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

Jackson County Holiday Rentals

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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, (1,067 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is NZ$151
includes taxes & fees
18 Oct - 19 Oct
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$735
includes taxes & fees
29 Sept - 30 Sept
Paschal Winery
A kitchen with a sink, a microwave, and a window with a view of bare trees.

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

Sunshine Studio - Private apt and yard (eco, solar)
MEDFORD
10.0 out of 10, Exceptional, (111 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 NZ$246
includes taxes & fees
18 Oct - 19 Oct
Sunshine Studio - Private apt and yard (eco, solar)

4. 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, (128 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
The price is NZ$291
includes taxes & fees
24 Sept - 25 Sept
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A modern kitchen with a central island, bar stools, a microwave, and a coffee sign.

5. Safari: Downtown Jacksonville

Safari: Downtown Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (17 reviews)
"Great town, great rental."
United States
John S.
The price is NZ$396
includes taxes & fees
27 Sept - 28 Sept
Safari: Downtown Jacksonville
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

6. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (51 reviews)
"Good location and comfy beds!"
United States
Melissa L.
Downtown Mint
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

7. 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$499
includes taxes & fees
27 Sept - 28 Sept
Barclay Klum House by WanderLodges
A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

8. 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 NZ$337
includes taxes & fees
23 Sept - 24 Sept
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

9. 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$509
includes taxes & fees
29 Sept - 30 Sept
Starwood Sanctuary
A white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

10. 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 NZ$269
includes taxes & fees
24 Sept - 25 Sept
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A river surrounded by lush greenery and trees.

11. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (42 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is NZ$393
includes taxes & fees
24 Sept - 25 Sept
Restful River Retreat
A bedroom with a fireplace, a bed with a headboard, a window, and a wall-mounted picture.

12. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
Jacksonville
9.6 out of 10, Exceptional, (4 reviews)
"Excellent location. The house was comfortable and had everything we needed."
United States
Christopher
The price is NZ$501
includes taxes & fees
21 Oct - 22 Oct
Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
A wooden deck leading to a building with a view of a field and a tree.

13. 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)
"It’s a really great quiet location, especially if you’re all over the place as far as wanting to go to Medford and Central point in Jacksonville and Ashland, which we did. "
United States
Amanda P.
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
A spacious kitchen with wooden beams, a chandelier, and a dining area with wooden chairs.

14. 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 NZ$340
includes taxes & fees
5 Oct - 6 Oct
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A living room with a gray sofa, a brown leather chair, a round ottoman, a coffee table, and a large window with blinds.

15. East Main Downtown Bungalow

East Main Downtown Bungalow
Historic Railroad District
9.4 out of 10, Exceptional, (53 reviews)
"The bungalow was great. Every room was comfortable and efficient for what we needed. The location is perfect...quiet yet easy walk to anywhere downtown. We would stay here again!!"
United States
Amy R.
The price is NZ$367
includes taxes & fees
12 Oct - 13 Oct
East Main Downtown Bungalow
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

16. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is NZ$299
includes taxes & fees
28 Sept - 29 Sept
Rosewood Studio by WanderLodges
A two-story house with a porch, a chimney, and a solar panel.

17. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Jacksonville Historic District
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is NZ$377
includes taxes & fees
5 Oct - 6 Oct
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
A kitchen with a double sink, a spice rack, and a window with blinds.

18. Near Downtown- Kitchen-Washer/Dryer-Parking

Near Downtown- Kitchen-Washer/Dryer-Parking
Medford
9.6 out of 10, Exceptional, (18 reviews)
"Lovely home. I enjoyed the privacy and found it very relaxing. "
United States
K C.
The price is NZ$317
includes taxes & fees
21 Oct - 22 Oct
Near Downtown- Kitchen-Washer/Dryer-Parking
A two-story house with a front porch, a covered entryway, and a small front yard.

19. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"What an adorable cottage. It’s right in town but on a quiet street. It had every amenity that we needed. I would very highly recommend and would stay here again"
United States
Richard
The price is NZ$564
includes taxes & fees
6 Oct - 7 Oct
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
A residential property with a gated entrance, a wooden deck, and a well-maintained hedge.

20. The Ashland Social | Guest Studio

The Ashland Social | Guest Studio
Ashland
9.8 out of 10, Exceptional, (28 reviews)
"A great place to call home while you're away from home."
United States
Tara M.
The price is NZ$351
includes taxes & fees
5 Oct - 6 Oct
The Ashland Social | Guest Studio
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

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

10/10 Excellent
"Great stay"
Rijab 1-night trip
Posted 9 hours ago
Springhill Suites By Marriott Medford Airport

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$151 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.