Jacksonville holiday rentals

We found 275 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Jacksonville to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a garden and pool. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Jacksonville

Showing deals for:29 Jan - 5 Feb

Image gallery for 1860’s Restored Farmhouse with BEST views of Cayuga.

Property grounds
9.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)

1860’s Restored Farmhouse with BEST views of Cayuga.

Trumansburg

8% off
Price is AU$12,571
for 7 nights, 1 home
AU$1,796 per night
includes taxes & fees
1860’s Restored Farmhouse with BEST views of Cayuga.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Jacksonville getaway

Learn about the unique charm of Jacksonville with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Jacksonville

Do you want to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Jacksonville a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • EcoVillage at Ithaca (5.8 mi / 9.4 km)
  • Wagner Vineyards (13.1 mi / 21.1 km)
  • Hazlitt 1852 Vineyards (13.3 mi / 21.4 km)
  • Long Point Winery (14.4 mi / 23.2 km)
  • Glenora Wine Cellars (15.7 mi / 25.3 km)
  • The Tasting Room (15.8 mi / 25.5 km)

Exploring the natural features in Jacksonville

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

  • Taughannock Falls State Park (2.4 mi / 3.9 km)
  • Ithaca Falls Natural Area (7.3 mi / 11.7 km)
  • Cornell Botanic Gardens (8.6 mi / 13.9 km)
  • Hector Falls (14.3 mi / 23 km)
  • Watkins Glen Beach (15.1 mi / 24.3 km)
  • Cayuga Lake (17.7 mi / 28.5 km)

Travelling to and around Jacksonville

The nearest airport is in Ithaca, NY (ITH-Tompkins Regional), located 8.3 mi (13.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Cortland, NY (CTX-Cortland County), which is 21.2 mi (34.1 km) away.

Frequently asked questions

What is the best area to stay in Jacksonville when booking a holiday rental?
When considering the best area to stay in Jacksonville, New York, for a holiday rental, the nearby neighbourhood of Woodstock is an excellent choice. This charming town offers a vibrant arts scene and is surrounded by stunning natural beauty. Visitors can enjoy the breathtaking views at the Overlook Mountain or explore the quaint shops and galleries that line the streets. Another appealing option is the village of Saugerties, known for its historic charm and the scenic Saugerties Lighthouse, which provides a lovely backdrop for leisurely walks along the river. Both areas boast a variety of holiday rentals, from cosy cottages to larger homes, suiting different group sizes.
When is the best time to visit Jacksonville for a holiday rental?
September is the most popular time to visit Jacksonville, New York, as the summer crowds begin to thin while the weather remains pleasantly warm. From July to September, visitors flock to the area for outdoor activities, including hiking and exploring the scenic beauty of the Finger Lakes region. This peak season showcases vibrant foliage and offers ample opportunities for boating and fishing in the nearby lakes.

In September, temperatures typically range from 10 to 24 degrees Celsius, providing comfortable conditions for sightseeing and enjoying the picturesque landscapes. This month is ideal for those who appreciate pleasant weather without the peak season hustle and bustle, making it great for leisurely strolls through the charming town or enjoying a quiet picnic.

For those seeking a more budget-friendly experience, visiting in November can be a great choice. While it is the low season, this month offers a unique chance to enjoy the tranquil beauty of Jacksonville, with fewer crowds and the stunning transition to winter scenery. The crisp air and beautiful autumn remnants create a serene backdrop for outdoor enthusiasts.

Ultimately, your choice depends on whether you prefer the lively option of the summer months or the quieter charm of the autumn season.
What are the top attractions in Jacksonville?
In Jacksonville, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The town is located near the scenic Hudson River, making it a great spot for outdoor activities such as hiking and fishing. The nearby Catskill Mountains offer numerous trails and breathtaking views, great for nature enthusiasts.

The local community is known for its charming small-town atmosphere, with several quaint shops and eateries that showcase regional cuisine. The Jacksonville Community Park is a lovely place to relax, featuring picnic areas and spaces for recreational activities.

For those interested in history, the nearby town of Saugerties boasts attractions like the Saugerties Lighthouse and the historic village centre, which is a short drive away.
Are all fees included in the Jacksonville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Jacksonville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Jacksonville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Jacksonville holiday homes?
You can find great discounts on holiday homes in Jacksonville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Jacksonville holiday home booking on Stayz?
To find Jacksonville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Jacksonville?
A long-stay holiday home in Jacksonville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Jacksonville holiday home?
Book your Jacksonville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Jacksonville?
Prices for holiday homes in Jacksonville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Jacksonville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.