Search Southern Oregon Cottage Rentals from CA $140

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Browse Select Southern Oregon Cottages

Paschal Winery

4.5 star property
9.4 out of 10, Exceptional, (6)
"If I could add a sixth or even a seventh star for comfort.... I would. That you Rory for an amazing stay. "
The price is CA $148
CA $286 total
includes taxes & fees
Jan 27 - Jan 28
Paschal Winery

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (38)
"Everything was just perfect!"
The price is CA $140
CA $315 total
includes taxes & fees
Feb 6 - Feb 7
Courtside Cottage - WalkScore 93 - Dog Friendly

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9.6 out of 10, Exceptional, (19)
"We enjoyed our comfy stay in the country. We loved visiting with the animals. Unfortunately, the wineries weren’t open because it was Christmas but Jacksonville was decked out with lights. Thank you for adding to our fun winter adventure."
The price is CA $142
CA $280 total
includes taxes & fees
Jan 25 - Jan 26
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (189)
"Clean and comfy"
The price is CA $244
CA $422 total
includes taxes & fees
Feb 6 - Feb 7
The Ashland Cottage, walk to town

Wildlife Preserve, Country Cottage, Spacious

8.8 out of 10, Excellent, (11)
"It was quaint, like Grandmas house, clean, well stocked. Had a great setting."
The price is CA $173
CA $226 total
includes taxes & fees
Feb 6 - Feb 7
Wildlife Preserve, Country Cottage, Spacious

This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

9.0 out of 10, Wonderful, (10)
"Really nice time at this stay! Chill and quiet environment! Clean and cozy! Will be back in the future! 5 stars! Thanks! "
The price is CA $162
CA $252 total
includes taxes & fees
Feb 7 - Feb 8
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

Cozy Central Point Bungalow on Working Winery!

10.0 out of 10, Exceptional, (5)
"Beautiful and relaxing property located close to just about everything! House was exactly as described!"
Cozy Central Point Bungalow on Working Winery!

Sunny Grants Pass Home Near Parks & Breweries!

3.0 star property
10.0 out of 10, Exceptional, (1)
Sunny Grants Pass Home Near Parks & Breweries!

Charming Grants Pass Cottage w/ Patio & Gas Grill!

9.6 out of 10, Exceptional, (5)
"Property was well maintained and we had a great stay. "
Charming Grants Pass Cottage w/ Patio & Gas Grill!

Jacksonville Towne Square.

3.0 star property
9.4 out of 10, Exceptional, (12)
"This townhouse is very nice. The primary bedroom suite is huge and well appointed. The 2nd bedroom (both are upstairs) has a queen bed and the bathroom is adjacent. The kitchen is excellent with very good appliances, up to date counter tops, etc. This was a perfect place for 2 couples to stay, and WAY better than getting 2 hotel rooms somewhere. (As an aside, a bit of touch up paint could easily cover up a few nicks/small holes in the walls in various rooms.)"
Jacksonville Towne Square.

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.0 out of 10, Wonderful, (2)
"This is a very charming and warm property located in a great central spot of Medford. I highly recommend it!"
The price is CA $186
CA $315 total
includes taxes & fees
Jan 27 - Jan 28
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Welcoming Grants Pass Retreat - Walk to Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
Welcoming Grants Pass Retreat - Walk to Park!

Historic Home in Klamath Falls

9.6 out of 10, Exceptional, (13)
"Everything from start to finish was over the top. When we opened the door to the house we were so happy. It was clean, smelled good and was bigger than we expected. Everything was such great quality and even had coffee pods and coffee in the fridge! The kitchen is amazing. We will definitely come back. The owner is extremely helpful and answers within a few short minutes. "
Historic Home in Klamath Falls

Grants Pass Cottage ~ 8 Mi to Rogue River!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Perfect size for my family of 4. Very quiet"
Grants Pass Cottage ~ 8 Mi to Rogue River!

Lakefront Chiloquin Home w/ Scenic Deck!

3.0 star property
Lakefront Chiloquin Home w/ Scenic Deck!

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

9.8 out of 10, Exceptional, (10)
"Casa Amore was a perfect spot for my daughter and her husband and their dog to stay for a night! The location is great, parking and entry is easy, the space is clean and comfortable with everything they needed, and the communication from Haley has been wonderful. "
The price is CA $216
CA $412 total
includes taxes & fees
Jan 27 - Jan 28
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Five Minutes from Crater Lake National Park

9.6 out of 10, Exceptional, (38)
"Perfect location to enjoy all winter has to offer from snowshoeing at Crater Lake to hiking around Klamath falls to skiing at Willamette. It was great to come back to a warm home with comfortable furniture. Beds were cozy. The bathroom was on the other side of the house and the shower had low pressure with lots of hot water. Friendly folks in town."
Five Minutes from Crater Lake National Park

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (26)
"Stayed 5 days and still was not enough Privare part of the riverthe river the most beautiful"
Blue Gate Cottage on the Rogue River

Family friendly home overlooking the Rogue River.

