Search Southern Oregon Cottages

Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Southern Oregon cottages

Dream Cottage 1 | Terrace/patio

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Incredible experience, fabulous wine, wish we had stayed longer to soak in the beauty of the experience. "
United States
Frankie
$433 nightly
The price is $439
Jun 14 - Jun 15
Total with taxes and fees
Paschal Winery
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, (113 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
$158 nightly
The price is $178
Jul 1 - Jul 2
Total with taxes and fees
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, (117 reviews)
"Wonderful place .... highly recommend "
United States
Troy L.
$218 nightly
The price is $221
Jun 14 - Jun 15
Total with taxes and fees
The Vintage Cottage with riverfront access
House (1 Bedroom) | Front of property

Fish & Hike: Peaceful Cabin on Williamson River

Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
Chiloquin
$290 nightly
The price is $318
Jun 14 - Jun 15
Total with taxes and fees
Fish & Hike: Peaceful Cabin on Williamson River
Exterior

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (45 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
$191 nightly
The price is $215
Jun 15 - Jun 16
Total with taxes and fees
Downtown Mint
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, (6 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.
$201 nightly
The price is $204
Jul 13 - Jul 14
Total with taxes and fees
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
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, (34 reviews)
"Knocked our socks off. Beautiful place, with animals in a green space and riverside hangouts on the Applegate. Lodgings next to the road, but that’s quiet at night and the river side is where you hang out. The host has built something special, and she’s on it all the time. She’s also more than tidy, so less is more, which some of us love. Don’t miss the tiny towns on the west, Applegate, Provolt, and Williams. They’re tiny but friendly."
United States
Edmond
$258 nightly
The price is $262
Jun 16 - Jun 17
Total with taxes and fees
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
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)
"What are darling little gem! The hot tub was such a wonderful treat—overlooking the river and mountains. We even got to see a few small town trains go by. The pillows and beds are the most comfortable I’ve ever slept on away from home. Fun vintage/retro decor. I will be recommending this to friends who ever travel this way!"
United States
Blake S.
$250 nightly
The price is $250
Jul 8 - Jul 9
Total with taxes and fees
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!
Smart TV, books

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (63 reviews)
"Clean, comfortable and great location. We really enjoyed our stay and look forward to returning."
United States
Tonya W.
$259 nightly
The price is $288
Jun 14 - Jun 15
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly
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.
$215 nightly
The price is $240
Jun 15 - Jun 16
Total with taxes and fees
Charming carriage house in Ashland near downtown
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.
$238 nightly
The price is $242
Jun 15 - Jun 16
Total with taxes and fees
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

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, (80 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.
$348 nightly
The price is $373
Jun 16 - Jun 17
Total with taxes and fees
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.
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, (2 reviews)
"Very clean and detail appointed cottage. Location is very close to the Rogue River and close driving distance to grocery stores. The kitchen had modern appliances and nicely equipped. (No dishwasher). The bed in the Master bedroom was very comfortable. Thoroughly enjoyed our stay!"
United States
Theresa C.
$211 nightly
The price is $214
Jun 21 - Jun 22
Total with taxes and fees
Modern cottage centrally located with private access to the Rogue River!
House (3 Bedrooms) | Interior

Outdoor Adventure: Tranquil Creekside Retreat

Outdoor Adventure: Tranquil Creekside Retreat
3.0 star property
Merlin
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, the views are breathtaking. I’m happy to say that if my family goes on another trip I’ll definitely be seeing if this will be available ahead of time! "
United States
McKenzie
$297 nightly
The price is $301
Jul 7 - Jul 8
Total with taxes and fees
Outdoor Adventure: Tranquil Creekside Retreat
1 bedroom, WiFi, bed sheets

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.
$183 nightly
The price is $210
Jun 14 - Jun 15
Total with taxes and fees
Rosewood Studio | Private Cottage Near Downtown
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, (32 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.
$247 nightly
The price is $251
Jun 14 - Jun 15
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
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)
"Great spot, close to town, cozy and comfortable!"
United States
Carey C.
$257 nightly
The price is $287
Jun 22 - Jun 23
Total with taxes and fees
The Ashland Cottage, walk to town
Exterior

Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (69 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.
$280 nightly
The price is $304
Jun 15 - Jun 16
Total with taxes and fees
Historic Bradshaw House!
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, (8 reviews)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
$336 nightly
The price is $374
Jun 14 - Jun 15
Total with taxes and fees
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Exterior

Charming 1BR Cottage – Walk to Britt Gardens

Charming 1BR Cottage – Walk to Britt Gardens
Jacksonville
9.0 out of 10, Wonderful, (7 reviews)
"Location and interior was superb"
United States
Jonathan B.
$268 nightly
The price is $290
Jun 15 - Jun 16
Total with taxes and fees
Charming 1BR Cottage – Walk to Britt Gardens
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

Stratford Inn

Stratford Inn

10/10 Excellent
"IDEAL LOCATION! A bit aged but any wear and tear is negated by such a friendly staff. Continental breakfast is excellent."
Gary 1-night trip
Posted less than an hour ago
Stratford Inn

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
23
Accommodation
203 Cottages
Lowest Price
$301
Highest Price
$1,300

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between $301 and $1,300 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 9.5. 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 203 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.
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 Center deliver a wonderful day out.
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.
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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