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Cottages in Southern Oregon

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is SAR 432
SAR 794 total
includes taxes & fees
3 Dec - 4 Dec
Paschal Winery

Fish & Hike: Peaceful Cabin on Williamson River

3.0 star property
Chiloquin
The price is SAR 664
SAR 1,217 total
includes taxes & fees
3 Dec - 4 Dec
Fish & Hike: Peaceful Cabin on Williamson River

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)
"The place was super cute and updated. The hot tub had been cleaned and refilled with fresh water, which was very nice. I feel we had some trouble with the keypad which should be looked into. Other than that it was a great quiet weekend. Will rent again for sure."
United States
Michele R.
The price is SAR 442
SAR 832 total
includes taxes & fees
3 Dec - 4 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

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

Central Point
9.8 out of 10, Exceptional, (100)
"I travel to Central Point regularly, and this was my second stay at this lovely gem. I'll be back again. Clean, bright, and comfortable. "
United States
Mike W.
The price is SAR 368
SAR 663 total
includes taxes & fees
3 Dec - 4 Dec
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Downtown Mint

Medford
9.8 out of 10, Exceptional, (40)
"Loved the house, had a great stay!"
United States
Kara B.
The price is SAR 319
SAR 781 total
includes taxes & fees
8 Dec - 9 Dec
Downtown Mint

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

Central Point
9.8 out of 10, Exceptional, (26)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
The price is SAR 469
SAR 864 total
includes taxes & fees
9 Dec - 10 Dec
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

The Vintage Cottage with riverfront access

Grants Pass
9.8 out of 10, Exceptional, (109)
"We just loved staying in this wonderful cottage! The host was so kind and was able to recommend several ideas during our stay. It was well-stocked with tea, coffee, yummy snacks and the fluffiest of towels! We will definitely stay here again!"
United States
Marguerite
The price is SAR 371
SAR 625 total
includes taxes & fees
4 Dec - 5 Dec
The Vintage Cottage with riverfront access

Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District
10.0 out of 10, Exceptional, (59)
"Great Location and Comfortable Unit."
United States
John V.
The price is SAR 328
SAR 772 total
includes taxes & fees
8 Dec - 9 Dec
Courtside Cottage - WalkScore 93 - Dog Friendly

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 SAR 388
SAR 776 total
includes taxes & fees
11 Dec - 12 Dec
Charming carriage house in Ashland near downtown

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

Jacksonville
9.8 out of 10, Exceptional, (32)
"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 SAR 450
SAR 823 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

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)
"The hot tub was awesome, gorgeous of the river. Situated nicely between Medford and Grants pass with a short drive to either. Hosts were communicative and pleasant. All necessities that could be reasonably expected on site. Shower has great water pressure. "
United States
Alexis B.
The price is SAR 482
SAR 793 total
includes taxes & fees
4 Dec - 5 Dec
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!

On-site Winery & Tasting Room: Oregon Bungalow!

3.0 star property
Central Point
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 SAR 435
SAR 826 total
includes taxes & fees
3 Dec - 4 Dec
On-site Winery & Tasting Room: Oregon Bungalow!

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 SAR 296
SAR 670 total
includes taxes & fees
3 Dec - 4 Dec
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

City Center Medford
9.6 out of 10, Exceptional, (22)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is SAR 436
SAR 887 total
includes taxes & fees
7 Dec - 8 Dec
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Central Point
10.0 out of 10, Exceptional, (3)
"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 741 total
includes taxes & fees
8 Dec - 9 Dec
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

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

Jacksonville Historic District
10.0 out of 10, Exceptional, (45)
"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 SAR 536
SAR 1,148 total
includes taxes & fees
8 Dec - 9 Dec
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience

Central Point
The price is SAR 413
SAR 965 total
includes taxes & fees
17 Dec - 18 Dec
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience

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 SAR 503
SAR 1,348 total
includes taxes & fees
6 Dec - 7 Dec
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (210)
"The property was beautiful and just as described. We were rewarded with a kitty visit on the deck in the mornings while we drank our tea and coffee. Perfect distance from town, able to walk but not in all of the hubbub. "
United States
Jeanette S.
The price is SAR 574
SAR 1,017 total
includes taxes & fees
3 Dec - 4 Dec
The Ashland Cottage, walk to town

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Central Point
8.8 out of 10, Excellent, (9)
"This place was amazing. Took a little extra time to get to, but it was well worth it. Would definitely stay here again. Thanks again for all necessary accommodations as well. Definitely appreciated 🙏"
United States
Silent Tunez P.
The price is SAR 469
SAR 777 total
includes taxes & fees
3 Dec - 4 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

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between SAR 625 and SAR 1,348 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 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.