Jacksonville Holiday Rentals

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Holiday Rentals in Jacksonville

Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

10.0 out of 10, Exceptional, (228)
"This cabin was great, exactly what we were looking for in a quick weekend trip upstate. Love that it’s dog friendly, our pup enjoyed it as well. So close to all the Vineyards around which also allow dogs, and Taughannock Falls State Park. "
Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage

10.0 out of 10, Exceptional, (192)
"We returned back to Lansing for a wonderful stay that the hosts were able to move some dates around for us, so glad it worked out we had a great time. This house is at a great spot, wonderful views, we look forward to returning. Thanks so much."
Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage

*Newly renovated* guesthouse with beautiful views

10.0 out of 10, Exceptional, (50)
"We stayed here while visiting for our family reunion and it was PERFECTION! The apartment had incredible views and modern updates it was relaxing, peaceful and clean. 10/10 definitely recommend staying here. Great communication from friendly and helpful host. Thank you!!"
The price is AU$354
includes taxes & fees
3 Dec - 4 Dec
*Newly renovated* guesthouse with beautiful views

Fingerlakes Cayuga Lakefront Home, Amazing Views and Deck, Pet Friendly, Upscale

9.8 out of 10, Exceptional, (136)
"We booked a quick trip, last minute for our kids' fall break and could not have been more thrilled with this property. The house is beautiful and the views you just have to see for yourself. It is so peaceful and serene. We loved the decks and sitting on the dock. I can't say enough about the property itself which was very nicely decorated and very clean. Aside from the house itself, the location is my favorite in the area. You are right on the lake which is so quiet, but you are also a...
The price is AU$607
includes taxes & fees
4 Dec - 5 Dec
Fingerlakes Cayuga Lakefront Home, Amazing Views and Deck, Pet Friendly, Upscale

Backyard Waterfall and Cayuga Lake Views!

9.6 out of 10, Exceptional, (58)
"Was the perfect location in the middle of everything we wanted to do! The cottage had lovely cabin vibes with all the amenities of home. The backyard water fall was gorgeous. Our dog loved smelling around the yard. We promised ourselves to spend more time in Ithaca in the future and know we’ll have a great place to stay. "
Backyard Waterfall and Cayuga Lake Views!

Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!

10.0 out of 10, Exceptional, (28)
"Had a wonderful weekend trip with my boyfriend and our dog. Clean house with all of the amenities. Short ride to Aurora (cute small town) and 1/2 hour to Ithica (hiking and city). Corner store and a couple of wineries nearby. Would definitely stay again when we can use the lake, but enjoyed the sunsets and beautiful mornings. "
Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!

Luxuriously Crafted Earthen FLX Cottage Retreat

10.0 out of 10, Exceptional, (52)
"Perfect place to go and reset. Just relaxing with a perfect vuew"
The price is AU$474
includes taxes & fees
8 Dec - 9 Dec
Luxuriously Crafted Earthen FLX Cottage Retreat

Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome

8.2 out of 10, Very good, (40)
"My friends and I really enjoyed this location. This place had everything we needed and more. The setting was beautiful and we found the older house to be quirky but fun. "
Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome

Wine Country Getaway

10.0 out of 10, Exceptional, (58)
"Great space! Lots of room! "
The price is AU$674
includes taxes & fees
3 Dec - 4 Dec
Wine Country Getaway

Pet-Friendly Ovid Home Near Seneca Lake & Wineries

9.0 out of 10, Wonderful, (31)
"We had a great time in this home. Short drive to the wineries, quiet neighborhood. Everything as described - including the steep stairs. We were even given snacks and coffee! Thank you!"
Pet-Friendly Ovid Home Near Seneca Lake & Wineries

Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!

9.6 out of 10, Exceptional, (43)
"It was great! Definitely booking again in the Summer. 10/10 reccommend. "
Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!

🍷CLOUD WINE COTTAGE FLX🍷secluded w/ HOT TUB in the heart of wine country!

10.0 out of 10, Exceptional, (53)
"The CloudWine cottage was marvelous. It was clean, quiet, had all of the amenities we needed, and was just what we needed and wanted. The kitchen was stocked with dishes, appliances, and utensils better than any other cabin/Vrbo we have stayed in- we weren't looking around for things that were not available. Having a DVD player was a plus- as many properties do not these days. Close to most of what we wanted to see, yet secluded enough to be private. Would book again if going to the same area. "
🍷CLOUD WINE COTTAGE FLX🍷secluded w/ HOT TUB in the heart of wine country!

Serene Lodi Escape w/ Deck: Boat, Hike & Sip!

