Search Vacation Homes in Southern Oregon

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Southern Oregon holiday homes

Private kitchen
Clearview Comfort 3BR Near Airport

Holiday Home in Medford

Clearview Comfort 3BR Near Airport
3.0 star property
10.0 out of 10, Exceptional, (1)
"The rooms were spotless, spacious and welcomed. Thank you "
United States
Eva
The price is HK$1,162
HK$2,438 total
includes taxes & fees
3 Jan - 4 Jan
Clearview Comfort 3BR Near Airport
Private kitchen
Barclay Klum House by WanderLodges

Holiday Home in Ashland

Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is HK$851
HK$1,983 total
includes taxes & fees
27 Jan - 28 Jan
Barclay Klum House by WanderLodges
Living area
The Rellik House and Winery

Holiday Home in Central Point

The Rellik House and Winery
3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is HK$1,142
HK$1,899 total
includes taxes & fees
1 Feb - 2 Feb
The Rellik House and Winery
Terrace/patio
Grandview of Ashland

Holiday Home in Ashland

Grandview of Ashland
3.0 star property
10.0 out of 10, Exceptional, (3)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is HK$1,674
HK$3,113 total
includes taxes & fees
12 Jan - 13 Jan
Grandview of Ashland
Private kitchen
Redwoods Stopover by WanderLodges

Holiday Home in Cave Junction

Redwoods Stopover by WanderLodges
2.0 star property
The price is HK$1,121
HK$2,078 total
includes taxes & fees
2 Feb - 3 Feb
Redwoods Stopover by WanderLodges
Exterior
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Holiday Home in Jacksonville Historic District

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
2.0 star property
9.8 out of 10, Exceptional, (7)
"Cozy, warm, and inviting stay here for an anniversary getaway. Lots of things in walking distance. Wonderful hostess and wonderful stay. We would definitely come back!"
United States
Kristi
The price is HK$950
HK$1,737 total
includes taxes & fees
2 Feb - 3 Feb
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Exterior
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Holiday Home in Medford

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
10.0 out of 10, Exceptional, (17)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
The price is HK$623
HK$1,621 total
includes taxes & fees
20 Jan - 21 Jan
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Terrace/patio
The Shady Knoll - Peace & Quiet near the Rogue River!

Holiday Home in Shady Cove

The Shady Knoll - Peace & Quiet near the Rogue River!
10.0 out of 10, Exceptional, (8)
"We had everything we would possibly need.The house was very nicely laid out and we spent a lot of time on the back deck. Saw turkeys and a family of deer in the yard. Would definitely stay again. "
United States
Cheri I.
The price is HK$778
HK$1,793 total
includes taxes & fees
4 Jan - 5 Jan
The Shady Knoll - Peace & Quiet near the Rogue River!
Private kitchen
Lanka Rose House by WanderLodges

Holiday Home in Phoenix

Lanka Rose House by WanderLodges
3.5 star property
10.0 out of 10, Exceptional, (2)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is HK$914
HK$2,062 total
includes taxes & fees
11 Jan - 12 Jan
Lanka Rose House by WanderLodges
Dining
Starwood Sanctuary

Holiday Home in Medford

Starwood Sanctuary
3.0 star property
The price is HK$1,129
HK$2,312 total
includes taxes & fees
5 Jan - 6 Jan
Starwood Sanctuary
Private kitchenette
Rosewood Studio by WanderLodges

Holiday Home in Medford

Rosewood Studio by WanderLodges
3.0 star property
The price is HK$778
HK$1,270 total
includes taxes & fees
13 Jan - 14 Jan
Rosewood Studio by WanderLodges
Outdoor spa tub
Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue

Holiday Home in Josephine County

Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue
10.0 out of 10, Exceptional, (4)
"One of the best properties we have ever stayed at! It exceeded our expectations! Wish we could have stayed longer. "
United States
B P.
The price is HK$796
HK$1,550 total
includes taxes & fees
4 Jan - 5 Jan
Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue
Interior
Private Queen Room w/ Bathroom

Holiday Home in White City

Private Queen Room w/ Bathroom
10.0 out of 10, Exceptional, (8)
"Very nice place to stay."
United States
Anonymous traveller
The price is HK$584
HK$869 total
includes taxes & fees
3 Jan - 4 Jan
Private Queen Room w/ Bathroom
Exterior
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Holiday Home in Central Point

Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
10.0 out of 10, Exceptional, (10)
"I had a lovely stay at the Bee home! I loved the location and how peaceful it was! The place had everything one would need in a clean and compact package. I was able to see the meteor shower on my second night there. I would definitely stay there again!"
United States
Shannon S.
The price is HK$794
HK$1,241 total
includes taxes & fees
5 Jan - 6 Jan
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
Interior
Comfy Cozy Casa

Holiday Home in Medford

Comfy Cozy Casa
10.0 out of 10, Exceptional, (57)
"Great place to stay "
United States
Artem V.
The price is HK$818
HK$2,067 total
includes taxes & fees
7 Jan - 8 Jan
Comfy Cozy Casa
Fridge, microwave, oven, stovetop
Modern Home In Heart Of Downtown Klamath Falls

Holiday Home in Downtown Klamath Falls

Modern Home In Heart Of Downtown Klamath Falls
9.8 out of 10, Exceptional, (14)
"House was cute and very clean inside Nice decor and had everything we needed! "
United States
Tim T.
The price is HK$672
HK$1,755 total
includes taxes & fees
6 Jan - 7 Jan
Modern Home In Heart Of Downtown Klamath Falls
Fridge, microwave, oven, stovetop
Cozy 3 bedroom by airbase!

Holiday Home in Klamath Falls

Cozy 3 bedroom by airbase!
9.4 out of 10, Exceptional, (16)
"The house was amazing. "
United States
Sarah B.
The price is HK$526
HK$1,258 total
includes taxes & fees
4 Jan - 5 Jan
Cozy 3 bedroom by airbase!
Fridge, microwave, oven, stovetop
The Stardust Cottage Near Downtown Klamath Falls

Holiday Home in Downtown Klamath Falls

The Stardust Cottage Near Downtown Klamath Falls
10.0 out of 10, Exceptional, (7)
"We had a lovely stay and appreciate all the special touches made by the hosts."
United States
Karen H.
The price is HK$582
HK$1,570 total
includes taxes & fees
4 Jan - 5 Jan
The Stardust Cottage Near Downtown Klamath Falls
Fridge, microwave, oven, stovetop
Cedar Mountain - Suite B

Holiday Home in Grants Pass

Cedar Mountain - Suite B
10.0 out of 10, Exceptional, (52)
"Another great stay -- I just love this property and the cabins, so beautiful and they provide everything you need. "
United States
Karen N.
The price is HK$600
HK$1,050 total
includes taxes & fees
4 Jan - 5 Jan
Cedar Mountain - Suite B
1 bedroom, travel cot, free WiFi, bed sheets
Restful River Retreat

Holiday Home in Gold Hill

Restful River Retreat
9.2 out of 10, Wonderful, (29)
"Beautiful place!"
United States
Lonna P.
The price is HK$701
HK$1,616 total
includes taxes & fees
14 Jan - 15 Jan
Restful River Retreat
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

Find out more about Southern Oregon

Southern Oregon Vacation Homes information

Number of reviews
226
Accommodation
455 Vacation Homes
Lowest Price
HK$869
Highest Price
HK$3,113

Explore a world of travel with Expedia