Search Cottages in Southern Oregon

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Southern Oregon cottages

Terrace/patio

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (15 reviews)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
The price is AED 397
AED 751 total
includes taxes & fees
15 Mar - 16 Mar
Paschal Winery
Cottage (1 Bedroom) | Interior

Cottage in Central Point

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
8.4 out of 10, Very Good, (5 reviews)
"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 AED 316
AED 697 total
includes taxes & fees
5 Apr - 6 Apr
On-site Winery & Tasting Room: Oregon Bungalow!
Exterior

Cottage in Grants Pass

The Vintage Cottage with riverfront access
9.8 out of 10, Exceptional, (111 reviews)
"Wonderful place .... highly recommend "
United States
Troy L.
The price is AED 364
AED 611 total
includes taxes & fees
10 Mar - 11 Mar
The Vintage Cottage with riverfront access
Exterior

Cottage in Central Point

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.8 out of 10, Exceptional, (105 reviews)
"The stay was private and great "
United States
bradley s.
The price is AED 309
AED 595 total
includes taxes & fees
8 Mar - 9 Mar
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

Cottage in City Center Medford

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
9.6 out of 10, Exceptional, (24 reviews)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is AED 423
AED 869 total
includes taxes & fees
6 Mar - 7 Mar
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Property grounds

Cottage in Gold Hill

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!
10.0 out of 10, Exceptional, (22 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.
The price is AED 472
AED 781 total
includes taxes & fees
8 Mar - 9 Mar
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!
Exterior

Cottage in Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.8 out of 10, Exceptional, (32 reviews)
"We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick "
United States
Ryan K.
The price is AED 463
AED 831 total
includes taxes & fees
9 Mar - 10 Mar
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior detail

Cottage in Jacksonville Historic District

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
9.8 out of 10, Exceptional, (78 reviews)
"The host was very helpful and responsive to questions. The location was wonderful, and the property was clean and warm. A very nice place to stay!"
United States
Sarah F.
The price is AED 476
AED 1,151 total
includes taxes & fees
6 Mar - 7 Mar
This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
Property grounds

Cottage in Gold Hill

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
9.0 out of 10, Wonderful, (19 reviews)
"Location was everything! The hot tub and view were fabulous. Beds were comfortable and ample bedding/towels were provided. "
United States
Kei H.
The price is AED 432
AED 818 total
includes taxes & fees
8 Mar - 9 Mar
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

Cottage in Central Point

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
9.8 out of 10, Exceptional, (27 reviews)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
The price is AED 459
AED 820 total
includes taxes & fees
5 Apr - 6 Apr
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior

Cottage in Jacksonville Historic District

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
10.0 out of 10, Exceptional, (48 reviews)
"This place was awesome. Perfect location for walking to restaurants and Britt. The whole place was very clean. Looking forward to staying again"
United States
Ellen H.
The price is AED 459
AED 1,039 total
includes taxes & fees
8 Mar - 9 Mar
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
House (1 Bedroom) | Interior

Cottage in Cave Junction

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
The price is AED 195
AED 665 total
includes taxes & fees
6 Mar - 7 Mar
Family-friendly 1BR w/ Laundry: Dogs Welcome
Exterior

Cottage in Ashland

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is AED 422
AED 813 total
includes taxes & fees
8 Mar - 9 Mar
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Smart TV, books

Cottage in Historic Railroad District

Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (62 reviews)
"Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again."
United States
Lantz B.
The price is AED 418
AED 879 total
includes taxes & fees
9 Mar - 10 Mar
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior

Cottage in Medford

Downtown Mint
10.0 out of 10, Exceptional, (41 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
The price is AED 331
AED 802 total
includes taxes & fees
1 Apr - 2 Apr
Downtown Mint
Exterior

Cottage in Jacksonville

Historic Bradshaw House!
10.0 out of 10, Exceptional, (68 reviews)
"Great highly recommend"
United States
Linda J.
The price is AED 516
AED 1,112 total
includes taxes & fees
6 Mar - 7 Mar
Historic Bradshaw House!
Property grounds

Cottage in Skidmore Academy Historic District

Charming carriage house in Ashland near downtown
9.8 out of 10, Exceptional, (9 reviews)
"Enjoyed our stay"
United States
Julie M.
The price is AED 430
AED 815 total
includes taxes & fees
15 Mar - 16 Mar
Charming carriage house in Ashland near downtown
Property grounds

Cottage in Siskiyou-Hargadine Historic District

The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (214 reviews)
"Perfect Stay!"
United States
Anonymous traveler
The price is AED 613
AED 1,048 total
includes taxes & fees
16 Mar - 17 Mar
The Ashland Cottage, walk to town
Terrace/patio

Cottage in Historic Railroad District

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
10.0 out of 10, Exceptional, (5 reviews)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
The price is AED 803
AED 1,375 total
includes taxes & fees
8 Mar - 9 Mar
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Exterior

Cottage in Central Point

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
10.0 out of 10, Exceptional, (4 reviews)
"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 AED 446
AED 725 total
includes taxes & fees
11 Mar - 12 Mar
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Oregon Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Excellent for the price!"
Janet 1-night trip
Posted 5 hours ago
Flagship Inn of Ashland

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between AED 595 and AED 1,375 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.
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.