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Find Vacation Homes in Jackson County, OR from $190

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Top Cities in Jackson County

Vacation Homes in Jackson County

Jacksonville Place

Medford
9.0 out of 10, Wonderful, (35)
"It was a nice quiet place, wish I could’ve stayed longer. "
United States
steven
$169 nightly
The price is $190
Dec 3 - Dec 4
Total with taxes and fees
Jacksonville Place

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

Ashland
10.0 out of 10, Exceptional, (61)
"Perfect spot.We really enjoyed our stay."
United States
Cecilia K.
$452 nightly
The price is $504
Dec 3 - Dec 4
Total with taxes and fees
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

New house with king beds and 3 full bathrooms

Medford
9.4 out of 10, Exceptional, (37)
"Loved the house. Stayed here for just one night with a group of 9 of us. It had everything we needed to fit everyone comfortably. Quick responses and great communication. Would definitely stay here again."
United States
Jennifer
$252 nightly
The price is $284
Dec 3 - Dec 4
Total with taxes and fees
New house with king beds and 3 full bathrooms

New Downtown 3 Bedroom Upstairs Flat with views

Historic Railroad District
9.8 out of 10, Exceptional, (33)
"Had a great time. Would stay again!"
United States
Tracy L.
New Downtown 3 Bedroom Upstairs Flat with views

East Main Downtown Bungalow

Historic Railroad District
9.4 out of 10, Exceptional, (41)
"Great spot for those looking to visit for the Shakespeare festival - walking distance from everything! Really nice place to stay - felt super comfortable there. "
United States
Claire
$191 nightly
The price is $213
Dec 3 - Dec 4
Total with taxes and fees
East Main Downtown Bungalow

Award Winning Britt Bungalow in the Historical Heart of Jacksonville Oregon

Jacksonville Historic District
9.8 out of 10, Exceptional, (35)
"This is a fabulous house with an easy check in and all the amenities to enjoy your stay. Tammy is a gracious host and so easy to work with. Can't wait to come back!"
United States
Staci B.
$245 nightly
The price is $271
Dec 4 - Dec 5
Total with taxes and fees
Award Winning Britt Bungalow in the Historical Heart of Jacksonville Oregon

1907 Charmer, Perfect Downtown Location, So Clean!

Historic Downtown District
9.4 out of 10, Exceptional, (126)
"Great stay!"
United States
Bettina T.
1907 Charmer, Perfect Downtown Location, So Clean!

Premier Downstairs Flat in Perfect Down Town Location

Historic Railroad District
10.0 out of 10, Exceptional, (65)
"My family had a wonderful stay. The flat is located in easy walking distance to downtown Ashland, so that we didn't have to drive at all while there. The rooms were very comfortable. We loved the outdoor seating on the porch at meal times."
United States
Katie L.
Premier Downstairs Flat in Perfect Down Town Location

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Historic Railroad District
9.6 out of 10, Exceptional, (89)
"Great house"
United States
Anonymous traveler
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

The Rellik House and Winery

3.5 star property
Central Point
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
$242 nightly
The price is $244
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Rellik House and Winery

Riverfront on the Rogue! Ideal Southern Oregon location

Gold Hill
9.8 out of 10, Exceptional, (66)
"Great time with family - kitchen was beautiful. Photographer did a great job selling the location. "
United States
Heidi H.
Riverfront on the Rogue! Ideal Southern Oregon location

Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

Central Point
10.0 out of 10, Exceptional, (1)
$289 nightly
The price is $294
Dec 3 - Dec 4
Total with taxes and fees
Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!

"Enchantment" Medford, Oregon

Medford
10.0 out of 10, Exceptional, (36)
"Carol was amazing and we enjoyed our stay here! Very responsive and clean. Highly recommend staying here!"
United States
Eva R.
"Enchantment" Medford, Oregon

Jacksonville Creekside Inn

Jacksonville Historic District
10.0 out of 10, Exceptional, (35)
"Great location and lovely place. Would def stay there again!"
United States
Elizabeth K.
Jacksonville Creekside Inn

3B/1BA <1mi from Hospital w/ Self Check-in + Laundry

Medford
10.0 out of 10, Exceptional, (3)
"Really liked it ! Perfect for what we needed and the area is great it’s close to lots of stores and seemed like a great neighborhood"
United States
Alejandra v.
3B/1BA <1mi from Hospital w/ Self Check-in + Laundry

230-Downstairs-Duplex-Private Bathroom-Mountain View

Historic Railroad District
9.8 out of 10, Exceptional, (22)
"Loved our stay. Clean and comfortable. Coffee shop across the street was lovely. Would stay here again. "
United States
Jackie G.
230-Downstairs-Duplex-Private Bathroom-Mountain View

Family Friendly Great Location Inviting and Comfortable Lovely Clean Home

Central Point
9.6 out of 10, Exceptional, (4)
"We only stayed a short 2 nights and basically only for sleeping but the home was very nice, great location, nice quiet yard and had everything we needed. Would stay again if we find ourselves in the area. Thank you!"
United States
Malissa K.
Family Friendly Great Location Inviting and Comfortable Lovely Clean Home

Gorgeous Lakeside HOUSE + Indoor SAUNA!

Ashland
8.8 out of 10, Excellent, (5)
"This is a wonderful large house with lots of amenities and ease of use.It's proximity to Howard.Prairie lake was just what we were looking for we had a terrific time"
United States
Robert G.
$352 nightly
The price is $357
Dec 3 - Dec 4
Total with taxes and fees
Gorgeous Lakeside HOUSE + Indoor SAUNA!

The Garden Hideaway! East Medford, close to hospital, shopping and restaurants.

Medford
9.8 out of 10, Exceptional, (7)
"Nice place nice area "
United States
Kimberly B.
$218 nightly
The price is $245
Dec 3 - Dec 4
Total with taxes and fees
The Garden Hideaway! East Medford, close to hospital, shopping and restaurants.

Chateau Herb ~ Miranda Carriage House Apt

Ashland
9.6 out of 10, Exceptional, (4)
"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."
United States
Catherine J.
$216 nightly
The price is $219
Dec 3 - Dec 4
Total with taxes and fees
Chateau Herb ~ Miranda Carriage House Apt
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 Jackson County Hotel Reviews

Find out more about Jackson County

Booking Tips to Find the Best Jackson County Vacation Homes


How much does it cost to rent a vacation home in Jackson County?

You can find incredible Jackson County vacation homes for all types of budgets: between $190 and $504 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Jackson County?

If you are looking for a great deal on your vacation home in Jackson County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Jackson County?

There are 274 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Jackson County?

Begin by entering your trip dates to see what type of Jackson County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Jackson County?

Booking Jackson County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Jackson County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Jackson County along with your vacation property, into a Jackson County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Jackson County Vacation Homes information

Number of reviews
746
Accommodation
274 Vacation Homes
Lowest Price
$190
Highest Price
$504

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