Craryville vacation rentals

We found 495 vacation rentals — enter your dates for availability

Discover a selection of 23 homes and other vacation rentals in Craryville that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Craryville

Showing deals for:Jun 12 - Jun 19

Find out more about Craryville

Why people love visiting friendly Craryville

The wildlife and other outdoor surroundings create an inviting atmosphere in Craryville. Travelers appreciate the restaurants in this welcoming city. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Craryville

Are you hoping to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Craryville a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Catamount Ski Area (5.3 mi / 8.6 km)
  • Lake Taghkanic State Park (8.5 mi / 13.6 km)
  • Ski Butternut (13.4 mi / 21.6 km)
  • Hudson Chatham Winery (9.8 mi / 15.8 km)
  • Stoddard Corner (11.3 mi / 18.2 km)
  • Tousey Winery (13.9 mi / 22.4 km)

Exploring the natural landscape of Craryville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Craryville is a great place to get out in nature. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Copake Lake (2.3 mi / 3.7 km)
  • Lake Taghkanic State Park (8.5 mi / 13.6 km)
  • Housatonic River Walk (11.4 mi / 18.4 km)
  • Housatonic River (11.5 mi / 18.4 km)
  • Sleepy Hollow Lake (14.2 mi / 22.8 km)
  • Dutchman’s Landing (14.3 mi / 23 km)

Transportation options to and around Craryville

The nearest airport is in Hudson, NY (HCC-Columbia County), located 10.6 mi (17 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 22.8 mi (36.6 km) away.

Frequently asked questions

What is the best area to stay in Craryville when booking a vacation rental?
When considering a vacation rental in Craryville, New York, the surrounding area of the Catskill Mountains offers an idyllic setting. This picturesque neighbourhood is known for its stunning natural beauty and outdoor activities, making it a fantastic choice for nature enthusiasts. With a variety of properties available, ranging from charming cottages to modern homes, visitors can find a suitable option to fit their needs.

One of the top attractions nearby is the beautiful Olana State Historic Site, which features a stunning Persian-style mansion and offers breathtaking views of the Hudson River. Additionally, the nearby town of Hudson provides a vibrant arts scene and delightful dining options, superb for those looking to explore local culture.

The Catskills are also renowned for their hiking trails, such as those found in the nearby Kaaterskill Falls area, which is a must-visit for anyone wanting to experience the region's natural wonders.
How much does it cost to rent a vacation home in Craryville?
Prices for vacation rentals in Craryville 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. Vrbo offers something for every taste and budget, from affordable rentals in Craryville to more spacious homes.
Are there any discounts for Craryville vacation house rentals?
You can find great discounts on house rentals in Craryville 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 Craryville ski resort rentals?
For ski resort rentals near Craryville, the closest top ski area is Catamount Ski Area, located just a short drive away on the Massachusetts border. Visitors looking for convenient accommodations should consider the nearby towns of Copake and Hillsdale. In these areas, travellers can find charming chalets and rustic cabins that cater to both couples and families. Many properties feature amenities such as fully equipped kitchens, spacious living areas with fireplaces, and outdoor decks where guests can relax after a day on the slopes.

Copake, with its quaint small town atmosphere, offers options that are not only close to skiing but also to local shops and eateries, enhancing the overall experience. Properties often include additional comforts like hot tubs, great for unwinding in the evenings.

