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Jackson County Vacation Rentals

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Top cities in Jackson County

A tree-lined street with storefronts, American flags, and a bicycle lane.
Vacation Rentals

Medford

Medford

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Jackson County vacation rentals

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,121 reviews)
"Nice area with lots of hiking access, nice for a weekend getaway"
United States
Brett
The price is CA $120
CA $123 total
includes taxes & fees
Nov 16 - Nov 17
Union Creek Resort
A spacious kitchen with a central island, bar stools, and a fireplace.

2. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is CA $169
CA $574 total
includes taxes & fees
Dec 16 - Dec 17
Paschal Winery
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

3. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is CA $221
CA $484 total
includes taxes & fees
Nov 16 - Nov 17
Savage Upon Siskiyou
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

4. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is CA $148
CA $348 total
includes taxes & fees
Nov 16 - Nov 17
Barclay Klum House by WanderLodges
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

5. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is CA $277
CA $527 total
includes taxes & fees
Nov 16 - Nov 17
The Rellik House and Winery
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

6. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is CA $153
CA $363 total
includes taxes & fees
Nov 18 - Nov 19
Starwood Sanctuary
A deck with a fire pit, outdoor seating, and a view of the countryside.

7. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is CA $230
CA $522 total
includes taxes & fees
Dec 2 - Dec 3
Grandview of Ashland
A wooden door with a small window above it, a porch with a wooden railing, and a green hose on the right side.

8. Whimsy On B 2br & Studio

Whimsy On B 2br & Studio
2.5 star property
Historic Railroad District
The price is CA $230
CA $455 total
includes taxes & fees
Nov 16 - Nov 17
Whimsy On B 2br & Studio
A garden with a stone pathway, various plants, a barbecue grill, and a bicycle.

9. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is CA $99
CA $202 total
includes taxes & fees
Nov 16 - Nov 17
Whimsy on B
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

10. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is CA $197
CA $426 total
includes taxes & fees
Nov 16 - Nov 17
The Mountain Ave House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

11. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is CA $131
CA $255 total
includes taxes & fees
Nov 19 - Nov 20
Hanna's House by WanderLodges
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

12. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is CA $171
CA $496 total
includes taxes & fees
Dec 16 - Dec 17
Rosewood Landing- Hot Tub- Sauna
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

13. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is CA $230
CA $626 total
includes taxes & fees
Dec 10 - Dec 11
Rosewood Collective- House & Studio
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

14. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is CA $107
CA $192 total
includes taxes & fees
Nov 18 - Nov 19
Rosewood Studio by WanderLodges
A wooden pier extending into a forested river.

15. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (612 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
The price is CA $154
CA $170 total
includes taxes & fees
Dec 2 - Dec 3
Crater Lake Resort
A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.

16. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (522 reviews)
"We enjoyed staying there Good location"
United States
Siranush
Rocky Point Resort
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

17. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (4 reviews)
"Easy location to find, quiet neighborhood, comfy beds and perfect for my dogs. I would recommend people to stay there."
United States
Chantelle
The price is CA $119
CA $247 total
includes taxes & fees
Nov 23 - Nov 24
Basecamp GP Private Unit in Quiet Duplex
A park with picnic tables and chairs, surrounded by trees and a small building.

18. Apartment

Apartment
3.0 star property
Happy Camp
The price is CA $148
CA $209 total
includes taxes & fees
Nov 20 - Nov 21
Apartment
A campground with RVs and tents, surrounded by trees and a dirt path.

19. Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park
3.0 star property
Happy Camp
6.0 out of 10, (21 reviews)
"Cute and quiet. Nice kitchen and bedroom. The couch is saggy in the middle, so it's uncomfortable, but that was the only issue."
United States
ANDREA
The price is CA $123
CA $140 total
includes taxes & fees
Nov 16 - Nov 17
Bigfoot RV & Cabins Park
A signpost with the word "Canowinga" indicating a location.

20. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is CA $170
CA $320 total
includes taxes & fees
Nov 16 - Nov 17
Forest Cabin by Crater Lake & Klamath Falls
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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Find vacation rentals that suit your style

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Cabins
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Apartments
Apartments

Top Jackson County Hotel Reviews

A spacious kitchen with a central island, bar stools, and a fireplace.
Paschal Winery

Paschal Winery

Paschal Winery
Talent

8/10 Good

Unique place and experience in the midst of a beautiful winery!!
Canada
Ladis
Reviewed October 3, 2024
Paschal Winery

Find out more about Jackson County

Everything you need to know about Jackson County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jackson County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jackson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jackson County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson County vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jackson County rentals

At Expedia, we put the best Jackson County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jackson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jackson County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jackson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.