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

Search Southern Oregon Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southern Oregon cottages

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, (1 review)
"Super chalet dans la forêt très bien équipé, cadre très agréable, logement charmant. Juste bien penser a faire des courses avant l’arrivee"
France
Murielle
$205 nightly
The price is $224
Sep 20 - Sep 21
Total with taxes and fees
Forest Cabin by Crater Lake & Klamath Falls

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
$433 nightly
The price is $439
Sep 21 - Sep 22
Total with taxes and fees
Paschal Winery

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
$208 nightly
The price is $228
Sep 20 - Sep 21
Total with taxes and fees
Forest Cabin by Crater Lake & Klamath Falls

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, (128 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
$148 nightly
The price is $167
Sep 22 - Sep 23
Total with taxes and fees
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

5. The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (131 reviews)
"Great place, great pool and right on the Rogue River!"
United States
Joe W.
$164 nightly
The price is $166
Sep 22 - Sep 23
Total with taxes and fees
The Vintage Cottage with riverfront access

6. 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
$318 nightly
The price is $338
Sep 18 - Sep 19
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.

7. 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.
$188 nightly
The price is $191
Sep 29 - Sep 30
Total with taxes and fees
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

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.
$227 nightly
The price is $230
Sep 21 - Sep 22
Total with taxes and fees
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
Jacksonville
9.6 out of 10, Exceptional, (4 reviews)
"Excellent location. The house was comfortable and had everything we needed."
United States
Christopher
$283 nightly
The price is $305
Sep 24 - Sep 25
Total with taxes and fees
Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

10. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (51 reviews)
"Good location and comfy beds!"
United States
Melissa L.
$234 nightly
The price is $263
Sep 21 - Sep 22
Total with taxes and fees
Downtown Mint

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
$310 nightly
The price is $339
Sep 19 - Sep 20
Total with taxes and fees
'crater Lake' Williamson River Resort Cabin 6

12. 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
Sep 22 - Sep 23
Total with taxes and fees
Modern cottage centrally located with private access to the Rogue River!

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.
$240 nightly
The price is $244
Sep 23 - Sep 24
Total with taxes and fees
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

14. 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.
$233 nightly
The price is $237
Sep 28 - Sep 29
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!

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.
$210 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Charming carriage house in Ashland near downtown

16. 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
$258 nightly
The price is $262
Sep 21 - Sep 22
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

17. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (70 reviews)
"Great highly recommend"
United States
Linda J.
$272 nightly
The price is $293
Sep 20 - Sep 21
Total with taxes and fees
Historic Bradshaw House!

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

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.8 out of 10, Exceptional, (47 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
$230 nightly
The price is $259
Sep 27 - Sep 28
Total with taxes and fees
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

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.
$171 nightly
The price is $195
Sep 28 - Sep 29
Total with taxes and fees
Rosewood Studio | Private Cottage Near Downtown

20. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (234 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
$258 nightly
The price is $288
Oct 18 - Oct 19
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southern Oregon Hotel Reviews

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
742
Accommodation
204 Cottages
Lowest Price
$166
Highest Price
$439

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between $166 and $439 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 9.7. 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 204 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.

Explore a world of travel with Expedia