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Featured Cottages in Southern Oregon and around

Our top choices for Southern Oregon cottages

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

9.8 out of 10, Exceptional, (23)
"Wonderful quiet HOUSE, much more space than I anticipated. Jess was helpful, communicative. I'd happily stay here again."
The price is €229
includes taxes & fees
2 Sept - 3 Sept
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is €233
includes taxes & fees
21 Aug - 22 Aug
Paschal Winery

Grants Pass Hillside Retreat w/View Mins from Everything

9.4 out of 10, Exceptional, (22)
"Lovely setting, great communication. Everything was as advertised. Very comfortable bed...my main criteria. "
The price is €101
includes taxes & fees
22 Aug - 23 Aug
Grants Pass Hillside Retreat w/View Mins from Everything

Diamond D Fully Furnished 1 Bedroom Guest House

10.0 out of 10, Exceptional, (8)
"Beautiful place, nice and quiet. Owners and family very friendly and helpful with directions. Both my husband and I felt that we would definitely stay there again if available when we come through the area."
The price is €215
includes taxes & fees
2 Sept - 3 Sept
Diamond D Fully Furnished 1 Bedroom Guest House

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (103)
"What a beautiful location. The cottage was well equipped. We would stay here again."
The price is €234
includes taxes & fees
28 Aug - 29 Aug
The Vintage Cottage with riverfront access

Wildlife Preserve, Country Cottage, Spacious

8.4 out of 10, Very good, (19)
"It was quiet and peaceful. I loved seeing the wildlife. The cottage was comfortable and would be perfect for a family with small kids."
The price is €139
includes taxes & fees
3 Sept - 4 Sept
Wildlife Preserve, Country Cottage, Spacious

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9.6 out of 10, Exceptional, (27)
"Wonderful stay at this cute cottage with my adult daughters. Owners were great and we enjoyed every minute of it. Can't wait to come back again. "
The price is €192
includes taxes & fees
2 Sept - 3 Sept
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Fish & Hike: Peaceful Cabin on Williamson River

3.0 star property
The price is €290
includes taxes & fees
25 Aug - 26 Aug
Fish & Hike: Peaceful Cabin on Williamson River

Downtown Mint

9.8 out of 10, Exceptional, (37)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is €215
includes taxes & fees
25 Aug - 26 Aug
Downtown Mint

Hot Tub w/ River Views / Close to I-5 / Private Patio

10.0 out of 10, Exceptional, (18)
"The hot tub was awesome, gorgeous of the river. Situated nicely between Medford and Grants pass with a short drive to either. Hosts were communicative and pleasant. All necessities that could be reasonably expected on site. Shower has great water pressure. "
The price is €193
includes taxes & fees
25 Aug - 26 Aug
Hot Tub w/ River Views / Close to I-5 / Private Patio

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

9.0 out of 10, Wonderful, (8)
"This place was amazing. Took a little extra time to get to, but it was well worth it. Would definitely stay here again. Thanks again for all necessary accommodations as well. Definitely appreciated 🙏"
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Five Minutes from Crater Lake National Park

9.6 out of 10, Exceptional, (50)
"Great location just outside Crater Lake NP. Very convenient for the park. It had everything we needed."
The price is €340
includes taxes & fees
15 Sept - 16 Sept
Five Minutes from Crater Lake National Park

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

9.8 out of 10, Exceptional, (96)
"This was a very nice studio, the owners were very nice and easy to work with. "
The price is €155
includes taxes & fees
3 Sept - 4 Sept
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

10.0 out of 10, Exceptional, (39)
"Checkin was easy—they even were able to accommodate us when we got into town early. Very clean, awesome outdoor space, comfortable bed. We enjoyed the location, too! We would stay again!"
The price is €311
includes taxes & fees
27 Aug - 28 Aug
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Ruby Belle Cottage retreat

2.0 star property
8.0 out of 10, Very good, (1)
"We actually really only spent our sleeping hours there. Bed was comfortable. Area is spacious, nice outside area. Very quiet. Property is very centered for the tourists attractions in the area."
Ruby Belle Cottage retreat

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay"
Charming carriage house in Ashland near downtown

Family friendly home overlooking the Rogue River.

9.2 out of 10, Wonderful, (13)
"Peaceful location on the river."
The price is €189
includes taxes & fees
16 Sept - 17 Sept
Family friendly home overlooking the Rogue River.

Cozy, Country Cottage Near the Rogue River

10.0 out of 10, Exceptional, (2)
"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."
The price is €315
includes taxes & fees
2 Sept - 3 Sept
Cozy, Country Cottage Near the Rogue River

Historic Home in Klamath Falls

9.8 out of 10, Exceptional, (17)
"Home was super clean and the host left all the amenities that we would ever need. A great place to stay for the night if you’re traveling and convenient to restaurants with a short drive. John was super helpful attentive at check-in."
The price is €293
includes taxes & fees
15 Sept - 16 Sept
Historic Home in Klamath Falls

Rustic Home w/ Deck & Grills on Williamson River!

3.0 star property
6.0 out of 10, (1)
"Great location, well decorated. The place can feel dirty given it’s an old house. Overall good for the price. "
The price is €269
includes taxes & fees
1 Sept - 2 Sept
Rustic Home w/ Deck & Grills on Williamson River!
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

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between €101 and €340 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 9.2. Planning a getaway to Medford? Travellers 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 193 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.