Historic Jacksonville Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Jul - 26 Jul
Tomorrow
26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Historic Jacksonville

Cowgirl Craftsman - Private Suite Upstairs - 2 blocks Historic Downtown J'ville
Situated in a residential area, this charming home features a front porch with a railing and string lights, surrounded by a well-maintained garden with trees and shrubs.

Cowgirl Craftsman - Private Suite Upstairs - 2 blocks Historic Downtown J'ville

2.0 star property
10.0 out of 10, Exceptional, (3)
"The room was open and spacious, nicely decorated, welcoming and comfortable. It was also within walking distance from the concert I came to attend locally!"
The price is HK$958
HK$1,804 total
includes taxes & fees
1 Aug - 2 Aug
Cowgirl Craftsman - Private Suite Upstairs - 2 blocks Historic Downtown J'ville
Peach Street Inn by WanderLodges
Prepare meals in the fully equipped kitchen with a stainless steel stove, oven, microwave, and spacious countertop.

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (17)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges
Paschal Winery
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stove.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is HK$1,206
HK$1,970 total
includes taxes & fees
6 Aug - 7 Aug
Paschal Winery
A beautiful Skyfall Landing
Relax by the pool surrounded by a deck and seating area with outdoor furniture.

A beautiful Skyfall Landing

10.0 out of 10, Exceptional, (5)
"The home is clean, comfortable, and spacious. The bedrooms are a great size, beds are comfortable and rooms are private. Very easy access private drive up. Peaceful backyard view and a few steps to the salt water pool and hot tub. Fishing, hunting, or just relaxing we will stay again..."
The price is HK$1,469
HK$3,061 total
includes taxes & fees
5 Aug - 6 Aug
A beautiful Skyfall Landing
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Guests can relax on the porch with Adirondack chairs amidst a serene natural setting.

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

9.6 out of 10, Exceptional, (33)
"The charm was amazing! The dog fin is the best! Quiet and serenity! "
The price is HK$883
HK$1,335 total
includes taxes & fees
8 Aug - 9 Aug
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A Cowslip's Belle Inn
Relax on the patio surrounded by lush greenery and enjoy the shade of the pergola.

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"
The price is HK$1,528
HK$2,141 total
includes taxes & fees
4 Aug - 5 Aug
A Cowslip's Belle Inn
The Rellik House and Winery
Relax in a spacious living area with a comfortable sofa and elegant coffee table.

The Rellik House and Winery

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
The price is HK$1,371
HK$2,883 total
includes taxes & fees
24 Aug - 25 Aug
The Rellik House and Winery
Blue Gate Cottage on the Rogue River
Relax on the cabin's inviting porch, surrounded by lush greenery and serene natural surroundings.

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (27)
"It is a quaint little cabin. Perfect for 1 to 2 people. Makes a very relaxing, peaceful, and beautiful get away. "
Blue Gate Cottage on the Rogue River
Riverfront on the Rogue! Ideal Southern Oregon location
Relax in a cozy cabin with a fire pit and outdoor seating area surrounded by lush greenery and a serene body of water.

Riverfront on the Rogue! Ideal Southern Oregon location

9.8 out of 10, Exceptional, (53)
"Good times"
Riverfront on the Rogue! Ideal Southern Oregon location
In the historic railroad district, walking distance to all the best of Ashland!
Relax in the charming outdoor seating area of Paris Green, surrounded by lush potted plants and a picturesque tree.

In the historic railroad district, walking distance to all the best of Ashland!

10.0 out of 10, Exceptional, (183)
"Lovely old-fashioned cottage for friends to share"
In the historic railroad district, walking distance to all the best of Ashland!
Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN
Relax in a serene backyard oasis with a pool, lounge chairs, and lush greenery.

Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN

9.6 out of 10, Exceptional, (47)
"Very impressive and quiet. We were looking forward to sitting in the hot tub that evening but there was no water in it! So simply took a shower."
Rogue River frontage: private deck & hot tub, exciting interior, river dock, FUN
Enchanting Getaway: Farmhouse and Tiny House Duo
Cozy cabin-style accommodation with a compact kitchenette, dining table, and sleeping area.

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is HK$833
HK$1,733 total
includes taxes & fees
5 Aug - 6 Aug
Enchanting Getaway: Farmhouse and Tiny House Duo
Grants Pass Hillside Retreat w/View Mins from Everything
Relax in a serene outdoor space with a metal table and chairs, surrounded by lush vegetation and a wooden pergola.

Grants Pass Hillside Retreat w/View Mins from Everything

9.4 out of 10, Exceptional, (20)
"Lovely setting, great communication. Everything was as advertised. Very comfortable bed...my main criteria. "
The price is HK$445
HK$890 total
includes taxes & fees
1 Aug - 2 Aug
Grants Pass Hillside Retreat w/View Mins from Everything
Rosie's Woodland Paradise! Come relax and rejuvenate!
Stroll through the serene garden, surrounded by lush plants and a tranquil pond.

Rosie's Woodland Paradise! Come relax and rejuvenate!

10.0 out of 10, Exceptional, (121)
"Got away for a one night getaway with my husband. Perfect quiet setting. Rosie had soup and corn bread waiting for us. We enjoyed the snacks and oatmeal for breakfast. Just the reset we needed before heading back to our busy lives."
The price is HK$785
HK$1,155 total
includes taxes & fees
31 Jul - 1 Aug
Rosie's Woodland Paradise! Come relax and rejuvenate!
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Prepare your morning coffee in this well-equipped kitchen.

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

9.8 out of 10, Exceptional, (96)
"This was a very nice studio, the owners were very nice and easy to work with. "
The price is HK$754
HK$1,369 total
includes taxes & fees
29 Jul - 30 Jul
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Barclay Klum House by WanderLodges
Enjoy meals in this well-lit kitchen with a dining table, oven, and stainless steel sink.

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is HK$1,194
HK$2,348 total
includes taxes & fees
19 Aug - 20 Aug
Barclay Klum House by WanderLodges
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Relax in the backyard hot tub, surrounded by a deck and a grassy area.

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (45)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is HK$2,159
HK$4,753 total
includes taxes & fees
22 Aug - 23 Aug
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Cozy retreat with a neatly made bed, wall-mounted light, and framed artwork.

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.0 out of 10, Wonderful, (10)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
The price is HK$1,010
HK$1,923 total
includes taxes & fees
30 Jul - 31 Jul
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Jacksonville Place
Enjoy cooking in the spacious kitchen with a central island, stovetop, and oven, adjacent to a dining area with a wooden table and chairs.

Jacksonville Place

9.0 out of 10, Wonderful, (22)
"We enjoyed our stay here. When we first arrived, the cleaning staff was on their way. We left for dinner and came back to a clean house. We had what we needed for the 3 nights we were in town and plenty of room for me, my husband, three daughters and my mom. Fair price and decent place to stay. I’m sure we would stay here again if we come back through this area. "
The price is HK$1,879
HK$2,759 total
includes taxes & fees
29 Jul - 30 Jul
Jacksonville Place
The Vintage Cottage with riverfront access
Cozy cabin-style building with a welcoming entrance, featuring a red bench and a window above the door.

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (101)
"Just what we needed. Grandkids enjoyed the pool. Lovely property."
The price is HK$1,177
HK$2,072 total
includes taxes & fees
26 Jul - 27 Jul
The Vintage Cottage with riverfront access
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Historic Jacksonville Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"this was a nice property close to freeway not far from town good accommodation friendly staff"
Marcia 1-night trip
Posted 1 day ago
Comfort Inn & Suites Ashland