A river flowing through a forest with dense trees and a fallen log in the water.

Jackson County Vacation Rentals

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Top Cities in Jackson County

A street lined with buildings, trees, and traffic lights.
Vacation RentalsVacation Rentals

Medford

Medford

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, (1,081 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is CA $120
CA $123 total
includes taxes & fees
Oct 18 - Oct 19
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 $198
CA $602 total
includes taxes & fees
Oct 6 - Oct 7
Paschal Winery
A deck with a fire pit, outdoor seating, and a view of the countryside.

3. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is CA $291
CA $582 total
includes taxes & fees
Oct 14 - Oct 15
Grandview of Ashland
A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

4. Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (56 reviews)
"Perfect place for a quiet getaway "
United States
Jan G.
The price is CA $146
CA $228 total
includes taxes & fees
Oct 4 - Oct 5
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

5. Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
9.0 out of 10, Wonderful, (18 reviews)
"Cozy spot, clean and quiet. Cute place!"
United States
Cassandra R.
The price is CA $121
CA $276 total
includes taxes & fees
Oct 4 - Oct 5
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Coffee and/or coffee maker

6. Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (129 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is CA $139
CA $253 total
includes taxes & fees
Oct 4 - Oct 5
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A river surrounded by lush greenery and trees.

7. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (43 reviews)
"Wendi is an excellent host. The unit was beautifully decorated, complete with all the amenities needed for an enjoyable stay."
United States
James L.
The price is CA $156
CA $327 total
includes taxes & fees
Oct 4 - Oct 5
Restful River Retreat
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

8. 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 $192
CA $397 total
includes taxes & fees
Oct 4 - Oct 5
Barclay Klum House by WanderLodges
A cozy living room with a sofa, a coffee table, and a rug. There's a kitchen area with wooden cabinets and a dining table with chairs.

9. Hillcrest Nest

Hillcrest Nest
Medford
9.8 out of 10, Exceptional, (18 reviews)
"Location was great and the accommodations had pretty much everything you need to stay comfortably. Had a wonderful conversation with the residence of the main house."
United States
andrew u.
The price is CA $90
CA $237 total
includes taxes & fees
Oct 22 - Oct 23
Hillcrest Nest
A kitchen with a sink, a microwave, and a window with a view of bare trees.

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

Sunshine Studio - Private apt and yard (eco, solar)
MEDFORD
9.8 out of 10, Exceptional, (113 reviews)
"Sunshine Studio was a very clean, cozy, and private place to stay while we were visiting the Medford area."
United States
Lynn F.
The price is CA $149
CA $200 total
includes taxes & fees
Oct 4 - Oct 5
Sunshine Studio - Private apt and yard (eco, solar)
A wooden cabin interior with a bookshelf, a fireplace, a dining table, and a small round table.

11. Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Owl Creek Cabin Mountain Getaway near Ashland, Oregon
Ashland
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful spot. Kind host."
United States
Lisa F.
The price is CA $251
CA $282 total
includes taxes & fees
Oct 7 - Oct 8
Owl Creek Cabin Mountain Getaway near Ashland, Oregon
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

12. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is CA $187
CA $318 total
includes taxes & fees
Oct 5 - Oct 6
Hanna's House by WanderLodges
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

13. 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 $172
CA $384 total
includes taxes & fees
Oct 12 - Oct 13
Starwood Sanctuary
A compact living space with a dining area featuring two white chairs and a round table, a wooden bookshelf, and a kitchen visible through an open doorway.

14. Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.

Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.
Gold Hill
9.0 out of 10, Wonderful, (13 reviews)
"It was a great peaceful respite between the events around my father's "
United States
Wendi M.
The price is CA $125
CA $224 total
includes taxes & fees
Oct 17 - Oct 18
Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

15. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is CA $152
CA $243 total
includes taxes & fees
Oct 14 - Oct 15
Rosewood Studio by WanderLodges
A spacious kitchen with wooden beams, a chandelier, and a dining area with wooden chairs.

16. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Central Point
10.0 out of 10, Exceptional, (18 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
The price is CA $173
CA $281 total
includes taxes & fees
Oct 12 - Oct 13
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A wooden deck leading to a building with a view of a field and a tree.

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

Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
Medford
9.6 out of 10, Exceptional, (44 reviews)
"Very quiet and cozy!"
United States
Jillian M.
The price is CA $127
CA $237 total
includes taxes & fees
Oct 6 - Oct 7
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
A living room with a grey sofa, a coffee table, and a TV on the wall.

18. Aviator-Themed, Fastest WiFi, 2 King Beds Home

Aviator-Themed, Fastest WiFi, 2 King Beds Home
Medford
10.0 out of 10, Exceptional, (20 reviews)
"Great location, well stocked, very comfortable"
United States
Joni P.
The price is CA $134
CA $590 total
includes taxes & fees
Oct 6 - Oct 7
Aviator-Themed, Fastest WiFi, 2 King Beds Home
A serene riverside setting with three Adirondack chairs, a wooden stump table, and a clear view of a river surrounded by lush greenery.

19. Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (37 reviews)
"Perfect spot for a solo traveler or a couple. Well-appointed and the property amenities were a nice touch."
United States
Nikki F.
The price is CA $186
CA $326 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A swimming pool with two people floating on inner tubes.

20. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (14 reviews)
"We like it because it was nice and quite staying out of the city it was great "
United States
Jose P.
The price is CA $192
CA $510 total
includes taxes & fees
Oct 7 - Oct 8
Skyfall Landing
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

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

10/10 Excellent
"Close to theater and town great breakfast"
Stephen 1-night trip
Posted 7 hours ago
The Bard's Inn, BW Signature Collection by Best Western

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 $123 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.