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

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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

Exterior

1. 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
House (1 Bedroom) | Front of property

2. 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 9 - Aug 10
Total with taxes and fees
Fish & Hike: Peaceful Cabin on Williamson River
Dream Cottage 1 | Terrace/patio

3. 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
$417 nightly
The price is $424
Aug 25 - Aug 26
Total with taxes and fees
Paschal Winery
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, (124 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 9 - Aug 10
Total with taxes and fees
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.
$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

6. The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (127 reviews)
"Private stay, felt relaxed with no one else around. Pool was awsome, walk to the river. Acomadated our fur babies."
United States
Sue
$194 nightly
The price is $197
Sep 7 - Sep 8
Total with taxes and fees
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.
$233 nightly
The price is $237
Aug 11 - Aug 12
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

8. 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
$214 nightly
The price is $217
Aug 11 - Aug 12
Total with taxes and fees
Modern cottage centrally located with private access to the Rogue River!
Exterior

9. 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

10. 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.
$195 nightly
The price is $198
Aug 31 - Sep 1
Total with taxes and fees
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

11. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (49 reviews)
"Good location and comfy beds!"
United States
Melissa L.
$208 nightly
The price is $234
Sep 8 - Sep 9
Total with taxes and fees
Downtown Mint
House (0 Bedroom) | Interior

12. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
$195 nightly
The price is $213
Aug 9 - Aug 10
Total with taxes and fees
Forest Cabin by Crater Lake & Klamath Falls
Exterior

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

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (42 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
Property grounds

14. 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.
$215 nightly
The price is $240
Aug 25 - Aug 26
Total with taxes and fees
Charming carriage house in Ashland near downtown
Smart TV, books

15. 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
$287 nightly
The price is $320
Aug 24 - Aug 25
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly
Property grounds

16. 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.
$256 nightly
The price is $285
Aug 24 - Aug 25
Total with taxes and fees
The Ashland Cottage, walk to town
1 bedroom, WiFi, bed sheets

17. 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.
$171 nightly
The price is $195
Aug 9 - Aug 10
Total with taxes and fees
Rosewood Studio | Private Cottage Near Downtown
Exterior

18. 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, (35 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.
$275 nightly
The price is $279
Aug 17 - Aug 18
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior

19. 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, (2 reviews)
"We absolutely loved our stay. The host was friendly and totally on it. The home was clean and super comfortable. I definitely recommend staying here and will definitely come back. The photos honestly don’t do the place justice."
United States
Jason C.
$165 nightly
The price is $182
Aug 31 - Sep 1
Total with taxes and fees
Charming Jacksonville Studio with AC • Easy Walk to Town & Britt Festival
Exterior

20. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.
Central Point
8.8 out of 10, Excellent, (5 reviews)
"So easy to get in and out. Convenient to everything we did in the valley. Exactly as advertised. Great views and quiet location. Will definitely book again when in town. "
United States
Marc A.
$277 nightly
The price is $297
Aug 9 - Aug 10
Total with taxes and fees
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget 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.
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Top Southern Oregon Hotel Reviews

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

8/10 Good
"My stay at this Holiday Inn was overall average, with some definite positives and a few areas that could use attention. The exterior of the property could use some care. The trees need trimming, and the building and surrounding areas would benefit from power washing and general cleanup. That said, the lobby was clean, well maintained, and welcoming. The staff were friendly, professional, and helpful throughout my stay. One thing I would especially commend Holiday Inn for is the breakfast. It was a genuine, quality breakfast with a good variety of options to suit different preferences. I encourage management and decision-makers not to reduce the quality or selection of the breakfast. It is a significant positive and adds real value to the stay. The room itself was clean, comfortable, and smelled fresh. Overall, despite the areas that could use some attention, I had a pleasant stay and would recommend this Holiday Inn to others."
Candido 1-night trip
Posted less than an hour ago
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Find out more about Southern Oregon

Southern Oregon Cottages information

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 Cottages
Lowest Price
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Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between and 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 . 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 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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