Search Cottages in Historic Jacksonville

    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

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

Browse Select Historic Jacksonville Cottages

Paschal Winery
Relax in a serene hot tub surrounded by breathtaking mountain views.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is ₹13,874
₹22,288 total
includes taxes & fees
28 Jul - 29 Jul
Paschal Winery
Jacksonville Towne Square.
Stunning two-story residence with a central entrance and beautifully maintained garden.

Jacksonville Towne Square.

3.0 star property
9.4 out of 10, Exceptional, (12)
"great location. you can easily walk to shops and restaurants. "
Jacksonville Towne Square.
Hiking Trail On-site: Mtn-view Eagle Point Retreat
House (1 Bedroom) | Interior

Hiking Trail On-site: Mtn-view Eagle Point Retreat

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very cute and cozy place to stay in the country. We met a bunch of wild turkey and deer in trip back and forth to home. The place was clean, inviting and privare. Enjoyed our stay!"
Hiking Trail On-site: Mtn-view Eagle Point Retreat
Spacious Home w/ Swim Spa & Deck in Medford!
House (3 Bedrooms) | Interior

Spacious Home w/ Swim Spa & Deck in Medford!

3.0 star property
Spacious Home w/ Swim Spa & Deck in Medford!
Close to Wine Trail: Home w/ Deck Near Applegate
House (2 Bedrooms) | Interior

Close to Wine Trail: Home w/ Deck Near Applegate

3.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place in the country or very small community. Was very roomy and price was great compared to other places. "
Close to Wine Trail: Home w/ Deck Near Applegate
Cozy Central Point Bungalow on Working Winery!
Cottage (1 Bedroom) | Interior

Cozy Central Point Bungalow on Working Winery!

3.0 star property
8.4 out of 10, Very good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
Cozy Central Point Bungalow on Working Winery!
Central Medford Family Retreat w/ Large Yard!
Stroll through the beautifully maintained garden, surrounded by vibrant flowers and lush trees.

Central Medford Family Retreat w/ Large Yard!

3.0 star property
Central Medford Family Retreat w/ Large Yard!
Welcoming Medford Home Near Parks & Downtown!
House (3 Bedrooms) | Interior

Welcoming Medford Home Near Parks & Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
Welcoming Medford Home Near Parks & Downtown!
Spacious Grants Pass Home w/ Hot Tub & Views!
Step into a serene retreat surrounded by lush greenery and a variety of plants, with a covered staircase leading to a two-story residence.

Spacious Grants Pass Home w/ Hot Tub & Views!

3.0 star property
8.0 out of 10, Very good, (1)
"Beautiful property! We had a large group and everyone had plenty of space!"
Spacious Grants Pass Home w/ Hot Tub & Views!
Charming Rogue Valley Home in Central Point!
Enjoy a tranquil outdoor space with a garden view, featuring a table and chairs.

Charming Rogue Valley Home in Central Point!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house is very nice, has everything you need and is very clean "
Charming Rogue Valley Home in Central Point!
Oak Tower Townhouse-1.5 Blocks to OSF
Stunning home with a gabled roof and traditional design, surrounded by lush greenery and a charming front porch.

Oak Tower Townhouse-1.5 Blocks to OSF

3.5 star property
Oak Tower Townhouse-1.5 Blocks to OSF
Modern Medford Escape ~ 3 Mi to Downtown!
Welcome to a charming home with a well-manicured yard and entrance.

Modern Medford Escape ~ 3 Mi to Downtown!

3.0 star property
Modern Medford Escape ~ 3 Mi to Downtown!
Redtail Suites ~ Entire Home ~ Sleeps 12 ~ Tesla Station
Kitchen features a granite countertop, cabinetry, and a dishwasher.

Redtail Suites ~ Entire Home ~ Sleeps 12 ~ Tesla Station

3.5 star property
Redtail Suites ~ Entire Home ~ Sleeps 12 ~ Tesla Station
Warm & Inviting Ashland Cottage < Half-mile to SOU
Situated on a tranquil property, this single-story house offers a peaceful retreat.

Warm & Inviting Ashland Cottage < Half-mile to SOU

3.0 star property
Warm & Inviting Ashland Cottage < Half-mile to SOU
Pioneer House - North Suite
Stroll up to this charming two-story home, complete with a cozy front porch and a beautifully manicured garden.

Pioneer House - North Suite

3.5 star property
Pioneer House - North Suite
Jacksonville's Historic Nunan House
Stunning two-story house with a red brick facade, set amidst a beautifully manicured lawn and serene garden.

Jacksonville's Historic Nunan House

3.5 star property
Jacksonville's Historic Nunan House
Medford Vacation Rental w/ En-suite Bathrooms!
House (2 Bedrooms) | Interior

Medford Vacation Rental w/ En-suite Bathrooms!

3.0 star property
Medford Vacation Rental w/ En-suite Bathrooms!
Raven Suite at Rellik House. Winery & Alpaca Farm
Welcome to The Reellik House, where a beautifully maintained garden and traditional architecture await.

Raven Suite at Rellik House. Winery & Alpaca Farm

3.5 star property
Raven Suite at Rellik House. Winery & Alpaca Farm
Redtail Suites~'red' Mccall Suite~tesla Station
Stroll up to this charming home, featuring a front porch and a staircase leading to the entrance, surrounded by a beautifully landscaped garden.

Redtail Suites~'red' Mccall Suite~tesla Station

3.5 star property
Redtail Suites~'red' Mccall Suite~tesla Station
Oak Lawn Cottage ~ 1.5 Blocks to OSF
Enjoy meals in this cozy dining area with a wooden table and chairs, a vase with flowers, and a fruit bowl.

Oak Lawn Cottage ~ 1.5 Blocks to OSF

3.5 star property
Oak Lawn Cottage ~ 1.5 Blocks to OSF
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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Very nice hotel. The room was spacious and the surrounding grounds were very nice. "
Ryan 1-night trip
Posted 2 days ago
Ashland Hills Hotel & Suites

Frequently asked questions

Why book your cottage in Historic Jacksonville with Expedia?
We think a getaway should be easy, so if you're chasing cottages in Historic Jacksonville at a great price, Expedia can help. Save those pennies and select a wallet-friendly option surrounded by wilderness, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Historic Jacksonville?
Expedia is here to help you locate cheap cottages in Historic Jacksonville. To find your ideal stay in a few clicks, try out the filter tool to tailor your search results by amenities, budget and star rating.