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

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Southern Oregon cottages

An outdoor patio with a grill, dining table, chairs, and string lights.

1. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is AED 512
AED 1,556 total
includes taxes & fees
10 Nov - 11 Nov
Paschal Winery
A house with a wooden deck, a stone wall, and a wooden fence.

2. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is AED 613
AED 1,048 total
includes taxes & fees
15 Nov - 16 Nov
The Ashland Cottage, walk to town
A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

3. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is AED 437
AED 823 total
includes taxes & fees
12 Nov - 13 Nov
Forest Cabin by Crater Lake & Klamath Falls
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

4. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Great cottage in an awesome location!"
United States
Andrea R.
The price is AED 411
AED 826 total
includes taxes & fees
30 Nov - 1 Dec
Courtside Cottage - WalkScore 93 - Dog Friendly
Coffee and/or coffee maker

5. 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, (129 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is AED 360
AED 591 total
includes taxes & fees
10 Nov - 11 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A house with a driveway, a tree in the front yard, and a rainbow in the background.

6. 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, (19 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 496
AED 850 total
includes taxes & fees
10 Nov - 11 Nov
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
A house with a yellow door, a stone facade, and a garden with various flowers.

7. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (52 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is AED 397
AED 839 total
includes taxes & fees
13 Nov - 14 Nov
Downtown Mint
A residential house with a garage, a satellite dish, and a driveway.

8. Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Lovely stay. "
United States
Cyndy K.
The price is AED 413
AED 764 total
includes taxes & fees
11 Nov - 12 Nov
Charming carriage house in Ashland near downtown
A bedroom with a bed, a TV, a ladder, a mirror, a basket, and a door with a 'No Smoking' sign.

9. 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.
The price is AED 309
AED 577 total
includes taxes & fees
15 Nov - 16 Nov
Rosewood Studio | Private Cottage Near Downtown
A residential house with a front porch, a small garden with various plants and flowers, and a gravel driveway.

10. 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, (19 reviews)
"Beautiful peaceful place with a great view. Host was accommodating and the house was clean and we enjoyed the art and decorations."
United States
Elizabeth W.
The price is AED 446
AED 665 total
includes taxes & fees
19 Nov - 20 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A modern building with a flat roof, large windows, and a concrete facade.

11. 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, (3 reviews)
"The place was perfect for a week stay"
United States
Michael
The price is AED 413
AED 755 total
includes taxes & fees
12 Nov - 13 Nov
Modern cottage centrally located with private access to the Rogue River!
A blue house with a patio, a small table and chairs, and a hanging flower basket.

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

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.6 out of 10, Exceptional, (40 reviews)
"Lovely cottage with all the amenities in the countryside with beautiful views down a quiet lane. Perfect for our stay to visit Jacksonville and easy access to Medford airport."
United States
Vanessa C.
The price is AED 459
AED 869 total
includes taxes & fees
10 Nov - 11 Nov
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
A green house with a porch, a small deck, and a view of a lake.

13. 'crater Lake' Williamson River Resort Cabin 6

'crater Lake' Williamson River Resort Cabin 6
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (1 review)
"Very nice cabin. We were able to relax and rest. Sitting on the river watching the birds, SO MANY different kinds of birds. It was nice to not have to haul utensils, pots and pans or bedding and towels. It was all ready there. Our dogs went swimming in the river and loved it. Close to Crater Lake, we took a day trip. Clean, quiet, restful. We'll be back."
United States
Brooke
The price is AED 665
AED 974 total
includes taxes & fees
19 Nov - 20 Nov
'crater Lake' Williamson River Resort Cabin 6
A bedroom with a fireplace, a bed with a headboard, a window, and a wall-mounted picture.

14. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
Jacksonville
9.6 out of 10, Exceptional, (5 reviews)
"Excellent location. The house was comfortable and had everything we needed."
United States
Christopher
The price is AED 422
AED 906 total
includes taxes & fees
10 Nov - 11 Nov
Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
A two-story house with a front porch, a covered entryway, and a small front yard.

15. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"We had an awesome time!"
United States
Dena C.
The price is AED 304
AED 1,007 total
includes taxes & fees
10 Nov - 11 Nov
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
A small, single-story house with a white picket fence, a purple front door, and a porch with white railings.

16. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (71 reviews)
"We’ve stayed in Vrbo’s around the world and this is by far our favorite."
United States
Robert B.
The price is AED 422
AED 906 total
includes taxes & fees
10 Nov - 11 Nov
Historic Bradshaw House!
A house with a stone pathway, white picket fence, and a small porch.

17. Charming 1BR Cottage – Walk to Britt Gardens

Charming 1BR Cottage – Walk to Britt Gardens
Jacksonville
9.2 out of 10, Wonderful, (9 reviews)
"Location and interior was superb"
United States
Jonathan B.
The price is AED 422
AED 951 total
includes taxes & fees
10 Nov - 11 Nov
Charming 1BR Cottage – Walk to Britt Gardens
A small house with a porch, a bench, and a tree with white blossoms.

18. 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, (38 reviews)
"What a great location! We mostly sat by the river and enjoyed the scenery!"
United States
Christina B.
The price is AED 466
AED 794 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

19. 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
9.8 out of 10, Exceptional, (28 reviews)
"Great accommodations, excellent communication. We all had a great time!"
United States
Sabrina D.
The price is AED 585
AED 872 total
includes taxes & fees
10 Nov - 11 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!
A two-story house with a sloped roof, multiple windows, and a well-maintained garden.

20. 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
8.8 out of 10, Excellent, (8 reviews)
"So easy to get in and out. Convenient to everything we did in the valley. Exactly as advertised. Great views and quiet location. Will definitely book again when in town. "
United States
Marc A.
The price is AED 442
AED 1,028 total
includes taxes & fees
15 Nov - 16 Nov
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.
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

Learn more about Southern Oregon

Lake views, an opera house, and top sights like Crater Lake National Park—discover it all in Southern Oregon.

See all hotels in Southern Oregon
A rugged coastline with a clear blue sky and a visible contrail.

Top reviews in Southern Oregon

An outdoor patio with a grill, dining table, chairs, and string lights.
Paschal Winery

Paschal Winery

Paschal Winery
Talent

10/10 Excellent

I loved the isolated RV with a gorgeous view of the pond and the swans were absolutely gorgeous. The rv was in great condition and very comfortable. My only suggestions would be to leave stove directions and label the knobs better. My mother in law struggled turning it on and off. We also had an alarm sound during the night a couple of times and it wasnt related to the gas. Maybe humidity? A towel for the bathroom floor would have been useful and less throw pillows to find homes for. But...
United States
Lisa
Reviewed September 9, 2024
Paschal Winery

Frequently Asked Questions

How much do cottages in Southern Oregon cost?

You'll pay between AED 304 and AED 664 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 0. 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.

Explore a world of travel with Expedia