Callicoon vacation rentals

We found 174 vacation rentals — enter your dates for availability

Discover a selection of 16 homes and other vacation rentals in Callicoon that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and a washer and dryer. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Callicoon

Why visit Callicoon

  • Outdoor Adventures: Enjoy hiking, fishing, and exploring the scenic beauty of lakes and rivers in Callicoon.
  • Charming Neighborhoods: Experience the delightful blend of community spirit and tranquility in nearby neighborhoods.
  • Art and Culture: Discover vibrant arts centers showcasing local talent and creativity.
  • Romantic Getaways: Perfect for couples seeking a serene escape surrounded by nature.
  • Diverse Accommodations: Choose from cozy vacation homes, charming cabins, and stylish lofts for your stay.

Popular types of accommodation in Callicoon

Welcome to Callicoon vacation rentals, where you’ll find a variety of accommodations to suit your needs. Whether you're seeking a cozy private vacation home, a charming cabin, or a stylish chalet, we have options for everyone. Explore our rental listings, including park apartments, luxury lofts, and greenwood apartments, to find the perfect spot for your getaway. Start planning your ideal retreat in Callicoon today.

  • Houses: The top choice for visitors to Callicoon, these spacious homes offer a perfect blend of comfort and privacy for families and groups.
  • Cabins: For those seeking a rustic escape, cabins are a favorite option, providing cozy lodgings surrounded by nature.
  • Chalets: These charming, woodsy retreats add a touch of alpine charm to your stay in Callicoon.
  • Cottages: Ideal for a quaint getaway, cottages offer a warm, inviting atmosphere for couples or solo travelers.
  • Apartments: A convenient choice for urban comfort, apartments provide a home-like experience in the heart of the area.**

Top attractions near Callicoon

Callicoon, New York, is a perfect destination for outdoor, romantic, and family vacations, offering a variety of attractions such as picturesque lakes, vibrant arts centers, and tranquil rivers. Visitors can enjoy scenic experiences while exploring the natural beauty of the area. For those planning an extended stay, consider looking into rental apartments to fully immerse yourself in the charm of Callicoon and its surroundings.

  • Bethel Woods Center For The Arts: A vibrant arts center that hosts a variety of performances and events, immersing visitors in rich cultural experiences against a beautiful backdrop.
  • Bethel Woods: A stunning lake offering picturesque scenery, perfect for a romantic day by the beach or outdoor activities like picnicking and hiking.
  • Upper Delaware River: Known for its breathtaking views, this river provides fantastic opportunities for outdoor adventures, including kayaking, fishing, and scenic walks along its banks.

Things to do recommended for couples

For a romantic getaway in Callicoon, consider skiing at Big Bear or Lower Eagle Pass for thrilling adventures together. Alternatively, enjoy the sports vibes at Devil's Dip, all just 17 miles away. Embrace the outdoors and create unforgettable memories as a couple in this charming area.

Things to do recommended for families

Families can splash around at Carousel Water and Fun Park, just 13 miles from Callicoon, where adventure awaits. For a more relaxing outing, visit Minisink Battlefield County Park, located 20 miles away, offering a serene environment perfect for wellness and family bonding.

Things to do recommended for groups

Groups visiting Callicoon can enjoy a round of golf at nearby Honesdale Golf Club, Grossinger Country Club, or Hancock Golf Course, all offering beautiful outdoor settings perfect for sports enthusiasts. These courses are ideal for relaxing and bonding with friends amidst nature.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Callicoon

If you're traveling with a group, family, pets, or planning an extended stay, it's important to set your priorities when filtering your options. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Callicoon with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group get-togethers. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Callicoon with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Callicoon: For many families, a vacation isn't truly fulfilling without their beloved pets by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Callicoon: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search to enhance your experience.

Where to stay near Callicoon

Callicoon, New York, is a charming destination perfect for outdoor adventures, romantic getaways, and family vacations. Explore the picturesque Callicoon Center and its surrounding areas, where you can enjoy relaxing vibes, historical excursions, and recreational activities. Don't miss the opportunity to experience the serene atmosphere of nearby neighborhoods, offering a delightful blend of seclusion and community spirit. Whether you’re hiking, fishing, or simply unwinding, Callicoon provides an unforgettable escape into nature.

