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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Southern Oregon cottages

Terrace/patio

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (18 reviews)
"Incredible experience, fabulous wine, wish we had stayed longer to soak in the beauty of the experience. "
United States
Frankie
The price is HK$1,093
HK$2,284 total
includes taxes & fees
25 May - 26 May
Paschal Winery
Front of property

Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
Chiloquin
The price is HK$1,433
HK$2,593 total
includes taxes & fees
21 Jun - 22 Jun
Fish & Hike: Peaceful Cabin on Williamson River
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, (112 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
The price is HK$620
HK$1,227 total
includes taxes & fees
25 May - 26 May
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, (115 reviews)
"Wonderful place .... highly recommend "
United States
Troy L.
The price is HK$1,175
HK$1,717 total
includes taxes & fees
16 Jun - 17 Jun
The Vintage Cottage with riverfront access
Exterior

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (44 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
The price is HK$791
HK$1,780 total
includes taxes & fees
25 May - 26 May
Downtown Mint
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 reviews)
"Clean sweet comfortable and well priced"
United States
Linda C.
The price is HK$1,112
HK$1,924 total
includes taxes & fees
26 May - 27 May
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Terrace/patio

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, (79 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 HK$1,884
HK$3,798 total
includes taxes & fees
3 Jun - 4 Jun
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.
Property grounds

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 HK$1,206
HK$1,873 total
includes taxes & fees
28 May - 29 May
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!
Exterior

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, (30 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.
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 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is HK$901
HK$1,733 total
includes taxes & fees
27 May - 28 May
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Property grounds

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 HK$980
HK$1,791 total
includes taxes & fees
26 May - 27 May
Charming carriage house in Ashland near downtown
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 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 HK$956
HK$1,821 total
includes taxes & fees
26 May - 27 May
On-site Winery & Tasting Room: Oregon Bungalow!
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (32 reviews)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is HK$1,010
HK$1,886 total
includes taxes & fees
21 Jun - 22 Jun
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Smart TV, books

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (62 reviews)
"Courtside cottage is the perfect little place in the perfect location."
United States
Bradley
The price is HK$1,249
HK$2,301 total
includes taxes & fees
25 May - 26 May
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior

Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (68 reviews)
"Creatively decorated and cozy. Bed a bit lumpy but overall a lovely little cottage perfectly located next to Main Street."
United States
Nancy L.
The price is HK$1,188
HK$2,443 total
includes taxes & fees
25 May - 26 May
Historic Bradshaw House!
Property grounds

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (225 reviews)
"Beautiful little home. We were very satisfied with what was provided and had a great time using the kitchen!"
United States
E'eowyn F.
The price is HK$1,308
HK$2,236 total
includes taxes & fees
25 May - 26 May
The Ashland Cottage, walk to town
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, (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 HK$952
HK$1,523 total
includes taxes & fees
27 May - 28 May
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Terrace/patio

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Historic Railroad District
10.0 out of 10, Exceptional, (7 reviews)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
The price is HK$1,713
HK$2,932 total
includes taxes & fees
3 Jun - 4 Jun
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Exterior

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful place and great location"
United States
darren t.
The price is HK$1,311
HK$3,145 total
includes taxes & fees
27 May - 28 May
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Exterior

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
9.6 out of 10, Exceptional, (4 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 HK$1,465
HK$2,754 total
includes taxes & fees
8 Jun - 9 Jun
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.
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Top Southern Oregon Hotel Reviews

My Place Hotel-Medford OR

My Place Hotel-Medford OR

10/10 Excellent
"I've stayed at My Place hotels all over the PNW. They are reliably clean, have a full kitchen with your own ice maker and real freezer, and the desk staff have always been helpful and efficient. No charge for parking."
TERRY 1-night trip
Posted 1 hour ago
My Place Hotel-Medford OR

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
868
Accommodation
203 Cottages
Lowest Price
HK$1,227
Highest Price
HK$3,798

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between HK$1,227 and HK$3,798 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 9.9. 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 203 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.

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