Southern Oregon Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Southern Oregon vacation homes
1. Whimsy on B
Whimsy on BHistoric Railroad District
The price is CA $99
CA $202 total
includes taxes & fees
Nov 16 - Nov 17
2. Basecamp GP Private Unit in Quiet Duplex
Basecamp GP Private Unit in Quiet DuplexGrants Pass
10.0 out of 10, Exceptional, (4 reviews)
"Easy location to find, quiet neighborhood, comfy beds and perfect for my dogs. I would recommend people to stay there."
Chantelle
The price is CA $119
CA $247 total
includes taxes & fees
Nov 23 - Nov 24
3. Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodgesAshland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
Melissa
The price is CA $148
CA $348 total
includes taxes & fees
Nov 16 - Nov 17
4. Starwood Sanctuary
Starwood SanctuaryMedford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
Erin
The price is CA $153
CA $363 total
includes taxes & fees
Nov 18 - Nov 19
5. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
Robert
The price is CA $131
CA $255 total
includes taxes & fees
Nov 19 - Nov 20
6. Grandview of Ashland
Grandview of AshlandAshland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
Jose
The price is CA $230
CA $522 total
includes taxes & fees
Dec 2 - Dec 3
7. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
megan
The price is CA $221
CA $484 total
includes taxes & fees
Nov 16 - Nov 17
8. Whimsy On B 2br & Studio
Whimsy On B 2br & StudioHistoric Railroad District
The price is CA $198
CA $420 total
includes taxes & fees
Nov 16 - Nov 17
9. Rosewood Studio by WanderLodges
Rosewood Studio by WanderLodgesMedford
The price is CA $107
CA $192 total
includes taxes & fees
Nov 18 - Nov 19
10. Redwoods Stopover by WanderLodges
Redwoods Stopover by WanderLodgesCave Junction
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home. My truck didn’t fit in the garage but there’s a gate that I was able to park it behind. Support staff were super helpful."
Braden
The price is CA $153
CA $327 total
includes taxes & fees
Dec 1 - Dec 2
11. The Mountain Ave House by WanderLodges
The Mountain Ave House by WanderLodgesAshland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
Joyce
The price is CA $197
CA $426 total
includes taxes & fees
Nov 16 - Nov 17
12. Spacious Western Home on 2 acres in the Pines close to Crater Lake
Spacious Western Home on 2 acres in the Pines close to Crater LakeChiloquin
10.0 out of 10, Exceptional, (152 reviews)
"Lovely and LOTS of space for a family of 4!"
Krista L.
The price is CA $193
CA $413 total
includes taxes & fees
Nov 16 - Nov 17
13. Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt Gardens
Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt GardensJacksonville Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay while visiting the Rogue Valley. In the heart of Jacksonville, a walking distance to all of the quaint shops, restaurants and Britt Festival!"
Denise M.
The price is CA $108
CA $295 total
includes taxes & fees
Nov 18 - Nov 19
14. Riverside Cabin 5 - (Brand New Construction)
Riverside Cabin 5 - (Brand New Construction)Grants Pass
10.0 out of 10, Exceptional, (109 reviews)
"We had a great stay and look forward to returning"
Nancy
The price is CA $141
CA $220 total
includes taxes & fees
Nov 16 - Nov 17
15. The Rellik House and Winery
The Rellik House and WineryCentral Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
Kimberlee
The price is CA $246
CA $496 total
includes taxes & fees
Dec 1 - Dec 2
16. Bear Mountain -Suite 6
Bear Mountain -Suite 6Grants Pass
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Plenty of room for our family of 5. Was clean and well taken care of with large TV, full kitchen, fridge and laundry. The kids loved the cute log cabin style. It was the perfect stop over on our way to an Alaskan cruise."
Katherine E.
The price is CA $156
CA $236 total
includes taxes & fees
Nov 16 - Nov 17
17. Hanna`s House | Downtown Retreat, Steps to OSF
Hanna`s House | Downtown Retreat, Steps to OSFHistoric Railroad District
10.0 out of 10, Exceptional, (171 reviews)
"The home was perfect with lots of thoughtful elements."
Deborah P.
The price is CA $142
CA $294 total
includes taxes & fees
Nov 19 - Nov 20
18. East Main Downtown Bungalow
East Main Downtown BungalowHistoric Railroad District
9.2 out of 10, Wonderful, (56 reviews)
"Fantastic spot, walkable to anything in downtown. Well-appointed, clean, easy. Definitely recommend."
Melissa D.
The price is CA $139
CA $294 total
includes taxes & fees
Nov 17 - Nov 18
19. Cedar Mountain - Suite E
Cedar Mountain - Suite EGrants Pass
10.0 out of 10, Exceptional, (87 reviews)
"We loved our stay in Grants Pass. Will definitely be back."
Angela H.
