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

Jackson County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Jackson County

A street lined with buildings, trees, and traffic lights.
Holiday RentalsHoliday Rentals

Medford

Medford

Our top choices for Jackson County holiday 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, (1,119 reviews)
"Nice area with lots of hiking access, nice for a weekend getaway"
United States
Brett
The price is NZ$152
includes taxes & fees
6 Dec - 7 Dec
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 NZ$753
includes taxes & fees
8 Nov - 9 Nov
Paschal Winery
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

3. 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 NZ$478
includes taxes & fees
29 Nov - 30 Nov
Barclay Klum House by WanderLodges
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, (58 reviews)
"The property is beautiful, it’s quiet and excluded from reality. Definitely somewhere to come to get away from city life or just needing a break. Also, if you’re a dog person they have the best welcome pup Finnley who loves coming to say hi!"
United States
Garry A.
The price is NZ$292
includes taxes & fees
3 Dec - 4 Dec
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A deck with a fire pit, outdoor seating, and a view of the countryside.

5. 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 NZ$653
includes taxes & fees
2 Dec - 3 Dec
Grandview of Ashland
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 NZ$455
includes taxes & fees
8 Nov - 9 Nov
Starwood Sanctuary
A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

7. 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, (20 reviews)
"Cozy spot, clean and quiet. Cute place!"
United States
Cassandra R.
The price is NZ$330
includes taxes & fees
8 Nov - 9 Nov
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

8. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is NZ$275
includes taxes & fees
15 Nov - 16 Nov
Rosewood Studio by WanderLodges
Private kitchen

9. 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 NZ$300
includes taxes & fees
8 Nov - 9 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
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.

10. 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, (14 reviews)
"It was a great peaceful respite between the events around my father's "
United States
Wendi M.
The price is NZ$267
includes taxes & fees
7 Nov - 8 Nov
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 modern kitchen with wooden beams, a dining area with a rug, and a large island.

11. 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 NZ$580
includes taxes & fees
29 Nov - 30 Nov
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.

12. 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 NZ$350
includes taxes & fees
30 Nov - 1 Dec
Hanna's House by WanderLodges
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

13. 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 NZ$601
includes taxes & fees
30 Nov - 1 Dec
The Rellik House and Winery
A living room with a grey sofa, a coffee table, and a TV on the wall.

14. 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.
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.

15. 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, (38 reviews)
"What a great location! We mostly sat by the river and enjoyed the scenery!"
United States
Christina B.
The price is NZ$379
includes taxes & fees
21 Nov - 22 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A kitchen with a sink, a microwave, and a window with a view of bare trees.

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

Sunshine Studio - Private apt and yard (eco, solar)
MEDFORD
9.8 out of 10, Exceptional, (114 reviews)
"It is a cute and great place to stay!"
United States
Gladys S.
The price is NZ$235
includes taxes & fees
8 Nov - 9 Nov
Sunshine Studio - Private apt and yard (eco, solar)
A compact kitchen with white cabinets, a stainless steel microwave, a black refrigerator, and a gas stove.

17. Small house perfect for families and pets

Small house perfect for families and pets
Medford
8.8 out of 10, Excellent, (27 reviews)
"Perfect size for the 4 of us for the weekend."
United States
Anonymous traveller
The price is NZ$385
includes taxes & fees
29 Nov - 30 Nov
Small house perfect for families and pets
A spacious kitchen with wooden beams, a chandelier, and a dining area with wooden chairs.

18. 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)
"Beautiful peaceful place with a great view. Host was accommodating and the house was clean and we enjoyed the art and decorations."
United States
Elizabeth W.
The price is NZ$333
includes taxes & fees
16 Nov - 17 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A covered porch with a table and chairs, a hose reel, and a potted plant.

19. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (44 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is NZ$421
includes taxes & fees
17 Nov - 18 Nov
Restful River Retreat
A spacious living room with a large window, a treadmill, and a view of a staircase leading to a balcony.

20. Lighthouse-Themed, Fastest WiFi, 2 King Beds Home

Lighthouse-Themed, Fastest WiFi, 2 King Beds Home
Medford
10.0 out of 10, Exceptional, (14 reviews)
"Yes the is welcoming and the amenities were outstanding. "
United States
William K.
The price is NZ$653
includes taxes & fees
10 Nov - 11 Nov
Lighthouse-Themed, Fastest WiFi, 2 King Beds Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jackson County Hotel Reviews

Union Creek Resort

Union Creek Resort

10/10 Excellent
"Clean room"
Thu 1-night trip
Posted 1 hour ago
Union Creek Resort

Find out more about Jackson County

Everything you need to know about Jackson County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson County holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jackson County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson County holiday rentals we have selected for you start as low as NZ$152 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 holiday 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 holiday.

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.