Jeffersonville vacation rentals

We found 271 vacation rentals — enter your dates for availability

Discover a selection of 22 homes and other vacation rentals in Jeffersonville that are perfect for your trip. Vacation rentals offer the best amenities for your family, friends, or furry companion, such as WiFi and a pool. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about Jeffersonville

Why visit Jeffersonville

  • Charming Outdoor Escapes: Jeffersonville is surrounded by stunning green mountains and beautiful lakes, perfect for nature lovers and outdoor enthusiasts.
  • Cultural Richness: The area boasts vibrant arts centers and historical sites, offering unique cultural experiences for visitors.
  • Cozy Accommodations: Enjoy a range of vacation rentals, from private homes to charming cabins, catering to all budgets and preferences.
  • Recreational Activities: Jeffersonville provides ample opportunities for various recreational activities, ensuring fun for families and solo travelers alike.
  • Scenic Relaxation: The picturesque rivers and landscapes create a serene environment ideal for relaxation and romantic getaways.

Popular types of accommodation in Jeffersonville

Planning a getaway to Jeffersonville? You’re in for a treat. This charming destination offers a variety of vacation rentals, including houses, cozy cabins, and inviting cottages. Whether you're looking for budget-friendly options or luxe amenities, Jeffersonville rentals cater to all preferences. Explore your ideal Indianapolis vacation rental and enjoy the perfect blend of comfort and convenience during your stay.

  • Houses: The top choice for visitors to Jeffersonville, offering spacious and comfortable accommodations perfect for families or groups.
  • Cabins: Popular among nature enthusiasts, these rustic retreats provide a serene escape amidst the beautiful surroundings.
  • Cottages: A delightful option for a cozy and quaint stay, ideal for couples or small families.
  • Chalets: These charming structures blend comfort with alpine aesthetics, perfect for a memorable getaway.
  • Apartments: A practical choice for those seeking convenience and flexibility in their vacation arrangements.**

Top attractions near Jeffersonville

Jeffersonville, New York, is a charming destination perfect for romantic getaways and cultural experiences. Visitors can explore beautiful lakes, vibrant arts centers, and scenic rivers, making it ideal for outdoor enthusiasts seeking stunning views and beach-like relaxation. Whether you're traveling solo, as a couple, or with family, you'll find plenty of attractions and activities to create unforgettable vacation memories in this lovely area.

  • Bethel Woods Center For The Arts: Located 7 miles from Jeffersonville, this vibrant arts center offers a rich cultural experience with various performances, galleries, and events that celebrate the arts and community.
  • Bethel Woods: Just 6 miles away, this picturesque lake features beautiful beaches and stunning scenery, perfect for outdoor activities and romantic getaways amidst nature.
  • White Sulphur Springs Synagogue: A historic site located 5 miles from Jeffersonville, this synagogue is a testament to the region's cultural heritage, offering visitors a glimpse into the past.

Things to do recommended for couples

Planning a romantic getaway in Jeffersonville? Enjoy a cozy picnic by the river, explore the charming local shops, or take a scenic hike in the nearby Catskills. Don’t miss a sunset dinner at a rustic restaurant, perfect for creating unforgettable memories together.

Things to do recommended for families

Families visiting Jeffersonville can have a blast at The Kartrite Resort & Indoor Waterpark, just 16 miles away, or enjoy the thrills at Carousel Water and Fun Park, located 17 miles away. Both spots offer exciting water adventures and family-friendly fun.

Things to do recommended for groups

Enjoy a round of golf at Grossinger Country Club for some outdoor fun, race at the Monticello Motor Club for an adrenaline rush, or catch a show at the Forestburgh Playhouse for a taste of local culture and entertainment. Perfect activities for a group getaway.

*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 Jeffersonville

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Jeffersonville with a group: Think about how many bedrooms you'll require, as well as any additional features like a complete kitchen or outdoor area for group activities. Thankfully, Vrbo allows you to easily filter for these options and much more.
  • Traveling to Jeffersonville with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a smart choice.
  • Taking your pets with you to Jeffersonville: For many families, a trip isn't truly complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jeffersonville: If you're searching for vacation rentals that offer discounts 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 rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Jeffersonville

Jeffersonville, New York, is a charming getaway perfect for romantic escapes and cultural adventures. Nestled among the stunning green mountains, it offers cozy vacation homes ideal for small families. Nearby attractions feature historical sites, trendy boutiques, and recreational activities, making it an excellent base for excursions. Whether you're seeking luxury or a laid-back atmosphere, Jeffersonville provides a delightful blend of experiences for every traveler.

