Cragsmoor holiday rentals

We found 247 holiday rentals — enter your dates for availability
Discover a selection of 11 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:8 Jan - 15 Jan

Sun Room + screened in porch in summer months
Main Cabin- dining, kitchen, fireplace, common area, walk in/out to patio
Kitchen/Dining with a view
Living area
Exceptional
(8 reviews)

NEW Mid Century Expansive Hillside 4-bed nature retreat on 100+ acres

Ellenville

11% off
AU$4,049
for 7 nights, 1 room
AU$578 per night
includes taxes & fees
NEW Mid Century Expansive Hillside 4-bed nature retreat on 100+ acres
Private Lake Area
House with Screen Room
Screen Room
Interior
Exceptional
(31 reviews)

Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!

Wurtsboro

8% off
AU$2,754
for 7 nights, 1 chalet
AU$393 per night
includes taxes & fees
Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!
Fully stocked chef's kitchen with everything you need for large family meals
Interior
Terrace/patio
Dining
Exceptional
(43 reviews)

Fabulous cozy farmhouse on a Hudson Valley mountaintop

Cragsmoor

8% off
AU$9,578
for 7 nights, 1 home
AU$1,368 per night
includes taxes & fees
Fabulous cozy farmhouse on a Hudson Valley mountaintop
Dining
Living area
Living area
Dining
Exceptional
(127 reviews)

Modern, Artsy, & Lofty Log Home

Wallkill

21% off
AU$12,948
for 7 nights, 1 home
AU$1,850 per night
includes taxes & fees
Modern, Artsy, & Lofty Log Home
5 star ensuite bathroom with tub, hand shower, and rain shower.
450sqft of living space: super comfy kingsize bed (+ 2 optional twin beds)
Enjoy your private deck, lawn, firepit, and grill!
Private, luxurious retreat in the heart of an organic farm in the Hudson Valley
Exceptional
(26 reviews)

Luxury retreat w/ private deck, garden, firepit on organic farm

Gardiner

8% off
AU$2,483
for 7 nights, 1 cabin
AU$355 per night
includes taxes & fees
Luxury retreat w/ private deck, garden, firepit on organic farm
Dining
Outdoor dining
Interior
Exterior
Exceptional
(36 reviews)

Lakefront family friendly peaceful Catskills retreat!

Wurtsboro

8% off
AU$5,007
for 7 nights, 1 home
AU$715 per night
includes taxes & fees
Lakefront family friendly peaceful Catskills retreat!
Kitchen Entrance and dining room
Master bedroom with TV
Property grounds
Interior
Exceptional
(33 reviews)

HIKE, SWIM, STARGAZE IN WOODS SIDING MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS

Wallkill

11% off
AU$3,719
for 7 nights, 1 cottage
AU$531 per night
includes taxes & fees
HIKE, SWIM, STARGAZE IN WOODS SIDING MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS
Master Bedroom
Property grounds
Hallway
Living Room
Exceptional
(56 reviews)

Spectacular Gunks View Getaway — @GardinerGetaway on IG

Gardiner

8% off
AU$3,690
for 7 nights, 1 home
AU$527 per night
includes taxes & fees
Spectacular Gunks View Getaway — @GardinerGetaway on IG
Covered side porch
Terrace/patio
Exterior
TV Lounge looking into livingroom
Exceptional
(46 reviews)

LOG CABIN IN ZEN FOREST

Wallkill

8% off
AU$4,349
for 7 nights, 1 cabin
AU$621 per night
includes taxes & fees
LOG CABIN IN ZEN FOREST
House.
View from Bedroom Window.
Living Area and Dining Area.
Kitchen with Full Set of Dishes, Pots & Pans.
Exceptional
(14 reviews)

Modern Home in Gardiner NY - Hudson Valley

Gardiner

7% off
AU$1,811
for 7 nights, 1 apartment
AU$259 per night
includes taxes & fees
Modern Home in Gardiner NY - Hudson Valley

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Robibero Winery (11.9 mi / 19.1 km)
  • Mohonk Golf Course (14.8 mi / 23.9 km)
  • Monticello Motor Club (16.6 mi / 26.7 km)
  • Whitecliff Vineyard (9.6 mi / 15.4 km)
  • City Winery Hudson Valley (12.8 mi / 20.7 km)
  • Concord Monster Golf Course (13.4 mi / 21.6 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:

