Search Southern Oregon Cottage Rentals from CA $223

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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, (17 reviews)
"Incredible experience, fabulous wine, wish we had stayed longer to soak in the beauty of the experience. "
United States
Frankie
The price is CA $182
CA $390 total
includes taxes & fees
May 19 - May 20
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, (111 reviews)
"Clean, cute, quiet, cozy…with all the comforts of home! Exactly what I was looking for!"
United States
Laura
The price is CA $117
CA $223 total
includes taxes & fees
May 17 - May 18
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Cottage (1 Bedroom) | Interior

On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
Central Point
8.4 out of 10, Very good, (5 reviews)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is CA $117
CA $249 total
includes taxes & fees
May 5 - May 6
On-site Winery & Tasting Room: Oregon Bungalow!
Exterior

The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (112 reviews)
"Wonderful place .... highly recommend "
United States
Troy L.
The price is CA $153
CA $246 total
includes taxes & fees
May 3 - May 4
The Vintage Cottage with riverfront access
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, (32 reviews)
"Clean sweet comfortable and well priced"
United States
Linda C.
The price is CA $179
CA $318 total
includes taxes & fees
May 6 - May 7
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior detail

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
Jacksonville Historic District
9.8 out of 10, Exceptional, (79 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.
The price is CA $148
CA $429 total
includes taxes & fees
May 4 - May 5
This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
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)
"Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. "
United States
Jeff L.
The price is CA $202
CA $320 total
includes taxes & fees
May 3 - May 4
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!
Exterior

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (44 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
The price is CA $137
CA $316 total
includes taxes & fees
May 6 - May 7
Downtown Mint
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.
The price is CA $156
CA $298 total
includes taxes & fees
May 3 - May 4
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (26 reviews)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is CA $158
CA $316 total
includes taxes & fees
May 5 - May 6
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.
Central Point
9.6 out of 10, Exceptional, (4 reviews)
"So easy to get in and out. Convenient to everything we did in the valley. Exactly as advertised. Great views and quiet location. Will definitely book again when in town. "
United States
Marc A.
The price is CA $190
CA $400 total
includes taxes & fees
May 4 - May 5
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.
Exterior

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.8 out of 10, Exceptional, (28 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.
The price is CA $171
CA $317 total
includes taxes & fees
May 5 - May 6
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
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
The price is CA $201
CA $412 total
includes taxes & fees
May 18 - May 19
Outdoor Adventure: Tranquil Creekside Retreat
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.
The price is CA $169
CA $315 total
includes taxes & fees
May 3 - May 4
Charming carriage house in Ashland near downtown
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, (5 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.
The price is CA $157
CA $262 total
includes taxes & fees
May 7 - May 8
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Smart TV, books

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (62 reviews)
"Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again."
United States
Lantz B.
The price is CA $183
CA $364 total
includes taxes & fees
May 5 - May 6
Courtside Cottage - WalkScore 93 - Dog Friendly
Property grounds

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (221 reviews)
"Fun, functional, and super easy! Will stay here again "
United States
Andrew D.
The price is CA $228
CA $391 total
includes taxes & fees
May 3 - May 4
The Ashland Cottage, walk to town
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.
The price is CA $153
CA $293 total
includes taxes & fees
May 3 - May 4
Modern cottage centrally located with private access to the Rogue River!
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, (7 reviews)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
The price is CA $297
CA $508 total
includes taxes & fees
May 5 - May 6
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Exterior

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful place and great location"
United States
darren t.
The price is CA $254
CA $578 total
includes taxes & fees
May 18 - May 19
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
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

Lithia Springs Resort

Lithia Springs Resort

10/10 Excellent
"affordable mid week deal. clean room. easy check in. nice soaks!"
Nicole 1-night trip
Posted 1 hour ago
Lithia Springs Resort

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
805
Accommodation
191 Cottages
Lowest Price
CA $223
Highest Price
CA $578

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between CA $223 and CA $578 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 9.9. Planning a getaway to Medford? Travellers 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 191 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 Centre 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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