Search Southern Oregon Cottage Rentals from CA $75

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Browse Select Southern Oregon Cottages

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 $157
CA $292 total
includes taxes & fees
Nov 25 - Nov 26
Paschal Winery

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 $257 total
includes taxes & fees
Nov 25 - Nov 26
The Vintage Cottage with riverfront access

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 $117
CA $223 total
includes taxes & fees
Nov 26 - Nov 27
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (34)
"A clean cozy cottage perfectly located to enjoy Ashland."
The price is CA $142
CA $314 total
includes taxes & fees
Dec 9 - Dec 10
Courtside Cottage - WalkScore 93 - Dog Friendly

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

9.8 out of 10, Exceptional, (107)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses

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

9.6 out of 10, Exceptional, (15)
"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 $274 total
includes taxes & fees
Nov 25 - Nov 26
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

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 26 - Nov 27
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

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 $410 total
includes taxes & fees
Dec 16 - Dec 17
The Ashland Cottage, walk to town

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 $214 total
includes taxes & fees
Nov 25 - Nov 26
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

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 $302 total
includes taxes & fees
Nov 26 - Nov 27
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

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 $155 total
includes taxes & fees
Nov 25 - Nov 26
Grants Pass Hillside Retreat w/View Mins from Everything

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, (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

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 $175
CA $303 total
includes taxes & fees
Nov 25 - Nov 26
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

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 $375 total
includes taxes & fees
Nov 27 - Nov 28
Historic Home in Klamath Falls

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 $194
CA $335 total
includes taxes & fees
Nov 26 - Nov 27
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

3.0 star property
8.6 out of 10, Excellent, (384)
"quiet and peaceful right along a flowing stream. very near crater lake park. "
The price is CA $206
CA $227 total
includes taxes & fees
Dec 3 - Dec 4
Crater Lake Resort

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (340)
"The information about the place is incomplete. I thought I booked a cabin however it was a room in the motel. The heater can't be regulated and it was either too hot or too cold in the room. The place is nice though with a beatiful lake view and lots if birds to watch. Breakfast is not included and we had to drive 20 miles to get anything to eat. Bring your own snacks. "
The price is CA $147
CA $166 total
includes taxes & fees
Nov 24 - Nov 25
Rocky Point Resort

Harriman Springs Resort Cabin 3 - Cabins with a View

9.4 out of 10, Exceptional, (147)
"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 $210
CA $260 total
includes taxes & fees
Nov 24 - Nov 25
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.
Beautiful view of the beach with palm trees

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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?
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 166 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.