  • 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)
  • Mohonk Lake (13.4 mi / 21.6 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 considering a holiday rental in Cragsmoor, New York, the Cragsmoor village itself is an excellent choice. This charming area is known for its stunning views of the Shawangunk Ridge and its vibrant arts community. The village features a variety of properties, ranging from quaint cottages to more spacious homes, which cater to different preferences and budgets.One of the top attractions in the area is the Minnewaska State Park Preserve, which offers breathtaking hiking trails and opportunities for rock climbing, making it a favourite spot for outdoor enthusiasts. Additionally, the Sam's Point Preserve is not far away, renowned for its beautiful wildflower displays and unique geological features.Staying in Cragsmoor allows visitors to immerse themselves in the natural beauty of the region while also enjoying the artistic vibe that the local community fosters.
Where are the best Cragsmoor ski resort rentals?
For the best ski resort rentals near Cragsmoor, travellers should consider the nearby area of Ellenville, which is just a short drive away and provides convenient access to the slopes. In Ellenville, visitors can find a variety of holiday rentals, including charming cabins and modern lodges that cater to both couples and families. Many of these properties come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor decks, great for enjoying the surrounding natural beauty after a day on the mountains.Additionally, the region around Cragsmoor offers a picturesque setting with opportunities for outdoor activities beyond skiing, such as hiking and exploring the Shawangunk Mountains. Rental properties in this area often feature rustic charm, with some boasting fireplaces and views of the scenic landscape. Guests can also enjoy easy access to local shops and restaurants in Ellenville, enhancing the overall experience for those looking to unwind and indulge in the local culture after a day on the slopes.
What is the most popular type of holiday rental accomodation in Cragsmoor?
In Cragsmoor, holiday houses are the most prevalent type of holiday rental, with approximately 12 available in the area. These homes often boast spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these properties are set in tranquil surroundings, allowing guests to relax and enjoy the scenic beauty of the nearby Shawangunk Ridge.
Are there any family house rentals in Cragsmoor?
In Cragsmoor, New York, there are several family-friendly house rentals available, great for those looking to enjoy a peaceful getaway. This charming area, located in the scenic Shawangunk Mountains, offers a variety of properties suitable for families. Many homes in the locale feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play or families can gather for barbecues.Visitors can explore the natural beauty surrounding Cragsmoor, with nearby attractions including the famous Minnewaska State Park Preserve, which is excellent for hiking, picnicking, and enjoying stunning views. The artistic vibe of the area, with its galleries and local crafts, provides additional activities for families to enjoy together.
Are there pet-friendly house rentals in Cragsmoor?
In Cragsmoor, there are several pet-friendly house rentals available, making it a great choice for travellers wanting to bring their furry companions along. The area is renowned for its picturesque scenery and proximity to the stunning Shawangunk Ridge, offering a variety of outdoor activities. Many holiday homes in Cragsmoor feature amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, providing a comfortable base for families or groups.Additionally, the nearby Minnewaska State Park Preserve is a fantastic spot for pet owners, with its extensive hiking trails and breathtaking views. The park allows dogs on leashes, making it an ideal location for outdoor adventures with pets.
Are there any remote work holiday rentals in Cragsmoor?
In Cragsmoor, New York, there are several remote work holiday rentals available, with around 12 options for those seeking a work-friendly environment. This picturesque village, located in the Shawangunk Mountains, offers a serene setting ideal for combining work and leisure. Many properties feature essential amenities such as reliable Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living areas to facilitate productivity.Travellers can expect well-equipped kitchens for preparing meals and outdoor spaces that provide a refreshing break during work hours. The area's natural beauty, including stunning views and nearby hiking trails, also offers great opportunities for relaxation after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cragsmoor?
In Cragsmoor, popular rental amenities include balconies and kitchens, which allow travellers to enjoy home-cooked meals while taking in the views of the surrounding landscape. Many properties also feature decks or patios, superb for relaxing outdoors after a day of exploring the beautiful scenery. Additionally, some rentals permit pets, making it easier for guests to bring their furry companions along. For those who enjoy culinary adventures, having a blender available in the kitchen can be a delightful convenience.
When is the best time to visit Cragsmoor for a holiday rental?
The peak season for holiday rentals in Cragsmoor is from June to August, with July being the most popular month for visitors. During this time, the charming village comes alive as travellers flock to enjoy the stunning views and outdoor activities. The warm summer weather, typically ranging from 15 to 30 degrees Celsius, creates an ideal setting for hiking, exploring the picturesque landscapes, and participating in local summer festivals.For those looking for a more tranquil experience, consider visiting in December. Although this month falls in the low season, it offers a unique opportunity to enjoy the serene beauty of Cragsmoor under a blanket of snow. The peaceful atmosphere is superb for cozying up in a holiday rental, allowing you to unwind and appreciate the winter wonderland.Regardless of when you choose to visit, Cragsmoor has a wealth of activities and stunning scenery to offer, ensuring that every traveller can find their superb getaway.
What are the top attractions in Cragsmoor?
In Cragsmoor, visitors can enjoy a variety of attractions that showcase the area's natural beauty and artistic charm. The stunning Minnewaska State Park Preserve, located nearby, offers breathtaking views, hiking trails, and opportunities for rock climbing, making it a popular spot for outdoor enthusiasts. The park features picturesque waterfalls and serene lakes, superb for a day of exploration.The village itself is known for its vibrant arts scene, with several galleries showcasing local artists and their works. The Cragsmoor Historical Society offers insights into the area's rich history and cultural heritage, often hosting events and exhibitions.The nearby Shawangunk Mountains provide excellent hiking opportunities, with trails that cater to all skill levels, and the scenic landscapes are particularly stunning during the fall foliage.
Are all fees included in the Cragsmoor holiday homes prices shown on Stayz?
Stayz 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.
Are there any Cragsmoor holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Cragsmoor holiday homes?
You can find great discounts on holiday homes in Cragsmoor on Stayz, 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.
Can I change or cancel my Cragsmoor holiday home booking on Stayz?
To find Cragsmoor holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cragsmoor?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Cragsmoor holiday home?
Book your Cragsmoor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cragsmoor?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cragsmoor to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.