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Our top choices for Southern Oregon cottages

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (16 reviews)
"The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great."
United States
Jennifer
The price is SAR 396
SAR 965 total
includes taxes & fees
30 Apr - 1 May
Paschal Winery

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 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 SAR 323
SAR 689 total
includes taxes & fees
17 Apr - 18 Apr
On-site Winery & Tasting Room: Oregon Bungalow!

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, (111 reviews)
"The stay was private and great "
United States
bradley s.
The price is SAR 290
SAR 579 total
includes taxes & fees
17 Apr - 18 Apr
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (112 reviews)
"Wonderful place .... highly recommend "
United States
Troy L.
The price is SAR 422
SAR 684 total
includes taxes & fees
17 Apr - 18 Apr
The Vintage Cottage with riverfront access

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, (23 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 SAR 557
SAR 861 total
includes taxes & fees
17 Apr - 18 Apr
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!

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 reviews)
"Clean sweet comfortable and well priced"
United States
Linda C.
The price is SAR 476
SAR 826 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (26 reviews)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is SAR 436
SAR 849 total
includes taxes & fees
19 Apr - 20 Apr
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (42 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
Downtown Mint

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
Jacksonville Historic District
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 SAR 458
SAR 1,240 total
includes taxes & fees
3 May - 4 May
This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.

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

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Jacksonville Historic District
10.0 out of 10, Exceptional, (52 reviews)
"Love this place! The bed was exceptionally comfortable, which was a pleasant surprise. The accommodations were beautiful, They thought of everything! It was within walking distance of great dining and shopping. Loved it! "
United States
Lynn D.
The price is SAR 513
SAR 1,090 total
includes taxes & fees
20 Apr - 21 Apr
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
9.8 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay"
United States
Julie M.
The price is SAR 559
SAR 996 total
includes taxes & fees
17 May - 18 May
Charming carriage house in Ashland near downtown

Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
Cave Junction
The price is SAR 203
SAR 730 total
includes taxes & fees
22 Apr - 23 Apr
Family-friendly 1BR w/ Laundry: Dogs Welcome

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, (28 reviews)
"Location was quiet and private, perfect for a break from busy schedule. Cottage was charming with especially comfortable couch and bed. Great surroundings for walking the dog. "
United States
T L.
The price is SAR 469
SAR 845 total
includes taxes & fees
28 Apr - 29 Apr
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

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 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
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.
Courtside Cottage - WalkScore 93 - Dog Friendly

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, (5 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 SAR 456
SAR 737 total
includes taxes & fees
23 Apr - 24 Apr
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (219 reviews)
"Fun, functional, and super easy! Will stay here again "
United States
Andrew D.
The price is SAR 627
SAR 1,054 total
includes taxes & fees
19 Apr - 20 Apr
The Ashland Cottage, walk to town

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.
Central Point
9.0 out of 10, Wonderful, (2 reviews)
"Very relaxing, gorgeous views! Home was very clean and well stocked. We had everything we needed to make dinner and spend time with family at this great little house. Soft linens, comfy beds, good towels. Clearly the owners take pride in the home and hosting. There was another visitor staying in the RV at the time and it was never an issue. The land is big enough that we each had our own space. The whole area is fenced making it safe and easy. Would stay here again for sure. "
United States
gianna b.
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Railroad District, steps to downtown, everything you need to enjoy Ashland!
Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"So close to down town , shops , coffee and restaurants! Enjoyed Noble Coffee, great find! Your location was quiet and set up just right for our visit! We’ll visit again! "
United States
Carla H.
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown
Medford
8.0 out of 10, Very Good, (1 review)
"Location was as advertised."
United States
william L.
Rosewood Studio | Private Cottage Near Downtown
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 SAR 579 and SAR 1,240 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 9.7. 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 191 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.