Holiday Homes in Jacksonville

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Featured Holiday Homes in Jacksonville

Cedar Mountain - Suite D

10.0 out of 10, Exceptional, (50)
"Great room. "
The price is AU$241
includes taxes & fees
15 Jan - 16 Jan
Cedar Mountain - Suite D

Riverside Cabin 6

10.0 out of 10, Exceptional, (63)
"We are impressed with the cabin. It’s clean and spacious. Host is accommodating. Responded swiftly for our requests. We will definitely stay here again. "
The price is AU$226
includes taxes & fees
19 Jan - 20 Jan
Riverside Cabin 6

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (136)
"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Cedar Mountain - Suite C

10.0 out of 10, Exceptional, (47)
"We've stayed at the riverside cabins, and thought they were great, i like these better because of the bigger size. "
The price is AU$226
includes taxes & fees
20 Jan - 21 Jan
Cedar Mountain - Suite C

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (47)
"This was a beautiful and clean home in a perfect location. So close to downtown and the Shakespeare Festival. The walk was easy, well lite and safe. The home was clean and the beds were comfortable. We would definitely recommend and return!!"
Premier Downstairs Flat in Perfect Down Town Location

Hanna's House | 1 block to downtown!

10.0 out of 10, Exceptional, (160)
"This is a wonderful little space that's within a block of old town Ashland and all its restaurants, coffee shops, and theaters. Wonderful helpfulness and communication from our host, and the space had everything we needed - all with modern remodeling, it seems. We loved it!"
The price is AU$480
includes taxes & fees
13 Jan - 14 Jan
Hanna's House | 1 block to downtown!

Pet-Friendly Medford Vacation Rental w/ Yard!

9.2 out of 10, Wonderful, (7)
"Great cozy location"
Pet-Friendly Medford Vacation Rental w/ Yard!

Cedar Wood Mountain View Retreat

10.0 out of 10, Exceptional, (3)
"We rented the house during Christmas break and it was absolutely wonderful for our large family. Everyone had enough sleeping space, the house was clean, cozy, and welcoming. The view of the mountains and countryside is also a plus! Everything worked out - and the hot tub was a nice addition. The house is even stocked with toys and books for children and plenty of towels and linens. We enjoyed cooking in kitchen as well. This is a great spot! "
Cedar Wood Mountain View Retreat

Serene Riverfront Escape w/ Hot Tub & Views!

9.8 out of 10, Exceptional, (42)
"The house is a great location with an amazing river view. The house was well stocked with plenty of Kitchen and bathroom needs. Very roomy and cozy. We will be back!"
Serene Riverfront Escape w/ Hot Tub & Views!

The Red Dragon House

10.0 out of 10, Exceptional, (85)
"A truly wonderful home away from home. A great space that feels like a stay out in the country, but just a 10 minute drive to all that downtown Ashland has to offer. The best stocked vacation rental we’ve ever stayed with. The attention to detail to make our stay as comfortable and enjoyable as possible was evident in every aspect of the home. All with plenty of space to spread out, inside and out."
The price is AU$334
includes taxes & fees
13 Jan - 14 Jan
The Red Dragon House

Luxe Grants Pass Getaway with Riverfront Views!

9.8 out of 10, Exceptional, (25)
"We were in town for my neice's bat mitzvah and washed a house with space for all of the or of town guests to hang out. The house was perfect. My only complaint was a lack of soap and shampoo and conditioner in the bathrooms and barely enough toilet paper for a group of 8 people "
Luxe Grants Pass Getaway with Riverfront Views!

Charming home, w/hot tub, close to downtown Pet-Friendly!

10.0 out of 10, Exceptional, (33)
"We had a one night stay at this property with our two dogs on our way to Southern California and met all of our needs. Wonderful fence yard front and back of the house. Wonderful communication with the manager/owner. We had a great time."
The price is AU$787
includes taxes & fees
13 Jan - 14 Jan
Charming home, w/hot tub, close to downtown Pet-Friendly!

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape

Home Theater - Gamer Ready!<br>Suite A

9.8 out of 10, Exceptional, (42)
"Love the beautiful set up at this House A! We've stayed twice and will certainly be back. Conveniently located in the center of town and we can launch to all of our families from there. Parking is challenging but everything about this little house is beautiful and you feel like you are in your own words when inside."
The price is AU$286
includes taxes & fees
13 Jan - 14 Jan
Home Theater - Gamer Ready!<br>Suite A

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (61)
"This is a very nice home. "
Jacksonville Mountain Retreat

The Phoenix House- a place to relax and rejuvenate

8.8 out of 10, Excellent, (6)
"We have stayed there twice now. Our art gallery reception was last night in Medford. Today I visited a friend in Ashland. Debbie’s Diner is very close for breakfast and Starbucks down the road. The house has an elegant feel to it, high ceilings and lots of windows to the backyard. Thank you so much."
The price is AU$849
includes taxes & fees
1 Feb - 2 Feb
The Phoenix House- a place to relax and rejuvenate

Riverside Cabin 5 - (Brand New Construction)

9.8 out of 10, Exceptional, (70)
"This was our fourth stay at this property. It was clean warm and very welcoming. Kitchen has everything you would need to cook your own meals and the fire place was extra nice.Will definitely stay again when in town. Highly recommend it. Enjoy."
The price is AU$223
includes taxes & fees
16 Jan - 17 Jan
Riverside Cabin 5 - (Brand New Construction)

Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

10.0 out of 10, Exceptional, (5)
"Amazing stay with beautiful views. Deep in the mountains better than expected.. would recommend to anyone looking to stay in a getaway in Ashland"
Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

New Custom River Front Acreage 3-4 Bed 3.5 Bath Home

10.0 out of 10, Exceptional, (13)
"Was very accommodating, clean nice place to stay"
New Custom River Front Acreage 3-4 Bed 3.5 Bath Home

Cheerful 3-Bedroom home in Central Point

10.0 out of 10, Exceptional, (17)
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
Cheerful 3-Bedroom home in Central Point
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 property types in Jacksonville

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

Serene Riverfront Escape w/ Hot Tub & Views!

9.8 out of 10, Exceptional, (42)
"The house is a great location with an amazing river view. The house was well stocked with plenty of Kitchen and bathroom needs. Very roomy and cozy. We will be back!"
Serene Riverfront Escape w/ Hot Tub & Views!

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape
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.