Cragsmoor holiday lettings

We found 227 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Cragsmoor that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Cragsmoor

Showing deals for:21 Nov - 28 Nov

Image gallery for Stream Side Cabin surrounded by woods + Fire Pit

Fireplace
9.8 out of 10 rating
Exceptional
(13 reviews)

Stream Side Cabin surrounded by woods + Fire Pit

Ellenville, NY

7% off
Price is £1,292
£185 per night
includes taxes & fees
Stream Side Cabin surrounded by woods + Fire Pit

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Find out more about Cragsmoor

Find out more about Cragsmoor

Find the perfect holiday rental for your Cragsmoor getaway

Learn about the unique charm of Cragsmoor with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Cragsmoor

Do you want to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Cragsmoor a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Concord Monster Golf Course (13.4 mi / 21.6 km)
  • Mohonk Golf Course (14.8 mi / 23.9 km)
  • Whitecliff Vineyard (9.6 mi / 15.4 km)
  • Robibero Winery (11.9 mi / 19.1 km)
  • Holiday Mountain Ski and Fun Park (12 mi / 19.3 km)
  • City Winery Hudson Valley (12.8 mi / 20.7 km)

Exploring the natural features in Cragsmoor

Whether you're looking for adventure or just want to take in the scenery, Cragsmoor is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Catskill Mountains (23.2 mi / 37.3 km)
  • Sam's Point Preserve (0.8 mi / 1.3 km)
  • Lake Minnewaska Beach (8.5 mi / 13.6 km)
  • Minnewaska State Park (8.7 mi / 14 km)
  • Shawangunk Mountains (9.4 mi / 15.1 km)
  • Mohonk Preserve Visitor Center (11.1 mi / 17.8 km)

Transport to and around Cragsmoor

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 19.6 mi (31.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Cragsmoor when booking a holiday rental?
When looking for a holiday rental in Cragsmoor, New York, one of the best areas to consider is the charming neighbourhood surrounding the Minnewaska State Park Preserve. This scenic area is renowned for its stunning natural beauty, offering visitors access to picturesque hiking trails, breathtaking views from the cliffs, and serene lakes. The park is a major attraction, great for those who appreciate outdoor activities such as hiking, biking, and birdwatching.

Additionally, staying near the Cragsmoor Historical Society will provide a delightful glimpse into the region's rich history and art scene. The society often hosts events and exhibitions that showcase local artists, making it a vibrant cultural hub. There are a variety of holiday rental properties available in this area, ranging from cosy cabins to more spacious homes, allowing visitors to choose the great accommodation to suit their needs.
How much does it cost to rent a holiday home in Cragsmoor?
Prices for holiday rentals in Cragsmoor 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 Cragsmoor 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 Cragsmoor holiday house rentals?
You can find great discounts on house rentals in Cragsmoor 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 Cragsmoor ski resort rentals?
For those seeking ski resort rentals near Cragsmoor, the nearby area of the Catskills is an excellent choice. Just a short drive away, you'll find popular ski destinations such as Hunter Mountain and Belleayre Ski Resort. In towns like Tannersville and Pine Hill, travellers can find a variety of holiday rentals, including cosy cabins and spacious chalets that cater to different group sizes.

Many properties in these areas come with desirable amenities such as fireplaces, full kitchens, and outdoor spaces where guests can enjoy the scenic mountain views. Some rentals may even feature hot tubs, great for relaxing after a day on the slopes. Additionally, these towns offer a charming atmosphere with local shops, eateries, and access to hiking trails for those looking to explore the natural beauty of the region.
What is the most popular type of holiday rental accomodation in Cragsmoor?
In Cragsmoor, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a homely atmosphere. Many of the holiday houses are situated near the scenic Minnewaska State Park Preserve, providing easy access to hiking trails and stunning natural vistas. Additionally, guests can expect amenities such as outdoor spaces for relaxing and barbecuing, enhancing their experience in this tranquil setting.
Are there any family house rentals in Cragsmoor?
In Cragsmoor, New York, there are several family-friendly house rentals available, making it a delightful option for group getaways. This charming community is situated near the scenic Shawangunk Ridge, offering stunning views and outdoor activities. Many properties feature spacious living areas and fully equipped kitchens, great for preparing meals together after a day of exploring.
Can I find long-stay holiday rentals in Cragsmoor?
A long-stay holiday rental in Cragsmoor 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 Cragsmoor?
In Cragsmoor, there are several pet-friendly house rentals available, offering a delightful retreat in the scenic surroundings of the Shawangunk Mountains. Many of these properties feature charming rustic decor, spacious living areas, and fully equipped kitchens, allowing for a comfortable stay while suiting the needs of both pets and their owners.
Are there any remote work holiday rentals in Cragsmoor?
In Cragsmoor, New York, there are several remote work holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties come equipped with essential amenities for remote work, including reliable Wi-Fi, desks, and comfortable office chairs, allowing guests to maintain productivity while enjoying a tranquil setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cragsmoor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cragsmoor 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 Cragsmoor?
In Cragsmoor, popular holiday rental amenities include well-equipped kitchens, which are essential for those who prefer to prepare their own meals during their stay. Most rentals come with a microwave, cookware, dishware, and utensils, making it easy for guests to whip up their favourite dishes. Additionally, many properties feature dishwashers to simplify clean-up after meals.
When is the best time to visit Cragsmoor for a holiday rental?
The best time to book a holiday rental in Cragsmoor is during the vibrant summer months, particularly July, when the town is bustling with activity. This peak season, from June to August, offers visitors the chance to enjoy a plethora of outdoor adventures, including hiking the scenic trails of the nearby Minnewaska State Park Preserve and exploring the stunning vistas of the Shawangunk Ridge.

In July, you can expect warm temperatures, typically in the mid to high 20s Celsius, making it ideal for outdoor activities and leisurely strolls through the picturesque village. The lively atmosphere is complemented by arts and crafts festivals that celebrate the local community and its culture, providing a great experience for travellers.

For those seeking a more budget-friendly option, consider visiting during December, where you'll find a quieter Cragsmoor adorned with winter charm. While this is the low season, it offers a cosy retreat and a chance to enjoy the peaceful surroundings, great for a relaxing getaway.
How early should I book a Cragsmoor holiday rental?
Book your Cragsmoor 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.
Can I change or cancel my Cragsmoor home rental booking on Vrbo?
To find Cragsmoor 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cragsmoor 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.

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