  • Callicoon: Located 6 miles from Jeffersonville, Callicoon is a charming city that attracts visitors seeking outdoor adventures and family-friendly experiences. Known for its scenic beauty, this destination is perfect for romantic getaways as well. The town features an arts center, theater, and hosts lively music concerts throughout the year. Nature enthusiasts will appreciate the nearby lake and mountains, which offer opportunities for hiking, fishing, and picnicking. Historic places in the area provide a glimpse into the rich local heritage, making Callicoon a delightful spot for exploration.
  • Callicoon Center: Situated 4 miles away from Jeffersonville, Callicoon Center is a vibrant community that caters to those looking for a romantic and culturally enriching experience. The city boasts an array of entertainment options, including an arts center, theater, and music concerts. Visitors can immerse themselves in the local culture while enjoying the picturesque setting, which features a beautiful lake and stunning mountain views. Historic landmarks nearby offer a unique insight into the area’s history, making Callicoon Center a must-visit destination for culture enthusiasts.
  • Youngsville: Just 3 miles from Jeffersonville, Youngsville is a captivating city known for its scenic beauty and outdoor activities. This charming location is ideal for couples seeking romantic escapes or anyone wanting to enjoy the great outdoors. Visitors can explore the local arts scene, attend music concerts, and enjoy theatrical performances. The surrounding natural landscape, which includes a serene lake and majestic mountains, invites guests to partake in various recreational activities. Historic places nearby add an intriguing layer to the experience, appealing to those interested in the region’s past.

Best time to go to Jeffersonville

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°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 SunnyAverageAverage
September60.1°F (15.6°C)Light RainMostly SunnySlightly HighAverage
October49.1°F (9.5°C)Light RainMostly CloudyAverageAverage
November37.2°F (2.9°C)Light RainMostly CloudySlightly LowAverage
December28.8°F (-1.8°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you interested in saving money on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for an extended stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to craft new travel plans, keep your existing itineraries on track, and manage your bookings efficiently. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To dive into your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Jeffersonville getaway

Experience the unique character of Jeffersonville with a stay in a vacation home rental. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Jeffersonville

Are you searching for top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes Jeffersonville a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Concord Monster Golf Course (16.8 mi / 27.1 km)
  • Ski Big Bear at Masthope Mountain (18.1 mi / 29.1 km)
  • Holiday Mountain Ski and Fun Park (19.9 mi / 32 km)
  • Sullivan County Golf and Country Club (9 mi / 14.4 km)
  • Grossinger Country Club (10.8 mi / 17.4 km)
  • Tarry Brae Golf Course (15.5 mi / 24.9 km)

Exploring the natural features in Jeffersonville

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Jeffersonville is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Woodstock Monument (6.1 mi / 9.7 km)
  • Lake Superior State Park (8.2 mi / 13.2 km)
  • Upper Delaware River (13.5 mi / 21.8 km)
  • Mongaup Pond Campground (17.5 mi / 28.1 km)
  • Mohican Lake (18.9 mi / 30.4 km)
  • Neversink River (22.2 mi / 35.7 km)

Frequently asked questions

What is the best area to stay in Jeffersonville, New York, United States of America when booking a vacation rental?
When planning a vacation in Jeffersonville, New York, consider staying in the charming neighborhoods surrounding the village center. This area is known for its picturesque landscapes and an inviting space, making it an ideal spot for a relaxing getaway. You'll find a variety of vacation rental properties, ranging from cozy cabins to spacious homes, offering a comfortable stay for families and couples alike.

One of the highlights of this area is its proximity to outdoor activities, particularly the beautiful natural surroundings of the Catskill Mountains. Whether you're interested in hiking, fishing, or simply enjoying the scenic views, there's something for everyone. Additionally, the nearby Delaware River offers opportunities for kayaking and tubing, making it a great destination for adventure enthusiasts.

In Jeffersonville, you can also explore a few local attractions that capture the area's charm. The local cafes and shops provide a delightful taste of the community, and seasonal events often showcase local artisans and farmers. These elements combine to create a vibrant and engaging environment, ensuring that your stay is both enjoyable and memorable.
How much does it cost to rent a vacation home in Jeffersonville?
Prices for vacation rentals in Jeffersonville 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 Jeffersonville 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 Jeffersonville vacation house rentals?
You can find great discounts on house rentals in Jeffersonville 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 Jeffersonville ski resort rentals?
For the best ski resort rentals near Jeffersonville, travelers should focus on accommodations in the surrounding areas, particularly in the village of Jeffersonville itself and nearby towns like Callicoon and Narrowsburg. Jeffersonville offers a cozy, small-town vibe with easy access to the nearby ski slopes of the Holiday Mountain Ski and Fun Park. Here, vacation rentals often feature charming rustic decor, fully equipped kitchens, and spacious living areas that are superb for families or groups looking to unwind after a day on the slopes.

In Callicoon, just a short drive from Jeffersonville, visitors can find lovely cottages and cabins that come with amenities such as outdoor decks, fire pits, and sometimes even hot tubs for relaxing evenings. This area is known for its scenic views of the Delaware River and the surrounding mountains, making it a picturesque spot for a winter getaway.