The price is CA $141
CA $220 total
includes taxes & fees
Nov 23 - Nov 24
20. Cozy Comfort Minutes From Downtown Klamath Falls
Cozy Comfort Minutes From Downtown Klamath FallsDowntown Klamath Falls
9.8 out of 10, Exceptional, (17 reviews)
"The house was very clean. They had a coffee bar. While we only stayed a day, we appreciated being able to walk downtown in 5 minutes.. The host was quick to reply when we had a question. Wished one of the rooms had a larger bed but otherwise very clean and nice."
Stephen
The price is CA $125
CA $347 total
includes taxes & fees
Nov 17 - Nov 18
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.
Find vacation rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Southern Oregon Hotel Reviews
Red Lion Inn & Suites Grants Pass
10/10 Excellent
Find out more about Southern Oregon
Southern Oregon Vacation Homes information
Number of reviews | 653 |
|---|---|
Accommodation | 509 Vacation Homes |
Lowest Price | CA $192 |
Highest Price | CA $522 |
Explore a world of travel with Expedia
- Motel 6 Hotels in Southern Oregon
- Apartments in Trail
- Ashland Springs Hotel
- B&B in Keno
- Rv Parks in Medford
- Cabin Rentals in Crater Lake
- Best Western Windsor Inn
- Merrill Hotels
- Edgewater Inn Shady Cove
- Fort Klamath Hotels
- Klamath Falls Hotels
- Best Western Hotels in Southern Oregon
- Hotels with Waterslides in Southern Oregon
- Crater Lake Hotels
- Cottages in Kirk
- Cheap Hotels in Klamath Falls
- Medford Hotels
- Pet-Friendly Hotels in Downtown Klamath Falls
- B&B in Ashland
- Apartments in Ashland
- Motels in White City
- Shady Cove Hotels
- Keno Hotels
- Romantic Hotels in Crater Lake
- Chiloquin Hotels
- Apartments in Fort Klamath
- Trail Hotels
- Cabin Rentals in Prospect
- Kirk Hotels
- Ashland Hotels
- Lodges in Keno
- Resort at Eagle Point
- Cabin Rentals in Eagle Point
- Pet-Friendly Hotels in Ashland
- Hotels near Train Mountain Railroad Museum
- Beatty Hotels
- Pet-Friendly Hotels in Southern Oregon
- Sprague River Hotels
- Prospect Hotels
- Motels in Klamath Falls
- Luxury Hotels in Southern Oregon
- 2 Star Hotels in Keno
- Pet-Friendly Hotels in Crater Lake
- Cabin Rentals in Diamond Lake
- Lithia Springs Resort
- Crater Lake Resort
- Hotels near Crater Lake National Park
- Motels in Medford
- Cabin Rentals in Wizard Island
- Pet-Friendly Hotels in Shady Cove
- Flights from Toronto (YYZ) to Ashland (AHM)
- Flights from Detroit (DTW) to Klamath Falls (LMT)
- Flights from Prospect
- Flights from Oakland (OAK) to Ashland (AHM)
- Flights to Medford
- Flights from Merced (MCE) to Klamath Falls (LMT)
- Flights to White City
- Flights from Tampa (TPA) to Ashland (AHM)
- Flights from Montreal (YUL) to Klamath Falls (LMT)
- Flights to Crater Lake
- Flights from Edmonton (YEG) to Klamath Falls (LMT)
- Flights from Amsterdam (AMS) to Ashland (AHM)
- Flights from Orange County (SNA) to Ashland (AHM)
- Flights from Buffalo (BUF) to Klamath Falls (LMT)
- Flights from Calgary (YYC) to Klamath Falls (LMT)
- Flights from Ottawa (YOW) to Medford (MFR)
- Flights from New York (JFK) to Klamath Falls (LMT)
- Flights from Seattle (SEA) to Ashland (AHM)
- Flights from Winnipeg (YWG) to Ashland (AHM)
- Flights from Calgary (YYC) to Medford (MFR)
- Flights from Vancouver (YVR) to Klamath Falls (LMT)
- Flights from Chicago (ORD) to Ashland (AHM)
- Flights from Las Vegas (LAS) to Ashland (AHM)
- Flights from Crater Lake
- Flights from Portland (PDX) to Klamath Falls (LMT)
- Flights from Chicago (MDW) to Klamath Falls (LMT)
- Flights from Zürich (ZRH) to Ashland (AHM)
- Flights from Ontario Intl. Airport (ONT) to Ashland (AHM)
- Flights from Vancouver (YVR) to Medford (MFR)
- Flights from Minneapolis (MSP) to Ashland (AHM)
- Flights from Springfield (SGF) to Klamath Falls (LMT)
- Flights from Chicago (ORD) to Klamath Falls (LMT)
- Flights from Detroit (DTW) to Ashland (AHM)
- Flights from New York (JFK) to Ashland (AHM)
- Flights from Ottawa (YOW) to Klamath Falls (LMT)
- Flights to Klamath Falls
- Flights from Denver (DEN) to Ashland (AHM)
- Flights from Bangkok (BKK) to Ashland (AHM)
- Flights from Toronto (YYZ) to Klamath Falls (LMT)
- Flights from San Antonio (SAT) to Ashland (AHM)