  • Hortonville: Located a mile from Callicoon, Hortonville is a charming city that offers a delightful outdoor experience. Known for its stunning scenery and adventurous spirit, visitors can explore the natural beauty surrounding the area, including mountains, rivers, and lakes. Hortonville is home to a vibrant arts center and hosts music concerts that showcase local talent. Whether you're hiking in the nearby mountains or enjoying a peaceful day by the lake, Hortonville provides the perfect escape for outdoor enthusiasts.
  • Hankins: Just four miles from Callicoon, Hankins is a picturesque city that invites visitors to immerse themselves in nature. With its romantic ambiance and beautiful landscapes, it's an ideal spot for couples and outdoor lovers alike. Hankins features recreational areas that are perfect for hiking, fishing, and picnicking. The nearby lakes, mountains, and rivers enhance the area's charm, making it a wonderful destination for those seeking scenic views and relaxation in a tranquil setting.
  • Cochecton: Also located four miles from Callicoon, Cochecton is a vibrant city known for its rich cultural scene and entertainment options. Visitors can enjoy music concerts, theater performances, and art exhibitions at the local arts center. The area boasts breathtaking landscapes, including a lovely lake, historic sites, and mountains that enhance its romantic allure. Cochecton is perfect for travelers looking to indulge in cultural experiences while surrounded by the natural beauty of the Catskills.

Best time to go to Callicoon

If you're planning a trip to Callicoon, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudySlightly LowSlightly High
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.2°F (0.1°C)Light RainMostly CloudyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly Low
May55.6°F (13.1°C)Light RainMostly CloudyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnySlightly HighAverage
July69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
September60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
October49.1°F (9.5°C)Light RainMostly CloudyAverageAverage
November37.0°F (2.8°C)Light RainMostly CloudySlightly LowAverage
December29.1°F (-1.6°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider adjusting your travel dates, as prices can fluctuate. Also, opting for a longer stay can result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to narrow down your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new trips, pick up right where you left off, or manage and organize your travel arrangements. You can easily access the properties you've saved or booked in your Potential, Upcoming, or Current Trips sections. To explore Trip Boards, just visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to historic Callicoon

Enjoy the area's history, entertainment and opera and make a vacation rental your home during your stay in Callicoon. Renowned for its wildlife, gardens and forests, this city welcomes all visitors. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Callicoon

Are you hoping to find attractions to see in the city? Venture out of your cozy vacation rental and experience everything that makes Callicoon a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Carousel Water and Fun Park (12.7 mi / 20.5 km)
  • Sullivan County Golf and Country Club (15.3 mi / 24.7 km)
  • Ski Big Bear at Masthope Mountain (16.7 mi / 26.9 km)
  • Honesdale Golf Club (16.9 mi / 27.2 km)
  • Grossinger Country Club (17.2 mi / 27.7 km)
  • Hancock Golf Course (17.9 mi / 28.7 km)

Exploring the natural features in Callicoon

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

  • Woodstock Monument (10.1 mi / 16.2 km)
  • Upper Delaware River (10.9 mi / 17.5 km)
  • Lake Superior State Park (11.3 mi / 18.3 km)
  • Hancock Riverpark (17.1 mi / 27.5 km)
  • Lake Teedyuskung (17.3 mi / 27.9 km)
  • Fawn Lake (17.6 mi / 28.3 km)

Frequently asked questions

What is the best area to stay in Callicoon, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Callicoon, New York, the area around the main downtown offers a charming experience that captures the essence of this picturesque town. This neighborhood features a selection of properties that range from quaint cottages to cozy homes, providing a variety of options for visitors.

One of the highlights of staying in downtown Callicoon is its proximity to the scenic Delaware River, which is great for outdoor activities like kayaking and fishing. Additionally, the area is known for its vibrant arts scene, with local galleries and craft shops that showcase the work of talented artisans.

Just a short walk away, you can explore the Callicoon Farmers Market, which is a delightful spot to pick up fresh produce and local goods, great for those who enjoy cooking during their stay. The nearby historic Callicoon Theater offers a great experience, showcasing classic films and community events that add to the local flavor.
How much does it cost to rent a vacation home in Callicoon?
Prices for vacation rentals in Callicoon 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 Callicoon 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 Callicoon vacation house rentals?
You can find great discounts on house rentals in Callicoon 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 Callicoon ski resort rentals?
For skiing near Callicoon, travelers should consider accommodations in the nearby town of Jeffersonville, which is just a short drive from the slopes at the local ski area. Jeffersonville offers a variety of vacation rentals, including cozy cabins and modern chalets that cater to families and groups. Many properties feature amenities such as fully equipped kitchens, spacious living areas with fireplaces, and outdoor decks great for enjoying the scenic views of the Catskill Mountains.

Another nearby option is the charming community of Narrowsburg, located along the Delaware River. Here, visitors can find unique rentals that often include rustic charm with updated comforts, such as hot tubs, game rooms, and easy access to local dining and shops. The proximity to both skiing and the beautiful river setting makes this area appealing for travelers looking to combine winter sports with relaxation.