Additionally, Narrowsburg offers a mix of modern and historic properties, including converted farmhouses and stylish apartments. Many of these rentals provide access to local dining options and shops, enhancing the overall experience. Expect amenities like Wi-Fi, comfortable furnishings, and sometimes even game rooms or entertainment spaces, making it a great choice for those looking to enjoy both skiing and the charm of the local community.
What is the most popular type of vacation rental accomodation in Jeffersonville?
In Jeffersonville, vacation houses are the most popular type of rental, with about 18 available throughout the area. These homes are typically situated in scenic locations, offering guests a comfortable stay with amenities like fully equipped kitchens, spacious living areas, and often outdoor spaces for relaxation. Additionally, there are several cabins, cottages, and chalets available, providing a cozy, rustic feel for travelers seeking a retreat in nature. These properties are ideal for families or groups looking to enjoy the tranquility of the Catskills while having the comforts of home.
Are there any family house rentals in Jeffersonville?
In Jeffersonville, New York, there are some available family-friendly house rentals, with around 13 options to choose from. This charming area is known for its picturesque landscapes and proximity to outdoor activities, making it a wonderful destination for families. Many of these homes offer spacious living areas and fully equipped kitchens, allowing families to prepare meals together after a day of exploration.

Amenities often include cozy fireplaces, outdoor decks or patios for relaxation, and sometimes even game rooms to keep the kids entertained. Jeffersonville is in close proximity to local attractions such as the Delaware River for fishing and kayaking, and the nearby Catskill Park, where hiking trails and nature experiences abound.
Can I rent a vacation home with a pool or hot tub in Jeffersonville?
In Jeffersonville, there are several vacation homes available for rent that come with pools or hot tubs, making it a great destination for those looking to relax and unwind. This charming area in the Catskills offers a serene escape with beautiful natural surroundings. Many of the rental properties feature amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, great for enjoying time with family and friends.

Travelers can expect to find homes with ample living space, comfortable furnishings, and easy access to local attractions, including hiking trails and quaint shops.
Can I find long-stay vacation rentals in Jeffersonville?
A long-stay vacation rental in Jeffersonville 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 Jeffersonville?
In Jeffersonville, there are numerous pet-friendly house rentals available, with a total of 19 options for travelers. This charming town is set in the beautiful Catskill Mountains, offering a serene escape for those looking to enjoy the great outdoors with their furry companions. Many vacation homes in this area come equipped with amenities such as spacious backyards, outdoor seating areas, and sometimes even fire pits, providing ideal settings for relaxation after a day of exploration.

The nearby Willowemoc Wild Forest and the scenic hiking trails of the Catskill Park are great for outdoor activities, allowing pets to accompany their owners on adventures. Additionally, Jeffersonville boasts pet-friendly dining options, where visitors can enjoy local cuisine while their pets are welcome to join them on patios or outdoor spaces. See all pet-friendly rentals in Jeffersonville.
Are there any remote work vacation rentals in Jeffersonville?
In Jeffersonville, New York, there are ample options for remote work vacation rentals, with around 23 properties available. This picturesque town, located in the Catskills, offers a peaceful environment that is conducive to productivity. Many rentals come equipped with high-speed internet through third-party services, dedicated office spaces, and comfortable desks with chairs, ensuring a functional workspace.

Travelers can expect amenities such as Wi-Fi, which is often free, allowing for seamless connectivity during their stay. In addition to work-friendly features, these properties often include cozy living areas, fully stocked kitchens, and outdoor spaces, making them superb for unwinding after a day of remote work. The scenic surroundings also offer opportunities for outdoor activities, adding an element of relaxation to the work-life balance. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Jeffersonville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Jeffersonville 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 Jeffersonville?
In Jeffersonville, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals and enjoy a home-cooked experience. Many properties also offer onsite parking, making it convenient for guests traveling with cars. Additionally, a number of rentals permit pets, suiting those who wish to bring their furry companions along. Outdoor spaces such as decks or patios are common, providing areas for guests to relax and enjoy the fresh air. Furthermore, accommodations are often welcoming to service animals, ensuring that all guests have a comfortable stay.
How early should I book a Jeffersonville vacation rental?
Book your Jeffersonville 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 Jeffersonville, New York, United States of America?
In Jeffersonville, visitors can enjoy a variety of attractions that highlight the area's natural beauty and quaint charm. The town is known for its proximity to the Catskill Mountains, making it a great base for outdoor enthusiasts seeking hiking, fishing, and winter sports. Nearby, the Willowemoc Wild Forest offers extensive trails and picturesque landscapes.

The charming downtown area features local shops, restaurants, and cafes, where travelers can experience the community's warm hospitality. The Jeffersonville Historical Society provides insights into the town's rich history, while the scenic waters of the Delaware River invite activities like kayaking and tubing.

Additionally, the area is known for its vibrant arts scene, with local galleries and artistic events showcasing the work of regional artists.
Can I change or cancel my Jeffersonville home rental booking on Vrbo?
To find Jeffersonville 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 Jeffersonville 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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