A town nestled in a valley with a prominent building in the foreground and hills in the background.

Search Vacation Homes in Southern Oregon

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Southern Oregon vacation homes

A spacious living room with a dark-colored sofa, a wooden coffee table, and a gray armchair. A kitchen area with wooden cabinets and a dining table with chairs is visible in the background.

1. 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 Lake
Chiloquin
10.0 out of 10, Exceptional, (149 reviews)
"Beautiful home in Chiloquin. Spacious, clean, well stocked and very homey"
United States
Debbie
The price is ￥27,603
￥55,025 total
includes taxes & fees
Oct 2 - Oct 3
Spacious Western Home on 2 acres in the Pines close to Crater Lake
A wooden deck with a table and chairs overlooking a mountainous landscape.

2. Charming 3-bedroom house in beautiful Klamath Falls with AC

Charming 3-bedroom house in beautiful Klamath Falls with AC
Klamath Falls
9.0 out of 10, Wonderful, (6 reviews)
"Beautiful property at the running Y ranch/resort! Very cozy and spacious home and we loved sitting on the back porch to watch the sunset over Klamath Lake. Host was very communicative and accommodating."
United States
Griffin K.
The price is ￥20,701
￥58,145 total
includes taxes & fees
Oct 7 - Oct 8
Charming 3-bedroom house in beautiful Klamath Falls with AC
A living room with a sectional sofa, a bean bag, and a ceiling fan.

3. Tilty House in the Hidden Hills

Tilty House in the Hidden Hills
Downtown Klamath Falls
9.6 out of 10, Exceptional, (19 reviews)
"Very well updated, kitchen is definitely tilty but we enjoyed our stay and it was close to the graduation festivities."
United States
Juanitta P.
The price is ￥14,784
￥28,244 total
includes taxes & fees
Sep 29 - Sep 30
Tilty House in the Hidden Hills
A modern living room with a wooden dining table, a bench, and a fireplace.

4. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave 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."
United States
Braden
The price is ￥21,940
￥41,266 total
includes taxes & fees
Sep 29 - Sep 30
Redwoods Stopover by WanderLodges
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

5. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥20,404
￥42,917 total
includes taxes & fees
Sep 29 - Sep 30
Barclay Klum House by WanderLodges
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

6. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,748
￥30,192 total
includes taxes & fees
Oct 1 - Oct 2
Basecamp GP Private Unit in Quiet Duplex
A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a living room with a sofa and curtains.

7. Modern Home In Heart Of Downtown Klamath Falls

Modern Home In Heart Of Downtown Klamath Falls
Downtown Klamath Falls
9.8 out of 10, Exceptional, (18 reviews)
"We had a great time on our visit. The house had everything we needed. "
United States
Natasha P.
The price is ￥16,505
￥44,060 total
includes taxes & fees
Oct 4 - Oct 5
Modern Home In Heart Of Downtown Klamath Falls
A living room with a wooden dining table, a sofa, and a TV mounted on the wall.

8. Comfy Cozy Casa

Comfy Cozy Casa
Medford
9.8 out of 10, Exceptional, (78 reviews)
"This is a great place to stay!! We will stay here then next time we are in Medford visiting family. The house was so clean. The amenities were great too! Real comfortable and welcoming place to stay! I highly recommend."
United States
David S.
The price is ￥17,144
￥41,404 total
includes taxes & fees
Sep 29 - Sep 30
Comfy Cozy Casa
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

9. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect
10.0 out of 10, Exceptional, (241 reviews)
"Had a wonderful time. Went by way too fast. Definitely will be going back will a longer stay! Thank you again for having us."
United States
Corey T.
The price is ￥35,860
￥60,823 total
includes taxes & fees
Sep 29 - Sep 30
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

10. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
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 🤔😊"
United States
Erin
The price is ￥19,635
￥43,146 total
includes taxes & fees
Oct 13 - Oct 14
Starwood Sanctuary
A deck with a fire pit, outdoor seating, and a view of the countryside.

11. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is ￥42,324
￥74,727 total
includes taxes & fees
Oct 6 - Oct 7
Grandview of Ashland
A modern living room with a leather sofa, a coffee station, and a 'hello' sign on the wall.

12. Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit

Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit
Grants Pass
8.6 out of 10, Excellent, (60 reviews)
"Our host was amazingly responsive and kind. Our stay was quiet and cozy!"
United States
Sydney F.
The price is ￥14,942
￥29,456 total
includes taxes & fees
Sep 29 - Sep 30
Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit
A river surrounded by lush greenery and trees.

13. Restful River Retreat

Restful River Retreat
Gold Hill
9.4 out of 10, Exceptional, (43 reviews)
"Great host, beautiful location. "
United States
Amy G.
The price is ￥17,301
￥35,506 total
includes taxes & fees
Sep 29 - Sep 30
Restful River Retreat
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

14. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is ￥18,544
￥28,825 total
includes taxes & fees
Sep 29 - Sep 30
Rosewood Studio by WanderLodges
A swimming pool with two people floating on inner tubes.

15. Skyfall Landing

Skyfall Landing
Eagle Point
10.0 out of 10, Exceptional, (14 reviews)
"We like it because it was nice and quite staying out of the city it was great "
United States
Jose P.
The price is ￥21,233
￥53,480 total
includes taxes & fees
Sep 29 - Sep 30
Skyfall Landing
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

16. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ￥36,646
￥64,335 total
includes taxes & fees
Sep 29 - Sep 30
The Rellik House and Winery
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a wood floor.

17. Charming 2BR Cottage • Near Freeway-Cul-de-sac

Charming 2BR Cottage • Near Freeway-Cul-de-sac
Medford
9.2 out of 10, Wonderful, (15 reviews)
"This little house is prefect for a homey, comfort place. The location is great. We will definitely be back"
United States
EmilieC
The price is ￥15,775
￥33,040 total
includes taxes & fees
Sep 29 - Sep 30
Charming 2BR Cottage • Near Freeway-Cul-de-sac
A room with a stone wall, a fireplace, wooden flooring, and a view of the outdoors.

18. Bird’s Eye View: Spacious Home w/ Hot Tub, King Beds & Gorgeous Views

Bird’s Eye View: Spacious Home w/ Hot Tub, King Beds & Gorgeous Views
Downtown Klamath Falls
9.4 out of 10, Exceptional, (27 reviews)
"Had a great stay. The house was family friendly focused. Would stay here again! Neighborhood seemed a bit sketchy, but we felt totally safe. Definitely the best house in the neighborhood with a great view of the city and mountains."
United States
Andrea S.
The price is ￥32,846
￥71,446 total
includes taxes & fees
Sep 29 - Sep 30
Bird’s Eye View: Spacious Home w/ Hot Tub, King Beds & Gorgeous Views
A television on a wooden stand with a digital menu displaying various streaming services.

19. Riverside Cabin 2 - (Brand New Construction)

Riverside Cabin 2 - (Brand New Construction)
Grants Pass
10.0 out of 10, Exceptional, (132 reviews)
"Nicely updated, easy to get to, very comfortable place"
United States
Edward
The price is ￥12,111
￥21,779 total
includes taxes & fees
Sep 29 - Sep 30
Riverside Cabin 2 - (Brand New Construction)
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Oregon Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"Our room was great, a one bedroom with a king sized bed and a separate kitchen and living area, clean and newly renovated. Plenty of room to host a pre-dinner happy hour with friends. It is within walking distance of the Oregon Shakespeare theaters and downtown. The continental breakfast was fine with gluten free options."
Suzanne 3-night trip
Posted 1 hour ago
Stratford Inn

Find out more about Southern Oregon

Southern Oregon Vacation Homes information

Number of reviews
712
Accommodation
519 Vacation Homes
Lowest Price
￥21,779
Highest Price
￥74,727

Explore a world of travel with Expedia