Additionally, the Callicoon area is known for its vibrant arts scene and local festivals, which can enhance the overall experience for visitors.
What is the most popular type of vacation rental accomodation in Callicoon?
In Callicoon, vacation houses are the most popular type of rental accommodation, with about 16 available in the area. These houses typically feature spacious layouts, multiple bedrooms, and amenities such as fully equipped kitchens and outdoor spaces for relaxing. Many are situated along the scenic Delaware River, providing guests with beautiful views and opportunities for outdoor activities. Additionally, several charming cottages can be found, offering a cozy, rustic atmosphere that appeals to travelers looking for a more intimate getaway.
Are there any family house rentals in Callicoon?
In Callicoon, New York, visitors will find several family-friendly vacation rentals available, providing a great base for exploring this charming Catskills region. Many of these homes offer spacious living areas, allowing families to relax and unwind together. Full kitchens are commonly featured, making it easy to prepare meals, while outdoor spaces often include decks or yards great for kids to play in.

The town is near the Delaware River, which offers opportunities for fishing, kayaking, and enjoying scenic walks along the waterfront. Additionally, the surrounding area boasts beautiful hiking trails and access to local markets where families can experience the quaint atmosphere and fresh produce.
Can I rent a vacation home with a pool or hot tub in Callicoon?
In Callicoon, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation and leisure. This charming town is located in the beautiful Catskill Mountains, offering a serene atmosphere with picturesque landscapes. Many properties come equipped with private pools, inviting hot tubs, and outdoor spaces superb for gatherings or unwinding after a day of exploring the area.

In addition to pool amenities, travelers can expect fully equipped kitchens, spacious living areas, and often scenic views of the surrounding countryside.
Can I find long-stay vacation rentals in Callicoon?
A long-stay vacation rental in Callicoon is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Callicoon?
In Callicoon, New York, there are several pet-friendly house rentals available, making it a great destination for travelers looking to bring their furry companions along. Many of these vacation homes come with amenities such as spacious backyards, fire pits, and fully equipped kitchens, allowing for comfortable stays while enjoying the scenic surroundings. The area features charming rural landscapes, superb for long walks and outdoor adventures with pets. Nearby parks and natural areas provide excellent opportunities for hiking and exploring the beautiful Catskills region.
Are there any remote work vacation rentals in Callicoon?
In Callicoon, New York, there are several remote work vacation rentals available, totaling around 16 options. This charming town, located in the scenic Catskill Mountains, offers a peaceful retreat ideal for those looking to balance work and leisure. Many of these properties come equipped with essential amenities for remote work, including high-speed internet and Wi-Fi access, ensuring that you can stay connected while enjoying the tranquility of your surroundings.

Travelers can expect a variety of accommodations, from cozy cabins to spacious homes, often featuring comfortable living spaces, fully equipped kitchens, and outdoor areas where you can relax during breaks. The picturesque landscape surrounding Callicoon provides a great backdrop for nature walks and outdoor activities, allowing you to unwind after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Callicoon vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Callicoon with parking available—perfect for families or travelers 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 Callicoon?
In Callicoon, popular vacation rental amenities include kitchens, which allow guests to prepare their own meals and enjoy a home-cooked dining experience. Many rentals also feature decks or patios, providing outdoor spaces for relaxation and social gatherings. Onsite parking is a common convenience, ensuring easy access for guests traveling by car. Additionally, you'll find coffee and tea makers in most properties, great for starting the day with a warm beverage.
When is the best time to visit Callicoon for a vacation rental?
The best time to visit Callicoon for a vacation rental is during the vibrant summer months, particularly from June to August. This peak season draws travelers looking to soak in the beauty of the Catskills while enjoying a variety of outdoor activities. With warm temperatures ranging from the mid-70s to low 80s Fahrenheit, it's an ideal time for hiking, fishing, and exploring the charming local shops and eateries.

July stands out as the most popular month, bustling with visitors who appreciate the lively option and the array of events that Callicoon has to offer. Summer festivals and farmers' markets create a vibrant community spirit, making it a delightful time to immerse yourself in local culture.

For those considering a more budget-friendly option, November presents a wonderful opportunity to explore Callicoon in a quieter setting. While the summer crowds have dissipated, the area still showcases its serene beauty, with the fall foliage providing a stunning backdrop for leisurely walks or cozy gatherings by a fire.

Ultimately, your choice of when to visit Callicoon will hinge on whether you prefer the energetic summer vibe filled with activities or the peaceful allure of the shoulder season.
How early should I book a Callicoon vacation rental?
Book your Callicoon 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 Callicoon, New York, United States of America?
In Callicoon, visitors can enjoy a charming small-town atmosphere with a variety of attractions. The town is situated along the Delaware River, making it a great spot for outdoor activities such as fishing, kayaking, and scenic river walks. The nearby Callicoon Farmers' Market, held on Sundays, showcases local produce, artisanal goods, and crafts, providing a vibrant community experience.

For those interested in history, the Delaware Valley Arts Alliance offers cultural events and exhibitions, while the historic Callicoon Theater, a restored vintage cinema, is superb for catching a film in a nostalgic setting. The surrounding Catskill Mountains provide ample opportunities for hiking and enjoying nature, with trails and beautiful scenic views just a short drive away.
Can I change or cancel my Callicoon home rental booking on Vrbo?
To find Callicoon 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Callicoon 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 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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