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Featured Cottages in Southern Oregon and around

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is €158
includes taxes & fees
20 Nov - 21 Nov
Paschal Winery

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 €184
includes taxes & fees
20 Nov - 21 Nov
On-site Winery & Tasting Room: Oregon Bungalow!

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 €156
includes taxes & fees
20 Nov - 21 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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 €148
includes taxes & fees
11 Dec - 12 Dec
The Vintage Cottage with riverfront access

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 €183
includes taxes & fees
20 Nov - 21 Nov
Charming carriage house in Ashland near downtown

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 €198
includes taxes & fees
23 Nov - 24 Nov
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

Downtown Mint

Medford
9.8 out of 10, Exceptional, (39)
"Loved the house, had a great stay!"
United States
Kara B.
The price is €194
includes taxes & fees
1 Dec - 2 Dec
Downtown Mint

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.
The price is €192
includes taxes & fees
20 Nov - 21 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly

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 €193
includes taxes & fees
20 Nov - 21 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

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 €211
includes taxes & fees
25 Nov - 26 Nov
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

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 €187
includes taxes & fees
20 Nov - 21 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!

Fish & Hike: Peaceful Cabin on Williamson River

3.0 star property
Chiloquin
The price is €277
includes taxes & fees
1 Dec - 2 Dec
Fish & Hike: Peaceful Cabin on Williamson River

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 €204
includes taxes & fees
20 Nov - 21 Nov
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

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

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.
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Wildlife Preserve, Country Cottage, Spacious

Cave Junction
8.4 out of 10, Very good, (22)
"Lovely and private!"
United States
Sherri
The price is €140
includes taxes & fees
20 Nov - 21 Nov
Wildlife Preserve, Country Cottage, Spacious

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.
Modern cottage centrally located with private access to the Rogue River!

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

Jacksonville Historic District
10.0 out of 10, Exceptional, (45)
"Beautiful space, inside and out. Location is amazing. "
United States
Jess M.
The price is €269
includes taxes & fees
29 Nov - 30 Nov
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 €226
includes taxes & fees
20 Nov - 21 Nov
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 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 €258
includes taxes & fees
30 Nov - 1 Dec
The Ashland Cottage, walk to town
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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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.
What are the best cottages in Southern Oregon?
Southern Oregon has multiple cottages with a total average guest review rating of . Planning a getaway to Medford? Travellers 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 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.
Are there any family-friendly cottages in Southern Oregon?
You'll discover some very comfortable family-friendly cottages in Southern Oregon. If you're seeking a slower pace in Medford, make a reservation at Rellik House. Winery And Alpaca Farm. With amenities such as WiFi and a fireplace, your entire crew will feel relaxed and comfy at this 3.5-star property. Wine Suite At Rellik House. Winery And Alpaca Farm is another popular choice for families in Medford. This 3.5-star cottage includes WiFi, a firepit and more. You'll find plenty of fun things to do for the whole family in Medford. Roxy Ann Peak and Prescott Park and Rogue Valley Family Fun Centre deliver a wonderful day out.
Why book your cottage in Southern Oregon with Expedia?
We think that a holiday 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 favourite 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.
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.