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28 Nov - 30 Nov
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19 Dec - 21 Dec
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16 Jan - 18 Jan

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 AED 293
AED 646 total
includes taxes & fees
18 Nov - 19 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 AED 470
AED 785 total
includes taxes & fees
1 Dec - 2 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)
"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 AED 360
AED 649 total
includes taxes & fees
18 Nov - 19 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
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 AED 364
AED 611 total
includes taxes & fees
22 Nov - 23 Nov
The Vintage Cottage with riverfront access
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 AED 422
AED 811 total
includes taxes & fees
14 Dec - 15 Dec
Charming carriage house in Ashland near downtown
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 AED 432
AED 815 total
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 AED 294
AED 752 total
includes taxes & fees
18 Nov - 19 Nov
Downtown Mint
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.
The price is AED 346
AED 783 total
includes taxes & fees
20 Nov - 21 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly
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 AED 441
AED 802 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min 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 AED 426
AED 864 total
includes taxes & fees
19 Nov - 20 Nov
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
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 AED 472
AED 777 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!
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 AED 720
AED 1,180 total
includes taxes & fees
18 Nov - 19 Nov
Fish & Hike: Peaceful Cabin on Williamson River
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, (26)
"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 AED 459
AED 854 total
includes taxes & fees
18 Nov - 19 Nov
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
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 AED 290
AED 660 total
includes taxes & fees
1 Dec - 2 Dec
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
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 AED 446
AED 733 total
includes taxes & fees
24 Nov - 25 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
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 AED 441
AED 578 total
includes taxes & fees
18 Nov - 19 Nov
Wildlife Preserve, Country Cottage, Spacious
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 AED 459
AED 843 total
includes taxes & fees
1 Dec - 2 Dec
Modern cottage centrally located with private access to the Rogue River!
Exterior
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, (44)
"We had the most lovely stay in Jacksonville for a quick weekend getaway to celebrate my sister‘s 50th birthday! The property is beautifully Appointed and has everything you need for a comfortable and luxurious getaway! The bed was plush and inviting, and we had plenty of room for our small group to lounge, make snacks, enjoy a glass of wine, and have wonderful conversations! We will definitely visit again! "
United States
amzncali B.
The price is AED 511
AED 1,108 total
includes taxes & fees
23 Nov - 24 Nov
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Exterior
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

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 AED 477
AED 1,023 total
includes taxes & fees
18 Dec - 19 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
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 AED 562
AED 987 total
includes taxes & fees
18 Nov - 19 Nov
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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Top Southern Oregon Hotel Reviews

Riverside Inn

Riverside Inn

10/10 Excellent
"Friendly staff, nice room, dog walking area"
Rebecca 1-night trip
Posted 2 days ago
Riverside Inn

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? 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 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.

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