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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Apartments in Historic Jacksonville and around

Sunshine Studio - Private apt and yard (eco, solar)
Enjoy al fresco dining or relaxation in this outdoor patio area, featuring a fire pit and comfortable seating for four.

Sunshine Studio - Private apt and yard (eco, solar)

10.0 out of 10, Exceptional, (73)
"Wonderful time spent highly recommend to other parties of 1-2"
The price is €120
includes taxes & fees
13 Aug - 14 Aug
Sunshine Studio - Private apt and yard (eco, solar)
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, (35)
"What a wonderful place to stay! The owners were very cordial and offered suggestion about places to go. We particularly loved to Koi pond right off our deck. "
The price is €235
includes taxes & fees
5 Aug - 6 Aug
A Cowslip's Belle Inn
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 €204
includes taxes & fees
11 Aug - 12 Aug
Cowgirl Craftsman - Private Suite Upstairs - 2 blocks Historic Downtown J'ville
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
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
Relax on the elevated deck with comfortable seating and scenic views of the lush surroundings.

Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall

9.8 out of 10, Exceptional, (87)
"Very nice set up with high quality linens, towels and a comfortable bed and couch. We would stay there again. "
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
Relax in an outdoor space with a round table and two chairs, surrounded by lush potted plants and a shaded canopy.

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

10.0 out of 10, Exceptional, (21)
"Excellent property and quality. The proximity to the theatre was great "
The price is €194
includes taxes & fees
11 Aug - 12 Aug
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
The Urban Gypsy Loft
Enjoy cooking in this well-equipped kitchen with a window, sink, and coffee maker.

The Urban Gypsy Loft

8.6 out of 10, Excellent, (7)
"We had the most amazing stay in Ashland at the Urban Gypsy Loft. Alisha was a wonderful host and her loft is absolutely adorable. The beds were big and SO comfortable. Perfect walking distance through the Historic District. Can't wait to visit again some day."
The price is €229
includes taxes & fees
11 Aug - 12 Aug
The Urban Gypsy Loft
Chateau Herbe ~ Oberon Suite w/ Kitchen
Relax in a serene outdoor setting with a modern hot tub surrounded by lush greenery and a soothing stone fountain.

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (13)
"This was such a beautiful property and our suite was so clean! We will be back :)"
The price is €205
includes taxes & fees
5 Aug - 6 Aug
Chateau Herbe ~ Oberon Suite w/ Kitchen
Little Wolf Tiny Home cozy, pet friendly, secluded
Relax in a serene space with a sofa, rug, and stunning chandelier.

Little Wolf Tiny Home cozy, pet friendly, secluded

10.0 out of 10, Exceptional, (2)
"Very peaceful and quiet."
The price is €128
includes taxes & fees
5 Aug - 6 Aug
Little Wolf Tiny Home cozy, pet friendly, secluded
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
Guests can access the property from this wooden deck with a simple railing.

Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.

9.8 out of 10, Exceptional, (20)
"Nice little get away in the middle of a cute farming town. Awesome Mountain View’s. Host was reachable. "
The price is €148
includes taxes & fees
5 Aug - 6 Aug
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
Step out onto the deck and enjoy the serene surroundings from the comfort of a cozy bench.

Entire Inn | Hot Tub | Downtown Ashland | Tesla Station

The price is €972
includes taxes & fees
25 Aug - 26 Aug
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
Grand Luxe Suite with Jetted Tub
Relax in a cozy room with a comfortable seating area, dining table, and coffee machine.

Grand Luxe Suite with Jetted Tub

9.0 out of 10, Wonderful, (2)
"We came here for my birthday weekend and had a wonderful stay! It was so clean and spacious, and the fan/ac worked really well since it was hot in Ashland. Would love to stay here again! "
The price is €209
includes taxes & fees
19 Aug - 20 Aug
Grand Luxe Suite with Jetted Tub
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
Enjoy cooking in this well-equipped kitchen with an oven, sink, and window.

1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station

9.0 out of 10, Wonderful, (6)
"I was just here for a night - I ordered take out and had a casual night!"
The price is €231
includes taxes & fees
10 Aug - 11 Aug
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
Swank House -Downtown Suite- Pet Friendly
Cozy living space with a kitchenette, sofa, dining table, and abstract art.

Swank House -Downtown Suite- Pet Friendly

10.0 out of 10, Exceptional, (4)
"My favorite Ashland stop"
The price is €193
includes taxes & fees
8 Aug - 9 Aug
Swank House -Downtown Suite- Pet Friendly
Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.
Cozy living space with a sofa, table, and kitchenette featuring a refrigerator, microwave, and coffee maker.

Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.

The price is €1,374
includes taxes & fees
5 Aug - 6 Aug
Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.
The Maple Apartment at Tudor House Vacation Rentals
entrance to a serene property, surrounded by lush foliage and a secure boundary.

The Maple Apartment at Tudor House Vacation Rentals

9.6 out of 10, Exceptional, (143)
"Lovely apartment for my daughter and I to stay while visiting Ashland family. Loved the watercolor paintings by the owners mother and outside courtyard. Also nice we could charge our EV in the driveway"
The Maple Apartment at Tudor House Vacation Rentals
Downtown Ashland Studio - 3 blocks from the plaza!
Terrace/patio

Downtown Ashland Studio - 3 blocks from the plaza!

9.6 out of 10, Exceptional, (20)
"Lovely little neighborhood close to downtown. Very quiet, and adorable."
The price is €190
includes taxes & fees
6 Aug - 7 Aug
Downtown Ashland Studio - 3 blocks from the plaza!
Chic & cozy 1 bedroom guest-house
Effortlessly cook and dine in this well-equipped kitchen with a coffee maker, microwave, and ample counter space.

Chic & cozy 1 bedroom guest-house

9.8 out of 10, Exceptional, (15)
"Comfy & Cozy. Great communication from owner. A wonderful place and exactly as described. "
The price is €154
includes taxes & fees
1 Sept - 2 Sept
Chic & cozy 1 bedroom guest-house
Hillcrest Nest
Welcome to this charming home, featuring a beautifully maintained garden and a cozy porch with a birdcage.

Hillcrest Nest

9.8 out of 10, Exceptional, (11)
"Visiting parents nearby, getting out to explore S Oregon. Had everything we needed. Private, quiet, so easy. We will return for sure!"
The price is €148
includes taxes & fees
6 Aug - 7 Aug
Hillcrest Nest
232 4th Street
Relax in a spacious living room with a sofa, armchairs, and a flat-screen TV.

232 4th Street

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location with easy access to downtown Ashland. We were able to walk nearly everywhere we wanted to go and enjoyed the neighborhood shops. Overall the neighborhood was quiet and the accommodations were what we wanted. "
232 4th Street
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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Top Historic Jacksonville Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Beautiful modern room with comfortable bed. Pool and hot tub were clean and the perfect temperature. Good breakfast selection with a waffle maker. Close to freeway but traffic noise was not a problem. Elevator was out of order but the lobby is on the second floor. The third floor was only 15 steps up and the staff offered to carry our bags up. Staff was super friendly and accommodating."
Denise 3-night trip
Posted 10 hours ago
Comfort Inn & Suites Ashland