Search Southern Oregon Cottage Rentals from CA $142

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Browse Select Southern Oregon Cottages

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (189)
"Clean and comfy"
The price is CA $244
CA $421 total
includes taxes & fees
Dec 30 - Dec 31
The Ashland Cottage, walk to town

Paschal Winery

4.5 star property
9.2 out of 10, Wonderful, (5)
"Very nice and hassle free check in "
The price is CA $162
CA $300 total
includes taxes & fees
Dec 29 - Dec 30
Paschal Winery

Adorable 2 bedroom 1 bath Craftsman Cottage in Downtown Grants Pass

9.4 out of 10, Exceptional, (79)
"Really enjoyed my stay. The house was clean and very comfortable. Neighborhood was quiet. Very happy with my choice, will stay there again!"
Adorable 2 bedroom 1 bath Craftsman Cottage in Downtown Grants Pass

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very cute property. It is in a quiet neighborhood and a perfect home away from home. I would love to return on future trips!"
The price is CA $146
CA $323 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Courtside Cottage - WalkScore 93 - Dog Friendly

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

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

9.8 out of 10, Exceptional, (17)
"Wonderful stay at this cute cottage with my adult daughters. Owners were great and we enjoyed every minute of it. Can't wait to come back again. "
The price is CA $142
CA $281 total
includes taxes & fees
Dec 26 - Dec 27
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

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 $161
CA $253 total
includes taxes & fees
Jan 7 - Jan 8, 2025
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

Atomic Star Cottage Klamath Lake Hiking Trails Museums Crater Lake Lava Beds

10.0 out of 10, Exceptional, (36)
"Wow! Super fun and well thought out accommodations. Cozy and comfortable, all the things you need to relax, shake a martini and see the sights."
Atomic Star Cottage Klamath Lake Hiking Trails Museums Crater Lake Lava Beds

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!

10.0 out of 10, Exceptional, (4)
"The house was beautiful inside and out, very roomy and the hosts were so nice and helpful. Even had a little Christmas tree and some cookies when we checked in and had the house nice and warm for us when we arrived. We will definetly be staying again!!! Highly recommended. "
Charming Grants Pass Cottage w/ Patio & Gas Grill!

Duncan Cottage Jacksonville

9.4 out of 10, Exceptional, (11)
"Best location downtown"
Duncan Cottage Jacksonville

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 $200
CA $336 total
includes taxes & fees
Dec 29 - Dec 30
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, (12)
"We arrived on Thanksgiving Day for a 3-night stay to enjoy the holiday with our son and daughter-in-law. The home was lovely and well-maintained, comfortable and welcoming. It was a home away from home atmosphere. There is not a rating high enough for John, the owner, for kindness, communication, and responsiveness. We will definitely recommend this home to family and friends, and will likely return ourselves. It was a hassle-free, relaxing experience and we are very grateful."
The price is CA $158
CA $417 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Historic Home in Klamath Falls

Lakefront Chiloquin Home w/ Scenic Deck!

3.0 star property
Lakefront Chiloquin Home w/ Scenic Deck!

Five Minutes from Crater Lake National Park

9.6 out of 10, Exceptional, (37)
"I stayed here with 2 old friends from high school for a fishing trip and had a great time. Mary Anna was very responsive to questions and great with local info. The house was clean and comfortable with a well stocked kitchen and the pool table was a huge hit! "
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 $200
CA $345 total
includes taxes & fees
Dec 29 - Dec 30
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 $262 total
includes taxes & fees
Dec 30 - Dec 31
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, (389)
"Excellent!"
The price is CA $180
CA $198 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Crater Lake Resort

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (342)
"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 $151
CA $171 total
includes taxes & fees
Dec 24 - Dec 25
Rocky Point Resort

Harriman Springs Resort Cabin 3 - Cabins with a View

9.4 out of 10, Exceptional, (148)
"really nice cabin and lodge, very quiet, John and the cook slash waitress were very friendly and accommodating, will stay again soon. ps ribeye wash great"
The price is CA $215
CA $269 total
includes taxes & fees
Dec 27 - Dec 28
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 $142 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 159 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.