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Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Cottages in Southern Oregon

Glamp Cottage Trailer | Terrace/patio
Paschal Winery

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (13)
"It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland."
United States
Heidi
The price is NZ$310
includes taxes & fees
9 Nov - 10 Nov
Paschal Winery
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!

3.0 star property
Central Point
8.4 out of 10, Very good, (5)
"Was A nice oasis deer came and visited me in the morning, and the view was outstanding!"
United States
Samona
The price is NZ$379
includes taxes & fees
9 Dec - 10 Dec
On-site Winery & Tasting Room: Oregon Bungalow!
Exterior
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, (100)
"This is a really great spot to stay. I was attending a wedding in Central pPoint. Lots of wineries close by, hiking trails, and of course you can get into town pretty easily. Beautiful spots to enjoy the river are within minutes. There’s even a couple stores and restaurants that you can walk to. I would definitely stay here again."
United States
Michelle H.
The price is NZ$312
includes taxes & fees
10 Nov - 11 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Outdoor dining
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work

R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work

Gold Hill
9.4 out of 10, Exceptional, (16)
"Peaceful location on the river."
United States
John H.
The price is NZ$381
includes taxes & fees
1 Dec - 2 Dec
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Exterior
Downtown Mint

Downtown Mint

Medford
9.8 out of 10, Exceptional, (39)
"Loved the house, had a great stay!"
United States
Kara B.
The price is NZ$388
includes taxes & fees
18 Nov - 19 Nov
Downtown Mint
Exterior
The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access

Grants Pass
9.8 out of 10, Exceptional, (109)
"Really enjoyed my stay here. Teresa and her pups are very welcoming! Highly recommended!"
United States
Joanne T.
The price is NZ$296
includes taxes & fees
11 Nov - 12 Nov
The Vintage Cottage with riverfront access
Exterior
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, (32)
"The cottage was the perfect little place to retreat after wine tasting and walking around Jacksonville. Just far enough out and amongst wineries but still close to downtown :) lovely outdoor space with a relaxing river front seating. We just loved it!"
United States
Kelseyann R.
The price is NZ$388
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Outdoor spa tub
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
10.0 out of 10, Exceptional, (22)
"We enjoyed our stay very much my husband was very happy we got to barbecue and celebrate a day late for Father's day but it was worth the wait we enjoyed the hot tub The view the whole visit was great thank you so much"
United States
Mike B.
The price is NZ$363
includes taxes & fees
16 Nov - 17 Nov
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!
Terrace/patio
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

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

Central Point
9.8 out of 10, Exceptional, (25)
"This house was a awesome cute little place! Definitely recommend if you have pets the fenced in yard was nice! 😊"
United States
Maiah C.
The price is NZ$409
includes taxes & fees
9 Dec - 10 Dec
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Property grounds
Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown

Skidmore Academy Historic District
10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
United States
Julie M.
The price is NZ$368
includes taxes & fees
21 Nov - 22 Nov
Charming carriage house in Ashland near downtown
Exterior
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)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is NZ$317
includes taxes & fees
17 Nov - 18 Nov
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
House (1 Bedroom) | Interior
Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River

3.0 star property
Chiloquin
The price is NZ$572
includes taxes & fees
9 Nov - 10 Nov
Fish & Hike: Peaceful Cabin on Williamson River
Exterior
Wildlife Preserve, Country Cottage, Spacious

Wildlife Preserve, Country Cottage, Spacious

Cave Junction
8.4 out of 10, Very good, (22)
"It was quiet and peaceful. I loved seeing the wildlife. The cottage was comfortable and would be perfect for a family with small kids."
United States
christine
The price is NZ$280
includes taxes & fees
9 Nov - 10 Nov
Wildlife Preserve, Country Cottage, Spacious
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District
10.0 out of 10, Exceptional, (58)
"Great Location and Comfortable Unit."
United States
John V.
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior
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, (2)
"Booking and check-in were very smooth. The property is as advertised and more! Peaceful, beautiful, comfortable and convenient to Jacksonville and nearby areas. Will look forward to staying again. "
United States
Ruth P.
The price is NZ$350
includes taxes & fees
15 Nov - 16 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

City Center Medford
9.6 out of 10, Exceptional, (22)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
United States
Jim Z.
The price is NZ$409
includes taxes & fees
17 Nov - 18 Nov
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior
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, (1)
"The house was so cute not far from town and had access to the Rogue river. The owner had a hand written welcome note along with fresh flowers to greet us as we arrived. The house was well equipped with all the necessities of home including snacks, water bottles, coffee, shampoo, conditioner, laundry soap, pots and pans and comfy beds with lovely linens. We couldn’t ask for a better introduction to the beautiful state of Oregon and the town of Grants Pass. Thank you!"
United States
Tamara F.
The price is NZ$382
includes taxes & fees
13 Nov - 14 Nov
Modern cottage centrally located with private access to the Rogue River!
Exterior
The Ashland Cottage, walk to town

The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (209)
"Great place for a couple. Nice house. Good location."
United States
Tamara H.
The price is NZ$514
includes taxes & fees
16 Nov - 17 Nov
The Ashland Cottage, walk to town
Exterior
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

Jacksonville Historic District
10.0 out of 10, Exceptional, (1)
"The location was amazing: within walking distance of almost all the Jacksonville restaurants, stores, residential areas and the Britt Festival. The cottage was very cleaned and well-maintained. Ashley was very responsive and helpful in making all the arrangements for our party."
United States
Juliana S.
The price is NZ$639
includes taxes & fees
10 Nov - 11 Nov
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Exterior
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Central Point
8.8 out of 10, Excellent, (9)
"My husband and I arrived at the property I reserved only to find it occupied by a month-to-month resident that was staying for the summer. The tenant was very nice and helpful, and she called the owner directly to clarify the double booking. The owner apologized and told me he had another property available and he would refund the nightly rate. We drove to the other property that was about 10 miles away. Now I am not going to review the alternate property as it is not relevant to this...
United States
Margaret H.
The price is NZ$369
includes taxes & fees
9 Dec - 10 Dec
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
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

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Very clean, quiet, and comfortable. Exceptional value. I'll be back."
Kevin 3-night trip
Posted 3 days ago
Flagship Inn of Ashland

Find out more about Southern Oregon

Southern Oregon Cottages information

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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.
How many cottages are there in Southern Oregon?
Look up our 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.

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