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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Southern Oregon cottages

House (1 Bedroom) | Front of property

1. 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
$310 nightly
The price is $339
Aug 7 - Aug 8
Total with taxes and fees
Fish & Hike: Peaceful Cabin on Williamson River
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
$429 nightly
The price is $435
Aug 23 - Aug 24
Total with taxes and fees
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
$198 nightly
The price is $217
Aug 9 - Aug 10
Total with taxes and fees
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, (123 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
$143 nightly
The price is $161
Aug 4 - Aug 5
Total with taxes and fees
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Property grounds

5. 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)
"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.
$238 nightly
The price is $241
Aug 4 - Aug 5
Total with taxes and fees
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

6. The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (126 reviews)
"Private stay, felt relaxed with no one else around. Pool was awsome, walk to the river. Acomadated our fur babies."
United States
Sue
$218 nightly
The price is $221
Aug 5 - Aug 6
Total with taxes and fees
The Vintage Cottage with riverfront access
Exterior

7. 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, (34 reviews)
"This cottage was perfect for our visit to historic Jacksonville. Check in was quick and easy. The property was minutes from town yet had a comfortable feel of being in the countryside. The hosts responded quickly to our inquiries. They were kind enough to quickly return a valuable item I left. Elizabeth's Cottage was perfect for our visit. Excellent choice for a lovely area."
United States
Donald F.
$271 nightly
The price is $275
Aug 4 - Aug 5
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior

8. 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.
$240 nightly
The price is $244
Aug 12 - Aug 13
Total with taxes and fees
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

9. Cozy, Country Cottage Near the Rogue River

Cozy, Country Cottage Near the Rogue River
Merlin
10.0 out of 10, Exceptional, (2 reviews)
"Clean and comfy stay, great staff, well stocked for cooking for a family. Hot tub was perfect and location was beautiful ♡ will definitely stay again."
United States
Michelle T.
$406 nightly
The price is $412
Aug 6 - Aug 7
Total with taxes and fees
Cozy, Country Cottage Near the Rogue River
Exterior

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

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (40 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
$221 nightly
The price is $249
Aug 9 - Aug 10
Total with taxes and fees
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
House (3 Bedrooms) | Interior

11. Outdoor Adventure: Tranquil Creekside Retreat

Outdoor Adventure: Tranquil Creekside Retreat
3.0 star property
Merlin
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, the views are breathtaking. I’m happy to say that if my family goes on another trip I’ll definitely be seeing if this will be available ahead of time! "
United States
McKenzie
$297 nightly
The price is $302
Aug 30 - Aug 31
Total with taxes and fees
Outdoor Adventure: Tranquil Creekside Retreat
Exterior

12. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (49 reviews)
"Good location and comfy beds!"
United States
Melissa L.
$217 nightly
The price is $244
Sep 2 - Sep 3
Total with taxes and fees
Downtown Mint
Exterior

13. 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, (16 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
$199 nightly
The price is $202
Sep 2 - Sep 3
Total with taxes and fees
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

14. 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
$345 nightly
The price is $369
Aug 4 - Aug 5
Total with taxes and fees
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

15. 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.
$236 nightly
The price is $240
Aug 31 - Sep 1
Total with taxes and fees
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior

16. The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful place and great location"
United States
darren t.
$374 nightly
The price is $414
Aug 4 - Aug 5
Total with taxes and fees
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Smart TV, books

17. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (69 reviews)
"Spacious, clean studio to explore Ashland!"
United States
Suzanne
$288 nightly
The price is $321
Aug 24 - Aug 25
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly
Property grounds

18. 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.
$233 nightly
The price is $260
Aug 25 - Aug 26
Total with taxes and fees
Charming carriage house in Ashland near downtown
1 bedroom, WiFi, bed sheets

19. 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.
$182 nightly
The price is $208
Aug 4 - Aug 5
Total with taxes and fees
Rosewood Studio | Private Cottage Near Downtown
Property grounds

20. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (231 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
$258 nightly
The price is $288
Aug 17 - Aug 18
Total with taxes and fees
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

My Place Hotel-Medford OR

My Place Hotel-Medford OR

10/10 Excellent
"Excellent place to stay; staff was great too."
FAITH 1-night trip
Posted 1 hour ago
My Place Hotel-Medford OR

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
858
Accommodation
203 Cottages
Lowest Price
$161
Highest Price
$435

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between $161 and $435 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.
What are the best cottages in Southern Oregon?
Southern Oregon has multiple cottages with a total average guest review rating of 9.8. Planning a getaway to Medford? Travelers prefer Rellik House. Winery And Alpaca Farm, a 3.5-star option with a swimming pool and a fireplace. Another popular pick where you can get away from the routine is Wine Suite At Rellik House. Winery And Alpaca Farm. It has a 3.5-star rating and amenities such as an attached winery and a garden.
How many cottages are there in Southern Oregon?
Look up our 203 cottages in Southern Oregon and then select your favorite. Whether you're dreaming of a family vacay or a weekend with besties, your ideal stay is just clicks away with Expedia.
Are there any family-friendly cottages in Southern Oregon?
You'll discover some very comfortable family-friendly cottages in Southern Oregon. If you're seeking a slower pace in Medford, make a reservation at Rellik House. Winery And Alpaca Farm. With amenities such as WiFi and a fireplace, your entire crew will feel relaxed and comfy at this 3.5-star property. Wine Suite At Rellik House. Winery And Alpaca Farm is another popular choice for families in Medford. This 3.5-star cottage includes WiFi, a firepit and more. You'll find plenty of fun things to do for the whole family in Medford. Roxy Ann Peak and Prescott Park and Rogue Valley Family Fun Center deliver a wonderful day out.
Why book your cottage in Southern Oregon with Expedia?
We think that a vacay should be stress-free, so if you're chasing cottages in Southern Oregon at a competitive price, Expedia is here to help. Keep the budget in check and go for a low-cost option far from the rush of the city, or book a 5-star cottage to really pamper your favorite people.
How can I find cheap cottages in Southern Oregon?
A good way to locate cheap cottages in Southern Oregon is with Expedia's useful filter tool. Refine your search results by star rating, budget and amenities to land awesome rates in a few clicks.
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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