10.0 out of 10, Exceptional, (24)
"This house has plenty of room, great view of the lake. We really enjoyed our stay and will come back the next time we are in the Finger Lakes. This was probably the best and easy VRBO experience I've had. Everything was taken care off without me saying a word. Great Job!!"
Serene Lodi Escape w/ Deck: Boat, Hike & Sip!

Secluded & Clean Yurt, nestled in woods and gardens

10.0 out of 10, Exceptional, (137)
"The yurt was exactly as advertised. We enjoyed the wood burning stove almost every night, played lots of puzzles and games, and enjoyed sightseeing in the area. We would have enjoyed getting to know the sheep and chickens a little (we were visited regularly by two handsome black kitties), but alas we couldn't find a time. Next time!"
Secluded & Clean Yurt, nestled in woods and gardens

Gorgeous views from charming headquarters in the heart of the Finger Lakes

9.6 out of 10, Exceptional, (48)
"We have stayed at 2 of Caitlin's properties and loved both! Clean, easy to access "
Gorgeous views from charming headquarters in the heart of the Finger Lakes

Pet-Friendly Seneca Lake Home w/ Private Deck

9.4 out of 10, Exceptional, (26)
"Very convenient location and big house. Couple down sides were there are no TVs and you are not able to control the AC or heat. Other than that it was a good stay "
Pet-Friendly Seneca Lake Home w/ Private Deck

Unique Ovid Apt w/ Grill on Cayuga Wine Trail!

9.8 out of 10, Exceptional, (68)
"Very neat n clean deb was a great host .centrally located to enjoy the wineries on both Cayuga n Seneca lakes"
Unique Ovid Apt w/ Grill on Cayuga Wine Trail!

Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.

9.8 out of 10, Exceptional, (33)
"My first time in this area and I hope not our last. The house was as advertised and a perfect location. With the lake access this house would be absolutely perfect in the summer. The road access was a little challenging but manageable "
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.

Rustic yet Modern Log Cabin, Cayuga Wine Trail, Dog Friendly, Open Year Round

10.0 out of 10, Exceptional, (156)
"Our trip to Cayuga Lake was wonderful! The newest member of our family, Boats, a chocolate lab loved everything about it. We can't wait to come back."
Rustic yet Modern Log Cabin, Cayuga Wine Trail, Dog Friendly, Open Year Round

Fully Renovated rural cottage in the perfect spot!

10.0 out of 10, Exceptional, (113)
"This house fit the bill perfectly for our family of four who was visiting for an event at WGI. It is centrally located and only a few minutes away from the track, downtown (and Walmart) and a walk away from the upper parking lot of the state park. We enjoyed the fire pit and ample outdoor space. House was clean and well stocked. Would recommend and book again in the future! "
Fully Renovated rural cottage in the perfect spot!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Jacksonville you may be interested in

The Statler Hotel at Cornell University

4.0 star property
9.6 out of 10, Exceptional, (1002)
"Amazing front desk staff!!! Friendly and always make you feel welcome. Hotel is right on campus and the walks and views are absolutely stunning! Rooms are clean and comfortable and the cleaning staff is also Very friendly. Brunch is delicious at the upstairs restaurant. The lounge in the lobby no longer serve burgers/steak bites on game nights. As for food there are a few other options within 10 minutes for meals or later night meals. During the day All food options are closed 2-4 pm (when...
The price is AU$297
includes taxes & fees
3 Dec - 4 Dec
The Statler Hotel at Cornell University

Hotel Ithaca

3.0 star property
8.6 out of 10, Excellent, (1006)
"Love it. "
The price is AU$173
includes taxes & fees
23 Dec - 24 Dec
Hotel Ithaca

Country Inn & Suites by Radisson, Ithaca, NY

3.0 star property
7.8 out of 10, Good, (1002)
"Nice, clean, spacious room. Breakfast was sufficient. Only complaint, the pool was out of service."
The price is AU$146
includes taxes & fees
3 Dec - 4 Dec
Country Inn & Suites by Radisson, Ithaca, NY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Jacksonville?

Yes, there are holiday rentals close to the most popular sights in Jacksonville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jacksonville has to offer?

Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage: This holiday home rental outside of Jacksonville is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Jacksonville?

While exploring the area, visit family-friendly sights like Museum of the Earth, or get outside and enjoy nature at Taughannock Falls State Park. EcoVillage at Ithaca and Shops at Ithaca Mall are a couple of places you'll find in the wider area.

What are holiday rentals like in Jacksonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jacksonville. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.