Search Southern Oregon Cottage Rentals from CA $75

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Browse Select Southern Oregon Cottages

Paschal Winery
Glamp Cottage Trailer | Living area
Paschal Winery
4.5 star property
9.0 out of 10, Wonderful, (4)
"Just a warm friendly quiet location. Felt just as good as home."
The price is CA $143
CA $278 total
includes taxes & fees
Nov 18 - Nov 19
Paschal Winery
The Vintage Cottage with riverfront access
Exterior
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 $138
CA $254 total
includes taxes & fees
Nov 15 - Nov 16
The Vintage Cottage with riverfront access
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
10.0 out of 10, Exceptional, (84)
"Nice little studio; very clean and well equipped. The shared yard was large and well fenced. Walking distance to the Thai Garden—a great restaurant "
The price is CA $123
CA $229 total
includes taxes & fees
Dec 10 - Dec 11
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (33)
"A clean cozy cottage perfectly located to enjoy Ashland."
The price is CA $136
CA $305 total
includes taxes & fees
Nov 17 - Nov 18
Courtside Cottage - WalkScore 93 - Dog Friendly
Atomic Star Cottage Klamath Lake Hiking Trails Museums Crater Lake Lava Beds
Fridge, microwave, stovetop, dishwasher
Atomic Star Cottage Klamath Lake Hiking Trails Museums Crater Lake Lava Beds
10.0 out of 10, Exceptional, (34)
"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
Tranquil setting surrounded by panoramic mountain views, grazing horses
Property grounds
Tranquil setting surrounded by panoramic mountain views, grazing horses
9.8 out of 10, Exceptional, (107)
"Our family stayed with Stephen and Jeanette for 4 days. Our 5 year old loved feeding the horses, seeing the chickens and playing on the swing. She was sad to say goodbye. Staying here was like it was in the beginning of A*rbnb where people actually hosted and it wasn’t just an investment property. We enjoyed spending time with the hosts and the house was thoughtfully appointed. We would not hesitate to stay here again."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Dining
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.6 out of 10, Exceptional, (14)
"The cottage was as advertised and welcoming. Walking around to see the animals and garden was lovely. We hope to come back!"
The price is CA $138
CA $273 total
includes taxes & fees
Nov 19 - Nov 20
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
9.8 out of 10, Exceptional, (8)
"Everything about this casa was a delight! Having said that I must say, a delight for two people. The hide-a-bed was not comfortable at all."
The price is CA $209
CA $400 total
includes taxes & fees
Nov 15 - Nov 16
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
The Ashland Cottage, walk to town
Interior
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (188)
"Nice cozy cottage It was private and peaceful We enjoyed our stay"
The price is CA $237
CA $407 total
includes taxes & fees
Nov 17 - Nov 18
The Ashland Cottage, walk to town
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Fridge, microwave, oven, stovetop
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
9.0 out of 10, Wonderful, (9)
"Great and clean "
The price is CA $127
CA $213 total
includes taxes & fees
Nov 15 - Nov 16
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
9.6 out of 10, Exceptional, (17)
"Relaxing beautiful little cottage in the country. Peaceful and quiet. Great fenced yard for dogs too if you have them. Cute farms with animals all around to enjoy. Close to Jacksonville I recommend it highly"
The price is CA $155
CA $300 total
includes taxes & fees
Nov 14 - Nov 15
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Grants Pass Hillside Retreat w/View Mins from Everything
Terrace/patio
Grants Pass Hillside Retreat w/View Mins from Everything
9.4 out of 10, Exceptional, (14)
"Our stay was short but the location was beautiful and easy to find. Jen was very responsive, helpful, and super kind!! Very cute room for two, overall would absolutely book again. ❤️"
The price is CA $75
CA $154 total
includes taxes & fees
Nov 14 - Nov 15
Grants Pass Hillside Retreat w/View Mins from Everything
Sunny Grants Pass Home Near Parks & Breweries!
House (2 Bedrooms) | Private kitchen
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!
Terrace/patio
Charming Grants Pass Cottage w/ Patio & Gas Grill!
10.0 out of 10, Exceptional, (3)
"I came to Grants Pass for a long weekend with my adult sons for my brother's wedding. The cottage was absolutely perfect for what we needed - a comfortable, quiet place. The cottage was spotlessly clean, provided for all our basic needs, and although it was in a more remote location, it was very easy to find. The owner/property manager provided clear, detailed information on how to contact them if needed, how to access/use amenities, and their expectations for our stay and checkout. I could...
Charming Grants Pass Cottage w/ Patio & Gas Grill!
Duncan Cottage Jacksonville
Exterior
Duncan Cottage Jacksonville
9.4 out of 10, Exceptional, (11)
"Best location downtown"
Duncan Cottage Jacksonville
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, iron/ironing board, WiFi, bed sheets
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 $194
CA $323 total
includes taxes & fees
Nov 14 - Nov 15
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Historic Home in Klamath Falls
Terrace/patio
Historic Home in Klamath Falls
9.4 out of 10, Exceptional, (10)
"This is a comfortable little house in a good location for exploring the Klamath Basin area. The neighborhood is generally quiet and the house is convenient to downtown."
The price is CA $159
CA $369 total
includes taxes & fees
Nov 19 - Nov 20
Historic Home in Klamath Falls
Five Minutes from Crater Lake National Park
Fridge, microwave, oven, stovetop
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! "
The price is CA $202
CA $354 total
includes taxes & fees
Nov 14 - Nov 15
Five Minutes from Crater Lake National Park
Blue Gate Cottage on the Rogue River
Exterior
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.
Outdoor dining
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 $179
CA $319 total
includes taxes & fees
Nov 14 - Nov 15
Family friendly home overlooking the Rogue River.
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
Boating
Crater Lake Resort
3.0 star property
8.6 out of 10, Excellent, (383)
"Could not get TV to work!"
The price is CA $205
CA $226 total
includes taxes & fees
Nov 17 - Nov 18
Crater Lake Resort
Rocky Point Resort
Kayaking
Rocky Point Resort
2.5 star property
8.2 out of 10, Very good, (339)
"Great place"
The price is CA $146
CA $166 total
includes taxes & fees
Nov 15 - Nov 16
Rocky Point Resort
A Cowslip's Belle Inn
Main House | Terrace/patio
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (28)
"Awesome location, close to great dining and shopping venues"
The price is CA $207
CA $309 total
includes taxes & fees
Nov 18 - Nov 19
A Cowslip's Belle Inn
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 $75 and CA $237 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?
Southern Oregon has multiple cottages with a total average guest review rating of 9.5. Organizing a trip to Grants Pass? A traveler favorite is Racing Horse Ranch And Guest House With Golf, a 4-star property with a garden and an espresso maker. Another sought-after pick where you can escape life’s hustle and bustle is Racing Horse Ranch With Unlimited Golf. It has a 4-star rating and conveniences that include premium bedding and a garden.
How many cottages are there in Southern Oregon?
Southern Oregon has 166 cottages on offer. Enter your travel dates and destination and arrange your ideal getaway today.
Are there any 5-star cottages in Southern Oregon?
There are no 5-star cottages in Southern Oregon. However, there are still some great 4-star getaways that have the stylish touches you’re looking for. If you’re visiting the popular city of Grants Pass, you’ll feel right at home at Racing Horse Ranch And Guest House With Golf. A garden and free WiFi are among its many amenities. Another recommendation is Racing Horse Ranch With Unlimited Golf. A garden and free WiFi help make this 4-star stay in Grants Pass a hit with travelers.
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.