In Hillsdale, you may also discover more secluded retreats located among the trees, providing a serene environment to enjoy the winter landscape. Some rentals might come with access to private trails or outdoor fire pits, allowing for a truly immersive nature experience.
What is the most popular type of vacation rental accomodation in Craryville?
In Craryville, vacation houses are the most popular type of vacation rental, with about 36 available throughout the area. These spacious homes often feature multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking to enjoy the scenic beauty of the Hudson Valley. Additionally, there are several cottages and cabins that provide a more rustic experience, often situated in tranquil settings. These properties typically include cosy living areas and outdoor seating for relaxation. Apartment rentals are also available, offering a more compact and convenient option for those seeking easy access to local amenities.
Are there any family house rentals in Craryville?
In Craryville, New York, there are some available family-friendly homes, with approximately 13 properties to choose from. This quaint area is superb for families seeking a peaceful retreat while still being close to nature. Many of these rentals provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can enjoy nearby attractions such as the scenic Catskill Mountains, offering hiking trails and stunning views, as well as the charming town centre of Hudson, known for its antique shops and local eateries.
Can I rent a vacation home with a pool or hot tub in Craryville?
In Craryville, there are several vacation homes available for rent that feature pools or hot tubs, making it an attractive destination for those seeking relaxation. This picturesque area in New York's Columbia County offers a serene rural setting, ideal for unwinding after a day of exploring the surrounding countryside. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas, great for enjoying the tranquil ambiance. Additionally, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even outdoor dining areas, providing a wonderful space for families or groups to gather.
Can I find long-stay vacation rentals in Craryville?
A long-stay vacation rental in Craryville 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 Craryville?
In Craryville, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups looking for a comfortable stay.

The area is known for its picturesque landscape, which offers numerous opportunities for outdoor activities. Nearby parks and nature reserves allow for leisurely walks and exploration with pets, ensuring that both guests and their four-legged friends can enjoy the natural beauty of the region.
Are there any remote work vacation rentals in Craryville?
In Craryville, there are numerous options for remote work vacation rentals, with around 38 properties available. This quaint town in New York offers a serene environment for those looking to combine work and leisure. Many of the rentals come equipped with essential amenities for remote work, including free Wi-Fi, dedicated workspaces with desks and chairs, and even printers available in some units.

The area is surrounded by beautiful landscapes, making it an ideal retreat for those needing a break from the daily grind. Additionally, local attractions such as the nearby Catamount Ski Area and the scenic views of the Taconic Mountains provide opportunities for outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Craryville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Craryville 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 Craryville?
In Craryville, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking for convenience, which is particularly useful for those exploring the surrounding area. Travellers can enjoy outdoor living with decks or patios, superb for relaxing or dining al fresco while taking in the scenic views. Additionally, many rentals feature fireplaces, creating a warm and inviting atmosphere, especially during cooler months. For those needing to work or stay connected, a desk area is often provided, suiting the needs of remote workers.
When is the best time to visit Craryville for a vacation rental?
The best time to visit Craryville for a vacation rental is from October to December, when the region transforms into a picturesque winter wonderland. This period attracts visitors who appreciate the charm of the changing seasons, with vibrant autumn foliage giving way to the serene beauty of early snowfall.

In December, the area is particularly enchanting, with temperatures typically ranging from -5 to 5 degrees Celsius. This cooler climate is superb for outdoor activities such as hiking and exploring the nearby Taconic State Park, where trails offer stunning views and a peaceful atmosphere. Additionally, the vacation season brings a festive spirit to Craryville, making it an ideal time for family gatherings and seasonal celebrations.

For those looking to save a bit on their accommodation, January is usually a quieter time, providing an excellent opportunity to enjoy the area's natural beauty without the hustle and bustle of peak season. This month allows for a more tranquil experience, superb for unwinding in the scenic surroundings.
How early should I book a Craryville vacation rental?
Book your Craryville vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Craryville?
In Craryville, visitors can enjoy the serene beauty of the surrounding countryside, making it a great spot for those looking to escape the hustle and bustle of city life. The nearby Catamount Ski Area offers year-round outdoor activities, including skiing in the winter and mountain biking and hiking in the warmer months.

The area is also close to the picturesque town of Hudson, where you can explore its charming main street filled with antique shops, art galleries, and restaurants. Additionally, the Olana State Historic Site, just a short drive away, showcases the stunning home of the artist Frederic Edwin Church and offers breathtaking views of the Hudson River Valley. For those interested in nature, the nearby Taconic State Park provides ample opportunities for hiking, fishing, and enjoying the outdoors.
Can I change or cancel my Craryville home rental booking on Vrbo?
To find Craryville vacation 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 Craryville vacation 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.

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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