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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Featured Cottages in Southern Oregon

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker

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

9.8 out of 10, Exceptional, (90)
"It was freezing cold the 1st night and having it prepared for us with heat in the space would have been great. We had to buy TP and paper towels. We stayed 3 nights. The cabin is so cute the bed was excellent to sleep on. "
The price is NZ$288
includes taxes & fees
3 Apr - 4 Apr
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Paschal Winery
Glamp Cottage Trailer | Living area

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (7)
"Very nice and hassle free check in "
The price is NZ$382
includes taxes & fees
16 Apr - 17 Apr
Paschal Winery
The Vintage Cottage with riverfront access
Exterior

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (93)
"Theresa is wonderfully Hospitable.you are def aware she is on premises. Location set back from road. Difficult to find. Had to pass "
The price is NZ$347
includes taxes & fees
3 Apr - 4 Apr
The Vintage Cottage with riverfront access
Five Minutes from Crater Lake National Park
Fridge, microwave, oven, stovetop

Five Minutes from Crater Lake National Park

9.6 out of 10, Exceptional, (38)
"Perfect location to enjoy all winter has to offer from snowshoeing at Crater Lake to hiking around Klamath falls to skiing at Willamette. It was great to come back to a warm home with comfortable furniture. Beds were cozy. The bathroom was on the other side of the house and the shower had low pressure with lots of hot water. Friendly folks in town."
Five Minutes from Crater Lake National Park
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Dining

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

9.6 out of 10, Exceptional, (19)
"We enjoyed our comfy stay in the country. We loved visiting with the animals. Unfortunately, the wineries weren’t open because it was Christmas but Jacksonville was decked out with lights. Thank you for adding to our fun winter adventure."
The price is NZ$343
includes taxes & fees
3 Apr - 4 Apr
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Historic Home in Klamath Falls
Terrace/patio

Historic Home in Klamath Falls

9.6 out of 10, Exceptional, (13)
"Everything from start to finish was over the top. When we opened the door to the house we were so happy. It was clean, smelled good and was bigger than we expected. Everything was such great quality and even had coffee pods and coffee in the fridge! The kitchen is amazing. We will definitely come back. The owner is extremely helpful and answers within a few short minutes. "
The price is NZ$499
includes taxes & fees
30 Apr - 1 May
Historic Home in Klamath Falls
Wildlife Preserve, Country Cottage, Spacious
Dining

Wildlife Preserve, Country Cottage, Spacious

9.0 out of 10, Wonderful, (12)
"It was quaint, like Grandmas house, clean, well stocked. Had a great setting."
The price is NZ$276
includes taxes & fees
3 Apr - 4 Apr
Wildlife Preserve, Country Cottage, Spacious
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

9.8 out of 10, Exceptional, (10)
"Casa Amore was a perfect spot for my daughter and her husband and their dog to stay for a night! The location is great, parking and entry is easy, the space is clean and comfortable with everything they needed, and the communication from Haley has been wonderful. "
The price is NZ$500
includes taxes & fees
6 Apr - 7 Apr
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining

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

9.6 out of 10, Exceptional, (18)
"Had family in the area and was able to visit."
The price is NZ$377
includes taxes & fees
3 Apr - 4 Apr
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (41)
"Great studio cottage, clean, has all you need for a short stay. Easy walking distance of downtown Ashland, including all of the stages for the Shakespeare festival. Hosts have it set up to really inform you, they check in via email during the stay, but are not invasive in the slightest.Fair price for quality and location. Can recommend."
The price is NZ$477
includes taxes & fees
7 Apr - 8 Apr
Courtside Cottage - WalkScore 93 - Dog Friendly
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.0 out of 10, Wonderful, (2)
"This is a very charming and warm property located in a great central spot of Medford. I highly recommend it!"
The price is NZ$378
includes taxes & fees
3 Apr - 4 Apr
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Interior

