Southern Oregon Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Southern Oregon vacation rentals

Property grounds
Crater Lake Resort

Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very Good, (519)
"Great place near crater lake "
United States
Lori
Crater Lake Resort
Sundeck
Rocky Point Resort

Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very Good, (406)
"Room was clean,everything was properly cleaned and had a professional presentation!! "
United States
Sonny
The price is ￥13,350
￥15,152 total
includes taxes & fees
Dec 27 - Dec 28
Rocky Point Resort
The Mastree | Individually decorated, individually furnished, free cribs/infant beds
Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort
2.5 star property
Cave Junction
9.8 out of 10, Exceptional, (16)
"Had a great time. Staff was very nice "
United States
Nichelle
The price is ￥21,816
￥27,683 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Out 'N' About Treehouse Treesort
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥18,487
￥41,331 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Barclay Klum House by WanderLodges
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is ￥17,760
￥32,859 total
includes taxes & fees
Dec 29 - Dec 30
Paschal Winery
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (42)
"Very clean & comfortable beds!"
United States
Luke E.
The price is ￥15,298
￥24,233 total
includes taxes & fees
Dec 27 - Dec 28
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
House (1 Bedroom) | Interior
Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
Cave Junction
The price is ￥12,943
￥32,919 total
includes taxes & fees
Dec 30 - Dec 31
Family-friendly 1BR w/ Laundry: Dogs Welcome
Interior
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
Klamath Falls
9.8 out of 10, Exceptional, (33)
"Excellent place. Highly recommend"
United States
Vikram
The price is ￥17,488
￥31,117 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
Property grounds
Rosie's Woodland Paradise! Come relax and rejuvenate!

Rosie's Woodland Paradise! Come relax and rejuvenate!

Rosie's Woodland Paradise! Come relax and rejuvenate!
Gold Hill
10.0 out of 10, Exceptional, (129)
"Rosie was amazing! Her soup was delicious and her hospitality was top notch!! I highly recommend staying at Rosie’s!!"
United States
Heather N.
The price is ￥15,926
￥23,297 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Rosie's Woodland Paradise! Come relax and rejuvenate!
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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, (102)
"Super cute place! Perfectly located in the middle of things. Food and drink near by."
United States
Rachel B.
The price is ￥13,116
￥25,120 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior
1930s Building on Main St Apt 211 Downtown

1930s Building on Main St Apt 211 Downtown

1930s Building on Main St Apt 211 Downtown
2.0 star property
Downtown Klamath Falls
9.6 out of 10, Exceptional, (4)
"I absolutely loved staying here. I was not expecting how they had pots, pans, and stuff in cupboards, very pleasant surprise. We loved it so much, that my partner and I were talking about trying to figure out if we could move there since it's an apartment (if that's at all possible I'd love to talk to someone about it). "
United States
Kai
The price is ￥8,047
￥21,960 total
includes taxes & fees
Dec 27 - Dec 28
1930s Building on Main St Apt 211 Downtown
TV
Beautiful Apartment 307 in a 100 year old building

Beautiful Apartment 307 in a 100 year old building

Beautiful Apartment 307 in a 100 year old building
2.0 star property
Downtown Klamath Falls
8.8 out of 10, Excellent, (3)
"Great little gem in Klamath. Great communication from prop manager, easy walkable distance to everything downtown and grocery store just 2 blocks away. Really enjoyed our stay here thank you!!!"
United States
Daniel
The price is ￥8,421
￥22,370 total
includes taxes & fees
Dec 28 - Dec 29
Beautiful Apartment 307 in a 100 year old building
Terrace/patio
The Shady Knoll - Peace & Quiet near the Rogue River!

The Shady Knoll - Peace & Quiet near the Rogue River!

The Shady Knoll - Peace & Quiet near the Rogue River!
Shady Cove
10.0 out of 10, Exceptional, (8)
"Really nice and quiet. Plus shady cove is a nice town. Great spot for fishing, hiking and some golf. As advertised. "
United States
Timothy G.
The price is ￥15,594
￥35,930 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Shady Knoll - Peace & Quiet near the Rogue River!
Outdoor spa tub
Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
Grants Pass
10.0 out of 10, Exceptional, (6)
"We loved our stay. It was very quiet and relaxing. All around it was a great experience. "
United States
Tasha
The price is ￥15,458
￥29,009 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
Exterior
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
Medford
10.0 out of 10, Exceptional, (17)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
The price is ￥12,491
￥32,497 total
includes taxes & fees
Jan 20 - Jan 21, 2026
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Property grounds
Black Pearl - Apartment near the river

Black Pearl - Apartment near the river

Black Pearl - Apartment near the river
rogue river
9.8 out of 10, Exceptional, (19)
"Beautiful place! Dishwasher was broken but otherwise we loved it!"
United States
Burt H.
The price is ￥14,035
￥34,198 total
includes taxes & fees
Dec 27 - Dec 28
Black Pearl - Apartment near the river
Main House | Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is ￥21,052
￥32,167 total
includes taxes & fees
Jan 26 - Jan 27, 2026
A Cowslip's Belle Inn
Fridge, microwave, oven, stovetop
Modern New Studio with All Amenities!

Modern New Studio with All Amenities!

Modern New Studio with All Amenities!
Klamath Falls
10.0 out of 10, Exceptional, (39)
"Clean, comfortable and convenient stay for a weekend at Crater Lake. We had everything we needed and the place was nice and quiet too! "
United States
Amal A.
The price is ￥11,102
￥26,689 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Modern New Studio with All Amenities!
Exterior
Harriman Springs Resort Cabin 2 - Cabins with a View

Harriman Springs Resort Cabin 2 - Cabins with a View

Harriman Springs Resort Cabin 2 - Cabins with a View
Klamath Falls
9.0 out of 10, Wonderful, (139)
"A nice quiet cabin "
United States
kurt
The price is ￥21,079
￥26,502 total
includes taxes & fees
Dec 27 - Dec 28
Harriman Springs Resort Cabin 2 - Cabins with a View
Fridge, microwave, oven, stovetop
Diamond D Fully Furnished 1 Bedroom Guest House

Diamond D Fully Furnished 1 Bedroom Guest House

Diamond D Fully Furnished 1 Bedroom Guest House
Grants Pass
10.0 out of 10, Exceptional, (10)
"Nice guest house. Comfortable bed and furniture, well stocked kitchen. The host her family and dogs were friendly.Would stay again. "
United States
Thomas M.
The price is ￥23,421
￥40,256 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Diamond D Fully Furnished 1 Bedroom Guest House
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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"The potential of wanting to come back for a long stay in different seasons. "
Michael 1-night trip
Posted 1 day ago
Ashland Hills Hotel & Suites

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