9.0 out of 10, Wonderful, (12)
"Enjoy our stay a little disappointed there was dog poop everywhere in the yard someone left behind, the patio and porch we had to clean. and then we went to cook with the grill and it was really dirty so we cleaned that we pulled plates tfrom the cupboard and they were full of water, and my husband got water all over them enjoyed our stay but a little disappointed"
The price is CA $169
CA $310 total
includes taxes & fees
Jan 27 - Jan 28
Family friendly home overlooking the Rogue River.

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (91)
"This host and property exceeded our expectations! Thank you!"
The price is CA $142
CA $261 total
includes taxes & fees
Jan 25 - Jan 26
The Vintage Cottage with riverfront access
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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Other property types in Southern Oregon

Crater Lake Resort

3.0 star property
8.6 out of 10, Excellent, (391)
"great location and very cozy room for family"
The price is CA $212
CA $233 total
includes taxes & fees
Feb 6 - Feb 7
Crater Lake Resort

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (343)
"This was a wonderful property. Clean quiet and sun rises amazing. No dining as stated in check in informaion made difficult. Communication was difficult but we got help from 140 store. Overall this place exceeded expectations. Thx to all who helped."
The price is CA $214
CA $243 total
includes taxes & fees
Jan 25 - Jan 26
Rocky Point Resort

Harriman Springs Resort Cabin 3 - Cabins with a View

9.4 out of 10, Exceptional, (149)
"My wife and I had a great stay here. The cabin was very clean and looks to have been recently updated as everything was new looking and upscale for a cabin on a lake. Bathroom was super nice with a large shower and jacuzzi tub. The towels made me realize we need new ones at home! The wifi didn't work but the owner said to contact him directly so we could've gotten it fixed, we just didn't need it since we had a laptop we could hook up and hotspot from our phones. We have Verizon and we're able...
The price is CA $216
CA $268 total
includes taxes & fees
Jan 26 - Jan 27
Harriman Springs Resort Cabin 3 - Cabins with a View
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.

Frequently asked questions

How much do cottages in Southern Oregon cost?
Prices for cottages in Southern Oregon range between CA $140 and CA $244 per night. Whatever your budget, you’ll find the perfect place to touch base with nature. 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?
Glide into vacation mode and slow things down in one of Southern Oregon’s multiple cottages. With a total average guest review rating of 9.6, there’s something here for everyone’s budget and style. Many visitors to Medford recommend staying at Wine Suite At Rellik House. Winery And Alpaca Farm, a 3.5-star retreat with a garden and a vineyard. Another top-rated choice here is Rellik House. Winery And Alpaca Farm. This 3.5-star property comes with a fireplace and a garden.
How many cottages are there in Southern Oregon?
Southern Oregon has 157 cottages on offer. Enter your travel dates and destination and arrange your ideal getaway today.
Are there any family-friendly cottages in Southern Oregon?
You’ll discover family-friendly cottages in destinations across Southern Oregon, including Medford. Wine Suite At Rellik House. Winery And Alpaca Farm is one property that’ll check your boxes in this exciting city. It has a 3.5-star rating and useful amenities like a firepit and WiFi. Also have a look at Rellik House. Winery And Alpaca Farm. With WiFi and a fireplace, this 3.5-star cottage in Medford will make you and your travel buddies feel at home. Medford has lots of family-friendly attractions when you’re ready to tour the sights. Roxy Ann Peak and Prescott Park and Children’s Museum has something for all ages.
Why book your cottage in Southern Oregon with Expedia?
We think that vacations should be hassle-free, so if you’re in search of cottages in Southern Oregon at a competitive rate, Expedia can help. Save money and choose a thrifty option far from the hustle and bustle, or splurge on an upscale cottage to treat your loved ones.
How can I find cheap cottages in Southern Oregon?
With Expedia’s user-friendly filter tool, getting your hands on cheap cottages in Southern Oregon has never been easier. To discover accommodations that are friendly on the wallet, refine your search results by star rating, amenities and budget.
What is there to do in Southern Oregon near my cottage?
Whether you love food, shopping, history or sightseeing, Southern Oregon is one place you’ll never get bored! The popular city of Medford has loads of things to do, including EdenVale Winery, Craterian Ginger Rogers Theatre and Children’s Museum. If you’re on your way to Ashland, Oregon Shakespeare Festival, Allen Elizabethan Theatre and Oregon Cabaret Theatre should be at the top of your to-do list.