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Our top choices for Southern Oregon cottages

Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

Cottage in Central Point

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
8.4 out of 10, Very Good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is ￥17,953
￥34,075 total
includes taxes & fees
Dec 20 - Dec 21
On-site Winery & Tasting Room: Oregon Bungalow!
Glamp Cottage Trailer | Terrace/patio
Paschal Winery

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is ￥17,290
￥32,322 total
includes taxes & fees
Dec 29 - Dec 30
Paschal Winery
House (1 Bedroom) | Interior
Family-friendly 1BR w/ Laundry: Dogs Welcome

Cottage in Cave Junction

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
The price is ￥12,907
￥32,828 total
includes taxes & fees
Dec 19 - Dec 20
Family-friendly 1BR w/ Laundry: Dogs Welcome
House (1 Bedroom) | Interior
Fish & Hike: Peaceful Cabin on Williamson River

Cottage in Chiloquin

Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
The price is ￥27,394
￥50,210 total
includes taxes & fees
Dec 19 - Dec 20
Fish & Hike: Peaceful Cabin on Williamson River
House (3 Bedrooms) | Interior
3BR House w/ Lake Views, Full Kitchen, A/C & Wifi

Cottage in Chiloquin

3BR House w/ Lake Views, Full Kitchen, A/C & Wifi
3.0 star property
The price is ￥38,100
￥77,247 total
includes taxes & fees
Dec 21 - Dec 22
3BR House w/ Lake Views, Full Kitchen, A/C & Wifi
Cottage (2 Bedrooms) | Interior
Oceanfront Smith River Cottage: Beach Access!

Cottage in Smith River

Oceanfront Smith River Cottage: Beach Access!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely place, clean, convenient, and walkable to the beach. Cottage is nice, but small and attached to the main house, so it is not as secluded. "
United States
Olga
The price is ￥27,394
￥65,633 total
includes taxes & fees
Dec 19 - Dec 20
Oceanfront Smith River Cottage: Beach Access!
House (4 Bedrooms) | Interior
3-acre Property: Beachfront Home in Smith River!

Cottage in Smith River

3-acre Property: Beachfront Home in Smith River!
3.0 star property
The price is ￥42,562
￥113,557 total
includes taxes & fees
Jan 18 - Jan 19, 2026
3-acre Property: Beachfront Home in Smith 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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Nice"
Evan 1-night trip
Posted 2 days ago
Comfort Inn & Suites Ashland

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
16
Accommodation
198 Cottages
Lowest Price
￥32,322
Highest Price
￥113,557

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between ￥32,322 and ￥113,557 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 198 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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