shokan on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Shokan ski resort rentals?
For ski resort rentals near Shokan, the closest ski area is Hunter Mountain, located approximately 20 miles away. In the nearby town of Hunter, travellers can find a variety of rental options ranging from cosy cabins to modern chalets. Many of these properties feature amenities such as fully equipped kitchens, spacious living areas with fireplaces, and outdoor decks that provide beautiful views of the surrounding mountains.

Additionally, the area around Tannersville, just a short drive from Hunter Mountain, offers charming lodgings that often include access to hot tubs and communal facilities, great for unwinding after a day on the slopes. These rentals are typically well-suited for families or groups, with multiple bedrooms and convenient access to local shops and restaurants for dining and entertainment.

For those who enjoy winter activities beyond skiing, the Catskill region offers excellent opportunities for snowshoeing and hiking, with trails accessible from many of the rental properties.
What is the most popular type of holiday rental accomodation in Shokan?
In Shokan, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or groups looking to enjoy the serene surroundings of the Catskill Mountains. Additionally, there are several apartments scattered across the locality, offering a more compact living option with similar amenities, such as kitchens and comfortable living areas.
Are there any family house rentals in Shokan?
In Shokan, New York, there are several family-friendly house rentals available, making it a lovely spot for those travelling with kids. The area is surrounded by natural beauty, including the picturesque Catskill Mountains, which provide a range of outdoor activities. Many homes in this region feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play freely. Visitors can also find amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.

Nearby, the charming town of Woodstock offers a vibrant arts scene, with galleries and live music events, while the Ashokan Reservoir is ideal for hiking and enjoying scenic views.
Can I rent a holiday home with a pool or hot tub in Shokan?
In Shokan, New York, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque area, located in the Catskills, offers a serene retreat for those looking to unwind. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces great for relaxation after a day of exploring the natural beauty surrounding the region.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens for meal preparation, and comfortable bedrooms. Some homes may also offer additional features like fire pits, barbecue facilities, and stunning views of the mountains, enhancing the holiday experience.
Can I find long-stay holiday rentals in Shokan?
A long-stay holiday rental in Shokan is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Shokan?
In Shokan, there are several pet-friendly house rentals available, making it a great choice for travellers with furry companions. Many of these holiday homes come with spacious layouts, fully equipped kitchens, and outdoor areas where pets can enjoy the fresh air. The rentals often feature amenities such as comfortable lounging spaces, private decks, and sometimes even fenced yards, ensuring a safe environment for pets to roam.

The surrounding area is rich in natural beauty, with nearby hiking trails and parks that welcome dogs, allowing for plenty of outdoor adventures. The nearby Catskill Mountains provide stunning landscapes and numerous opportunities for exploring nature with your pet.
Are there any remote work holiday rentals in Shokan?
In Shokan, New York, there are approximately 15 holiday rentals that cater to remote work needs. This quaint town, located in the scenic Catskill Mountains, offers a peaceful environment for those looking to combine work with relaxation. Many of the properties available feature amenities such as high-speed internet, dedicated workspaces with desks and chairs, and free Wi-Fi, ensuring that remote workers can stay productive during their stay.

The area is also known for its natural beauty, with nearby hiking trails and opportunities for outdoor activities, providing a superb balance between work and leisure. In addition, the charming local community offers quaint shops and dining options, enhancing the overall experience for visitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shokan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shokan with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Shokan?
In Shokan, popular holiday rental amenities include outdoor spaces such as decks or patios, allowing guests to enjoy the natural surroundings. Most rentals provide well-equipped kitchens, enabling travellers to prepare their own meals during their stay. Additionally, many properties feature dedicated workspaces with desks, making them suitable for those who may need to catch up on work while away. Onsite parking is typically available, providing convenience for guests with vehicles.
How early should I book a Shokan holiday rental?
Book your Shokan holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shokan?
In Shokan, visitors can enjoy the natural beauty and outdoor activities that the area has to offer. One of the main attractions is the Ashokan Reservoir, which provides stunning views and opportunities for hiking, biking, and birdwatching along its scenic trails. The nearby Catskill Mountains are great for those seeking adventure, with various trails for hiking, skiing in winter, and opportunities for camping and fishing.

Additionally, the historic town of Woodstock is just a short drive away, famous for its vibrant arts scene, galleries, and lively shops, as well as the iconic Woodstock Festival site. The area is also known for its charming local farms and markets, where visitors can experience the region's agricultural heritage and sample fresh produce. For those interested in history and culture, the Ulster County Historical Society offers insights into the area's rich past.
Can I change or cancel my Shokan home rental booking on Vrbo?
To find Shokan holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shokan holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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