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

Search Southern Oregon Cottage Accommodations

  • 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

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Southern Oregon cottages

Exterior

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 AU$346
includes taxes & fees
9 Aug - 10 Aug
Forest Cabin by Crater Lake & Klamath Falls
Dream Cottage 1 | Terrace/patio

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 AU$604
includes taxes & fees
11 Aug - 12 Aug
Paschal Winery
House (1 Bedroom) | Front of property

Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
Chiloquin
The price is AU$486
includes taxes & fees
28 July - 29 July
Fish & Hike: Peaceful Cabin on Williamson River
Exterior

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, (123 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 AU$234
includes taxes & fees
2 Aug - 3 Aug
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

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 AU$348
includes taxes & fees
4 Aug - 5 Aug
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

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, (15 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
The price is AU$303
includes taxes & fees
9 Aug - 10 Aug
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (125 reviews)
"Lovely location and great cottage!"
United States
Iliana R.
The price is AU$328
includes taxes & fees
29 July - 30 July
The Vintage Cottage with riverfront access
1 bedroom, WiFi, bed sheets

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 AU$307
includes taxes & fees
2 Aug - 3 Aug
Rosewood Studio | Private Cottage Near Downtown
Exterior

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, (2 reviews)
"Very clean and detail appointed cottage. Location is very close to the Rogue River and close driving distance to grocery stores. The kitchen had modern appliances and nicely equipped. (No dishwasher). The bed in the Master bedroom was very comfortable. Thoroughly enjoyed our stay!"
United States
Theresa C.
The price is AU$316
includes taxes & fees
3 Aug - 4 Aug
Modern cottage centrally located with private access to the Rogue River!
Property grounds

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 AU$373
includes taxes & fees
25 Aug - 26 Aug
Charming carriage house in Ashland near downtown
Property grounds

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, (25 reviews)
"What are darling little gem! The hot tub was such a wonderful treat—overlooking the river and mountains. We even got to see a few small town trains go by. The pillows and beds are the most comfortable I’ve ever slept on away from home. Fun vintage/retro decor. I will be recommending this to friends who ever travel this way!"
United States
Blake S.
The price is AU$346
includes taxes & fees
19 Aug - 20 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

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, (1 review)
"Cyd was an amazing host and very accommodating. This is a quaint little cottage with everything you need to cook a meal. I love that it’s within walking distance of downtown Jacksonville and the Britt."
United States
Jessica P.
The price is AU$264
includes taxes & fees
28 July - 29 July
Charming Jacksonville Studio with AC • Easy Walk to Town & Britt Festival
House (0 Bedroom) | Interior

Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
The price is AU$335
includes taxes & fees
9 Aug - 10 Aug
Forest Cabin by Crater Lake & Klamath Falls
Exterior

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 AU$368
includes taxes & fees
18 Aug - 19 Aug
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior

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, (83 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 AU$546
includes taxes & fees
28 July - 29 July
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

Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (69 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 AU$460
includes taxes & fees
28 July - 29 July
Historic Bradshaw House!
Exterior

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.6 out of 10, Exceptional, (33 reviews)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
The price is AU$394
includes taxes & fees
28 July - 29 July
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (39 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 AU$358
includes taxes & fees
9 Aug - 10 Aug
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (48 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is AU$416
includes taxes & fees
8 Aug - 9 Aug
Downtown Mint
Smart TV, books

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (66 reviews)
"Spacious, clean studio to explore Ashland!"
United States
Suzanne
The price is AU$460
includes taxes & fees
2 Aug - 3 Aug
Courtside Cottage - WalkScore 93 - Dog Friendly
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 Southern Oregon Hotel Reviews

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
722
Accommodation
204 Cottages
Lowest Price
AU$234
Highest Price
AU$604

Frequently asked questions

How much do cottages in Southern Oregon cost?
Cottages in Southern Oregon range between AU$234 and AU$604 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was 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?
You can choose from 204 cottages in Southern Oregon. Whether you're travelling with the whole family, as a twosome or with a group of best friends, Expedia is here to help you find the perfect place.
What is there to do in Southern Oregon near my cottage?
Whether you like dining, sightseeing, museums or malls, Southern Oregon has something to suit all tastes! The awesome city of Medford boasts lots of activities and attractions, including EdenVale Winery, Craterian Ginger Rogers Theatre and Childrens Museum. If you're taking off to Jacksonville, Quady North, Britt Pavilion and Sarah Zigler Interpretive Trail have to be on your itinerary.

Explore a world of travel with Expedia