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, (1,080 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is CA $119
CA $122 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 $170
CA $573 total
includes taxes & fees
Oct 5 - Oct 6
Paschal Winery
A living room with a wooden dining table, a sofa, and a TV mounted on the wall.

3. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (78 reviews)
"Great place to stay "
United States
Artem V.
The price is CA $197
CA $436 total
includes taxes & fees
Oct 1 - Oct 2
Comfy Cozy Casa
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 $192
CA $396 total
includes taxes & fees
Oct 4 - Oct 5
Barclay Klum House by WanderLodges
Coffee and/or coffee maker

5. 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 $252 total
includes taxes & fees
Oct 4 - Oct 5
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A kitchen with a sink, a microwave, and a window with a view of bare trees.

6. 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 1 - Oct 2
Sunshine Studio - Private apt and yard (eco, solar)
A modern kitchen with a central island, bar stools, a microwave, and a coffee sign.

7. Safari: Downtown Jacksonville

Safari: Downtown Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (17 reviews)
"Everything was perfect in every way!"
United States
Rachel B.
The price is CA $163
CA $317 total
includes taxes & fees
Oct 4 - Oct 5
Safari: Downtown Jacksonville
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

8. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (51 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is CA $153
CA $340 total
includes taxes & fees
Oct 15 - Oct 16
Downtown Mint
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 CA $172
CA $383 total
includes taxes & fees
Oct 12 - Oct 13
Starwood Sanctuary
A two-story house with a front porch, a covered entryway, and a small front yard.

10. 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 CA $147
CA $452 total
includes taxes & fees
Oct 1 - Oct 2
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 spacious kitchen with wooden beams, a chandelier, and a dining area with wooden chairs.

11. 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 $172
CA $280 total
includes taxes & fees
Oct 7 - Oct 8
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A modern kitchen with wooden flooring, a dining table with chairs, a stove, and a hanging light fixture.

12. 1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Medford
10.0 out of 10, Exceptional, (35 reviews)
"Cute little home with great amenities. Very comfortable and welcoming."
United States
Cathy S.
The price is CA $156
CA $354 total
includes taxes & fees
Oct 5 - Oct 6
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

13. 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 white house with a porch, two Adirondack chairs, a tree with hanging flowers, and a birdhouse.

14. 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 $227 total
includes taxes & fees
Oct 1 - Oct 2
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
A two-story house with a porch, a chimney, and a solar panel.

15. 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, (17 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is CA $163
CA $312 total
includes taxes & fees
Oct 5 - Oct 6
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
A wooden table with two chairs, each with a floral cushion, positioned by a window overlooking a forested area.

16. 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 $275 total
includes taxes & fees
Oct 4 - Oct 5
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
A swimming pool with two people floating on inner tubes.

17. 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 $191
CA $506 total
includes taxes & fees
Oct 7 - Oct 8
Skyfall Landing
A river surrounded by lush greenery and trees.

18. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (43 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is CA $156
CA $326 total
includes taxes & fees
Oct 4 - Oct 5
Restful River Retreat
A deck with a fire pit, outdoor seating, and a view of the countryside.

19. 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 $275
CA $565 total
includes taxes & fees
Oct 6 - Oct 7
Grandview of Ashland
A rustic cabin with a wooden door and a ladder leading up to a platform. There is a red umbrella and a bench with cushions nearby.

20. Enchanted Conestoga Wagon on the Applegate River

Enchanted Conestoga Wagon on the Applegate River
Grants Pass
10.0 out of 10, Exceptional, (27 reviews)
"Unique, fun and I would stay there again, but next time a longer period of time."
United States
Lynnette
The price is CA $139
CA $235 total
includes taxes & fees
Oct 1 - Oct 2
Enchanted Conestoga Wagon on the Applegate River
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

Prospero's Flagship Inn

Prospero's Flagship Inn

10/10 Excellent
"Everything was wonderful will stay their again very nice clean staff top notch price amazing great job everyone"
ella 2-night trip
Posted 1 hour ago
Prospero's Flagship Inn

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 $122 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.