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Tranquil setting surrounded by panoramic mountain views, grazing horses
Property grounds

Tranquil setting surrounded by panoramic mountain views, grazing horses

9.8 out of 10, Exceptional, (107)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Property grounds

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

10.0 out of 10, Exceptional, (37)
"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!"
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
1 bedroom, in-room safe, desk, iron/ironing board

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

10.0 out of 10, Exceptional, (14)
"This is a nicely refinished farm outbuilding. If you want a fancy rental this might not suit you. We found it charming and comfortable. It has separate living area and bed room and bathroom. Comfortable chairs, large tv, nicely decorated in western motifs. Felt like a home away from home. We will return if we stay in Ashland again."
The price is NZ$313
includes taxes & fees
8 Apr - 9 Apr
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Lakefront Chiloquin Home w/ Scenic Deck!
Property grounds

Lakefront Chiloquin Home w/ Scenic Deck!

3.0 star property
Lakefront Chiloquin Home w/ Scenic Deck!
Thistlebee Cottage just outside charming Ashland, Oregon
Fridge, microwave, oven, stovetop

Thistlebee Cottage just outside charming Ashland, Oregon

The price is NZ$363
includes taxes & fees
7 Apr - 8 Apr
Thistlebee Cottage just outside charming Ashland, Oregon
COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner
Fridge, microwave, oven, stovetop

COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner

10.0 out of 10, Exceptional, (61)
"We were in town to visit family and this was a perfect spot. Clean, quiet, convenient. Wonderful host. "
COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner
Welcoming Grants Pass Retreat - Walk to Park!
Microwave, oven, stovetop, cookware/dishes/utensils

Welcoming Grants Pass Retreat - Walk to Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
Welcoming Grants Pass Retreat - Walk to Park!
Close to Parks & Brews: Sunny Grants Pass Apt!
Apartment (2 Bedrooms) | Interior

Close to Parks & Brews: Sunny Grants Pass Apt!

3.0 star property
10.0 out of 10, Exceptional, (1)
Close to Parks & Brews: Sunny Grants Pass Apt!
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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Other property types in Southern Oregon

Crater Lake Resort
Boating

Crater Lake Resort

3.0 star property
8.6 out of 10, Excellent, (401)
"Lovely property. We were in the off season, so didn’t interact with the staff. And we were on a mission to ski up to Crater Lake, so didn’t spend much time on the grounds. But still saw eagles, ducks, and herons. Cell service is not great, so a place to relax and deconnect, not a place to be wired in all the time."
The price is NZ$284
includes taxes & fees
3 Apr - 4 Apr
Crater Lake Resort
Rocky Point Resort
Kayaking

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (346)
"This was a wonderful property. Clean quiet and sun rises amazing. No dining as stated in check in informaion made difficult. Communication was difficult but we got help from 140 store. Overall this place exceeded expectations. Thx to all who helped."
The price is NZ$195
includes taxes & fees
16 Apr - 17 Apr
Rocky Point Resort
Harriman Springs Resort Cabin 3 - Cabins with a View
Exterior

Harriman Springs Resort Cabin 3 - Cabins with a View

9.4 out of 10, Exceptional, (149)
"My wife and I had a great stay here. The cabin was very clean and looks to have been recently updated as everything was new looking and upscale for a cabin on a lake. Bathroom was super nice with a large shower and jacuzzi tub. The towels made me realize we need new ones at home! The wifi didn't work but the owner said to contact him directly so we could've gotten it fixed, we just didn't need it since we had a laptop we could hook up and hotspot from our phones. We have Verizon and we're able...
The price is NZ$330
includes taxes & fees
5 Apr - 6 Apr
Harriman Springs Resort Cabin 3 - Cabins with a View
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.

Frequently asked questions

How much do cottages in Southern Oregon cost?
You’ll pay between NZ$276 and NZ$500 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.
How many cottages are there in Southern Oregon?
Look up our 188 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.
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.