Holiday Homes in Historic Jacksonville

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Historic Jacksonville

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

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!
Quiet and peaceful cottage close to downtown
Outdoor dining

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (58)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is NZ$548
includes taxes & fees
24 Aug - 25 Aug
Quiet and peaceful cottage close to downtown
A beautiful Skyfall Landing
Outdoor pool

A beautiful Skyfall Landing

10.0 out of 10, Exceptional, (4)
"We like it because it was nice and quite staying out of the city it was great "
The price is NZ$656
includes taxes & fees
6 Aug - 7 Aug
A beautiful Skyfall Landing
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

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 NZ$1,001
includes taxes & fees
23 Aug - 24 Aug
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Jacksonville Place
Fridge, microwave, oven, stovetop

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 NZ$581
includes taxes & fees
29 July - 30 July
Jacksonville Place
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
Terrace/patio

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

9.6 out of 10, Exceptional, (77)
"The cottage was clean, comfortable, and very well situated in town. The kitchen was well equipped, allowing us to cook most of our meals there. It's in a quiet neighborhood where you can walk to anything you might want."
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
Riverfront on the Rogue! Ideal Southern Oregon location
Terrace/patio

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
Premier Downstairs Flat in Perfect Down Town Location
Fridge, microwave, oven, stovetop

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (56)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location
House + 2 Studios- 3 blocks from the Plaza!
Smart TV, books

House + 2 Studios- 3 blocks from the Plaza!

9.8 out of 10, Exceptional, (8)
"The house and studios were perfect for my 4 friends and myself. The location was amazing and we could walk to most of our destinations. I highly recommend staying at this house."
The price is NZ$1,087
includes taxes & fees
17 Aug - 18 Aug
House + 2 Studios- 3 blocks from the Plaza!
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (31)
"Pros: Excellent location. Good communication with hosts. Cons: Only big enough for two adults to stay, possibly a child on the couch. The description said it accommodates 4 people, but the couch isn’t big enough for adults. Also, the water in the bathroom doesn’t allow use of shower and sink at the same time."
The price is NZ$432
includes taxes & fees
6 Aug - 7 Aug
East Main Downtown Bungalow
Spacious Grants Pass Home w/ Hot Tub & River Views
Fridge, microwave, stovetop, dishwasher

Spacious Grants Pass Home w/ Hot Tub & River Views

9.4 out of 10, Exceptional, (26)
"We loved the property. The house was impeccably clean. "
Spacious Grants Pass Home w/ Hot Tub & River Views
Nightly or short term rental in Medford.
Exterior

Nightly or short term rental in Medford.

2.0 star property
9.0 out of 10, Wonderful, (2)
"We booked this home for my client who was displaced from his home due to water damage. The host was extremely communicative and accommodating. Highly recommend. "
Nightly or short term rental in Medford.
The River House with Views of the Famous Rogue River! No cleaning fees!
Exterior

The River House with Views of the Famous Rogue River! No cleaning fees!

9.8 out of 10, Exceptional, (34)
"House was amazing and we enjoyed are stay."
The price is NZ$394
includes taxes & fees
27 July - 28 July
The River House with Views of the Famous Rogue River! No cleaning fees!
Jacksonville Mountain Retreat
Exterior detail

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (67)
"Our second stay, four long time friends. Everything we wanted, space for all our activities. House is fantastic and the view is awesome. Easy trip to Ashland. Will book it for our next trip.."
Jacksonville Mountain Retreat
"Enchantment" Medford, Oregon
Outdoor dining

"Enchantment" Medford, Oregon

9.8 out of 10, Exceptional, (37)
"Carol was amazing and we enjoyed our stay here! Very responsive and clean. Highly recommend staying here!"
"Enchantment" Medford, Oregon
Spectacular large custom home with a pool!
Terrace/patio

Spectacular large custom home with a pool!

9.6 out of 10, Exceptional, (12)
"Beautiful home and beautiful stay"
Spectacular large custom home with a pool!
Red Barn in Wine Country
Property grounds

Red Barn in Wine Country

10.0 out of 10, Exceptional, (3)
"We had an amazing time and really enjoyed the property. Enjoyed the bounty of the garden with our bbq night. Our host was very kind and made sure we felt welcome. Highly recommend for a nice visit away from the city. "
The price is NZ$570
includes taxes & fees
12 Aug - 13 Aug
Red Barn in Wine Country
1907 Charmer, Perfect Downtown Location, So Clean!
Outdoor dining

1907 Charmer, Perfect Downtown Location, So Clean!

9.4 out of 10, Exceptional, (116)
"Perfect location for the Shakespeare Festival, very cute house."
The price is NZ$955
includes taxes & fees
29 July - 30 July
1907 Charmer, Perfect Downtown Location, So Clean!
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
Property grounds

Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!

10.0 out of 10, Exceptional, (4)
"Great memories made here! The space was nicely decorated, it was clean, modern, and well equipped."
The price is NZ$672
includes taxes & fees
6 Aug - 7 Aug
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
Station House Suite A
Fridge, oven, stovetop, dishwasher

Station House Suite A

9.8 out of 10, Exceptional, (17)
"Every detail thought of for an enjoyable stay. "
Station House Suite A
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

Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

10/10 Excellent
"Nice rooms"
Joe 1-night trip
Posted 13 hours ago
Quality Inn & Suites Medford Airport