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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southern Oregon cottages

A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

1. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is NZ$398
includes taxes & fees
4 Oct - 5 Oct
Forest Cabin by Crater Lake & Klamath Falls
An outdoor patio with a grill, dining table, chairs, and string lights.

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$727
includes taxes & fees
7 Oct - 8 Oct
Paschal Winery
A wooden house with a covered porch, a red bench, and a potted plant.

3. The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (132 reviews)
"Great place, great pool and right on the Rogue River!"
United States
Joe W.
The Vintage Cottage with riverfront access
A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

4. 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$402
includes taxes & fees
4 Oct - 5 Oct
Forest Cabin by Crater Lake & Klamath Falls
Exterior

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 NZ$315
includes taxes & fees
4 Oct - 5 Oct
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A residential house with a front porch, a small garden with various plants and flowers, and a gravel driveway.

6. 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$345
includes taxes & fees
12 Oct - 13 Oct
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A two-story house with a front porch, a covered entryway, and a small front yard.

7. 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$554
includes taxes & fees
4 Oct - 5 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 small house with a porch, a bench, and a tree with white blossoms.

8. 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, (37 reviews)
"Perfect spot for a solo traveler or a couple. Well-appointed and the property amenities were a nice touch."
United States
Nikki F.
The price is NZ$425
includes taxes & fees
25 Oct - 26 Oct
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A modern building with a flat roof, large windows, and a concrete facade.

9. 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$374
includes taxes & fees
11 Oct - 12 Oct
Modern cottage centrally located with private access to the Rogue River!
A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

10. 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, (27 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.
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!
A green house with a porch, a small deck, and a view of a lake.

11. 'crater Lake' Williamson River Resort Cabin 6

'crater Lake' Williamson River Resort Cabin 6
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$602
includes taxes & fees
4 Oct - 5 Oct
'crater Lake' Williamson River Resort Cabin 6
A blue house with a patio, a small table and chairs, and a hanging flower basket.

12. 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, (39 reviews)
"Sweet little place that was very clean. Owners were pretty much no contact which for us was nice, I'm sure it would have been different if there was an issue. The bridge you cross right after the gate was a bit scary to cross with your vehicle but it held up fine with two vehicles."
United States
Amanda
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
A house with a driveway, a tree in the front yard, and a rainbow in the background.

13. 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, (19 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$425
includes taxes & fees
2 Oct - 3 Oct
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

14. 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 NZ$417
includes taxes & fees
15 Oct - 16 Oct
Downtown Mint
A single-story house with a gabled roof, surrounded by a variety of plants and shrubs.

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

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (48 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$469
includes taxes & fees
4 Oct - 5 Oct
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
A residential house with a garage, a satellite dish, and a driveway.

16. 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$396
includes taxes & fees
18 Oct - 19 Oct
Charming carriage house in Ashland near downtown
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

17. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (74 reviews)
"Great location in the heart of downtown"
United States
John B.
The price is NZ$466
includes taxes & fees
5 Oct - 6 Oct
Courtside Cottage - WalkScore 93 - Dog Friendly
A house with a stone pathway, white picket fence, and a small porch.

18. Charming 1BR Cottage – Walk to Britt Gardens

Charming 1BR Cottage – Walk to Britt Gardens
Jacksonville
9.2 out of 10, Wonderful, (9 reviews)
"Location and interior was superb"
United States
Jonathan B.
Charming 1BR Cottage – Walk to Britt Gardens
A small, single-story house with a white picket fence, a purple front door, and a porch with white railings.

19. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (70 reviews)
"We’ve stayed in Vrbo’s around the world and this is by far our favorite."
United States
Robert B.
The price is NZ$518
includes taxes & fees
1 Nov - 2 Nov
Historic Bradshaw House!
A house with a wooden deck, a stone wall, and a wooden fence.

20. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (238 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is NZ$505
includes taxes & fees
18 Oct - 19 Oct
The Ashland Cottage, walk to town
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

Stratford Inn

Stratford Inn

10/10 Excellent
"I enjoy the Stratford because it is an attractive and comfortable place to stay and is in walking distance of Ashland’s numerous attractions."
Edward 2-night trip
Posted less than an hour ago
Stratford Inn

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
956
Accommodation
201 Cottages
Lowest Price
NZ$315
Highest Price
NZ$727

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between NZ$315 and NZ$727 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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