Jeffersonville vacation rentals

We found 277 vacation rentals — enter your dates for availability

Discover a selection of 21 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.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash on your entire booking. It truly benefits you to take on the role of planner. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on eligible bookings. Sign up today and start enjoying your savings.

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)
  • Grossinger Country Club (10.8 mi / 17.4 km)
  • Monticello Motor Club (16.3 mi / 26.2 km)
  • Carousel Water and Fun Park (17 mi / 27.4 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)
  • Mohican Lake (18.9 mi / 30.4 km)
  • Neversink River (22.2 mi / 35.7 km)
  • East Branch Delaware River (29.3 mi / 47.1 km)

Frequently asked questions

What is the best area to stay in Jeffersonville when booking a vacation rental?
When considering a vacation rental in Jeffersonville, New York, a popular area to stay in is the charming downtown area. This neighborhood offers a delightful mix of local shops, cozy cafes, and restaurants, making it a great place to immerse yourself in the local culture. A standout attraction nearby is the Delaware River, where you can enjoy various outdoor activities like fishing, kayaking, and scenic picnicking.

Another appealing option is the area surrounding Lake Jefferson, which provides a tranquil setting for relaxation and recreation. This area is great for nature enthusiasts and those looking to unwind by the water. The scenic views and peaceful ambiance make it a wonderful retreat, with several vacation rental properties available that cater to different preferences and budgets.

Overall, Jeffersonville combines small-town charm with access to beautiful natural landscapes, ensuring a memorable getaway for visitors.
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 ski resort rentals near Jeffersonville, New York, travelers should focus on the charming area surrounding the Belleayre Ski Resort, which is just a short drive away. Jeffersonville itself is a quaint village that offers a range of vacation rental options, including cozy cabins and spacious homes great for families or groups. Many of these properties come equipped with essential amenities such as full kitchens, living areas with fireplaces, and outdoor spaces where guests can relax after a day on the slopes.

In addition to Jeffersonville, nearby towns like Grahamsville and Pine Hill also provide convenient access to Belleayre. Rentals in these areas often feature rustic charm and modern conveniences, including Wi-Fi and laundry facilities. Some accommodations may even offer additional perks like game rooms or hot tubs, enhancing the après-ski experience.

For those looking to enjoy the beautiful Catskill Mountains, opportunities for hiking and exploring the natural surroundings are abundant, with many rental properties located near trails and scenic vistas.
What is the most popular type of vacation rental accomodation in Jeffersonville?
In Jeffersonville, vacation houses are the most popular rental option, with about 14 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, several cabins, chalets, and cottages are scattered around, providing a rustic charm and often including amenities like fireplaces and outdoor decks to enjoy the surrounding nature. For those seeking a more compact option, there are also several apartments available, which usually come with essential amenities and a cozy atmosphere.
Are there any family house rentals in Jeffersonville?
In Jeffersonville, New York, there are several family-friendly house rentals available, with around 13 options for travelers to choose from. This charming town, located in the Catskills, offers a lovely backdrop for family vacations. Many of these homes feature spacious layouts, making them suitable for larger groups, and often come equipped with full kitchens for convenient meal preparation.

Visitors can enjoy outdoor spaces, which may include decks or yards superb for kids to play in, as well as fire pits for cozy evenings. Some properties also provide amenities like game rooms or cozy living areas, ensuring plenty of entertainment options.

In addition to comfortable accommodations, Jeffersonville is close to various attractions, including beautiful hiking trails and the scenic Delaware River for outdoor activities. The local area is also home to quaint shops and dining options, adding to the overall experience.
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 feature pools and hot tubs, making it an attractive destination for travelers seeking relaxation and leisure. This quaint town in the Catskills offers a variety of properties, including charming cabins and spacious family homes, often equipped with amenities like private pools, outdoor hot tubs, and sun decks. Many rentals come with fully equipped kitchens, allowing guests to prepare their own meals, and cozy living spaces great for gathering after a day of exploring the scenic surroundings.

Jeffersonville is known for its beautiful landscapes and outdoor activities, so travelers can enjoy nearby hiking trails, fishing spots, and the tranquil atmosphere of the Catskill Mountains.
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, travelers can find a variety of pet-friendly house rentals, with around 14 options available. Many of these properties are situated in scenic locations, offering amenities such as spacious backyards for pets to roam, fully equipped kitchens, and cozy living areas great for relaxation after a day of exploring.

The area is known for its beautiful natural surroundings, including access to hiking trails and outdoor activities that are great for pet owners. Nearby attractions include the Delaware River and local parks, which provide ample opportunities for walks and outdoor adventures with your furry friends. Jeffersonville itself has a charming small-town vibe, with local shops and eateries that often welcome pets, ideal for those traveling with animals.
Are there any remote work vacation rentals in Jeffersonville?
In Jeffersonville, New York, there are several vacation rentals suitable for remote work, with around 16 options available. These properties are equipped with amenities tailored for productivity, including dedicated office spaces, Wi-Fi, desks, and desk chairs. Many rentals also provide computer monitors, ensuring a comfortable and efficient work environment.

The area itself features a serene rural setting, superb for balancing work and relaxation. Visitors can enjoy the natural beauty of the Catskills, with opportunities for outdoor activities such as hiking and fishing nearby. Jeffersonville's charming downtown area offers local shops and eateries, contributing to a pleasant work-life experience. 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 vacation rental amenities typically include WiFi, kitchens, and coffee/tea makers, suiting travelers looking for convenience during their stay. Many properties also feature patios, providing a nice outdoor space to relax and enjoy the natural surroundings. Additionally, a good number of rentals are pet-friendly, allowing guests to bring their furry companions along for the trip.
When is the best time to visit Jeffersonville for a vacation rental?
The best time to book a vacation rental in Jeffersonville is during the peak season from July to September. This vibrant period attracts travelers eager to enjoy the lush landscapes and outdoor adventures that the Catskills region has to offer. With warm summer temperatures averaging in the mid-70s to low 80s Fahrenheit, it's the great backdrop for hiking, kayaking, and exploring the charming village.

July stands out as the most popular month, bustling with activity and events. Visitors can partake in lively festivals and enjoy the local arts scene, all while soaking in the stunning natural beauty surrounding them. The atmosphere is electric, making it an ideal time for those looking to connect with fellow adventurers and immerse themselves in the community spirit.

For travelers seeking a more budget-friendly experience, consider visiting in December. This month, while quieter, offers a unique charm with the winter wonderland scenery and opportunities for cozying up in a warm cabin. It's an excellent time for those who appreciate peaceful escapes or winter sports like skiing and snowshoeing.

No matter when you choose to visit Jeffersonville, you'll find a welcoming environment and a variety of experiences waiting for you.
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?
In Jeffersonville, visitors can discover a quaint and charming atmosphere with attractions that highlight the region's natural beauty and local culture. The town is situated near the picturesque Catskill Mountains, making it ideal for outdoor enthusiasts who enjoy hiking and exploring scenic trails. The nearby Delaware River offers recreational activities like fishing, kayaking, and tubing.

In the heart of Jeffersonville, travelers can visit local shops and eateries that showcase the area's unique character, often featuring farm-to-table dining options. The town is also close to the Bethel Woods Center for the Arts, which hosts concerts and events in a beautiful outdoor setting. Additionally, the historic Sullivan County Courthouse adds a touch of local history for those interested in exploring the region's past.
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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