A town nestled in a valley with a prominent building in the foreground and hills in the background.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Southern Oregon cottages

House (0 Bedroom) | Interior

1. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
The price is NZ$364
includes taxes & fees
16 Aug - 17 Aug
Forest Cabin by Crater Lake & Klamath Falls
Dream Cottage 1 | Terrace/patio

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$720
includes taxes & fees
18 Aug - 19 Aug
Paschal Winery
Exterior

3. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
Klamath Falls
9.0 out of 10, Wonderful, (6 reviews)
"The cabin is quiet and the kitchen is great for meals. We slept well and enjoyed the calm."
United States
Jo
The price is NZ$365
includes taxes & fees
16 Aug - 17 Aug
Forest Cabin by Crater Lake & Klamath Falls
Exterior

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, (126 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$274
includes taxes & fees
18 Aug - 19 Aug
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

5. Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Ashland
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is NZ$412
includes taxes & fees
14 Aug - 15 Aug
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

6. The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (128 reviews)
"Private stay, felt relaxed with no one else around. Pool was awsome, walk to the river. Acomadated our fur babies."
United States
Sue
The price is NZ$328
includes taxes & fees
8 Sept - 9 Sept
The Vintage Cottage with riverfront access
Property grounds

7. Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Gold Hill
9.8 out of 10, Exceptional, (26 reviews)
"Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. "
United States
Jeff L.
The price is NZ$400
includes taxes & fees
17 Aug - 18 Aug
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Exterior

8. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (49 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is NZ$493
includes taxes & fees
11 Sept - 12 Sept
Downtown Mint
Exterior

9. 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, (17 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
The price is NZ$354
includes taxes & fees
24 Aug - 25 Aug
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

10. Modern cottage centrally located with private access to the Rogue River!

Modern cottage centrally located with private access to the Rogue River!
Grants Pass
10.0 out of 10, Exceptional, (3 reviews)
"The place was perfect for a week stay"
United States
Michael
The price is NZ$365
includes taxes & fees
17 Aug - 18 Aug
Modern cottage centrally located with private access to the Rogue River!
House (1 Bedroom) | Front of property

11. Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (1 review)
"Very nice cabin. We were able to relax and rest. Sitting on the river watching the birds, SO MANY different kinds of birds. It was nice to not have to haul utensils, pots and pans or bedding and towels. It was all ready there. Our dogs went swimming in the river and loved it. Close to Crater Lake, we took a day trip. Clean, quiet, restful. We'll be back."
United States
Brooke
The price is NZ$577
includes taxes & fees
16 Aug - 17 Aug
Fish & Hike: Peaceful Cabin on Williamson River
Exterior

12. 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, (84 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$621
includes taxes & fees
16 Aug - 17 Aug
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.
Exterior

13. 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, (36 reviews)
"Clean sweet comfortable and well priced"
United States
Linda C.
The price is NZ$402
includes taxes & fees
31 Aug - 1 Sept
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior

14. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (43 reviews)
"Amazing location and the interior design was fabulous! Has everything you need and my dog had a great time too! All around awesome place, would highly recommend."
United States
Houda
The price is NZ$419
includes taxes & fees
16 Aug - 17 Aug
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Property grounds

15. Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Lovely stay. "
United States
Cyndy K.
The price is NZ$404
includes taxes & fees
22 Aug - 23 Aug
Charming carriage house in Ashland near downtown
Exterior

16. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (70 reviews)
"Creatively decorated and cozy. Bed a bit lumpy but overall a lovely little cottage perfectly located next to Main Street."
United States
Nancy L.
The price is NZ$512
includes taxes & fees
17 Aug - 18 Aug
Historic Bradshaw House!
Property grounds

17. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (232 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The Ashland Cottage, walk to town
1 bedroom, WiFi, bed sheets

18. Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown
Medford
8.0 out of 10, Very good, (1 review)
"Location was as advertised."
United States
william L.
The price is NZ$356
includes taxes & fees
26 Aug - 27 Aug
Rosewood Studio | Private Cottage Near Downtown
Smart TV, books

19. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (71 reviews)
"Spacious, clean studio to explore Ashland!"
United States
Suzanne
The price is NZ$547
includes taxes & fees
24 Aug - 25 Aug
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior

20. Charming Jacksonville Studio with AC • Easy Walk to Town & Britt Festival

Charming Jacksonville Studio with AC • Easy Walk to Town & Britt Festival
Jacksonville, OR
10.0 out of 10, Exceptional, (3 reviews)
"Great property! Cyd was wonderful."
United States
Kimberley C.
The price is NZ$311
includes taxes & fees
31 Aug - 1 Sept
Charming Jacksonville Studio with AC • Easy Walk to Town & Britt Festival
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 Southern Oregon Hotel Reviews

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"Good"
Tracy 1-night trip
Posted 2 hours ago
Prospero's Flagship Inn

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
876
Accommodation
201 Cottages
Lowest Price
NZ$274
Highest Price
NZ$720

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between NZ$274 and NZ$720 per night for cottages in Southern Oregon. Whatever your budget, an awesome stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southern Oregon?
Look up our 201 cottages in Southern Oregon and then select your favourite. Whether you're dreaming of a family holiday or a weekend with besties, your ideal stay is just clicks away with Expedia.
What is there to do in Southern Oregon near my cottage?
One of the most important travel accessories for your Southern Oregon trip is a good itinerary! Fichtner-Mainwaring Park, Rogue Valley Country Club and Bear Creek Park are among the well-known sights if you're making your way to Medford. Ashland is also packed with excellent attractions, such as ScienceWorks Hands-On Museum. In the mood to explore more? Visit North Mountain Park and Angus Bowmer Theatre too.

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