Southern Oregon Holiday Rentals

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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 rentals

Property grounds
Crater Lake Resort

Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (522)
"Great place near crater lake "
United States
Lori
Crater Lake Resort
Individually decorated, individually furnished, free cots/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, (17)
"Had a great time. Staff was very nice "
United States
Nichelle
The price is HK$1,089
HK$1,382 total
includes taxes & fees
4 Jan - 5 Jan
Out 'N' About Treehouse Treesort
Private kitchen
Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (1)
"The rooms were spotless, spacious and welcomed. Thank you "
United States
Eva
The price is HK$1,163
HK$2,440 total
includes taxes & fees
3 Feb - 4 Feb
Clearview Comfort 3BR Near Airport
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 HK$646
HK$1,644 total
includes taxes & fees
7 Jan - 8 Jan
Family-friendly 1BR w/ Laundry: Dogs Welcome
Private kitchen
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 HK$852
HK$1,984 total
includes taxes & fees
27 Jan - 28 Jan
Barclay Klum House by WanderLodges
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 HK$420
HK$1,117 total
includes taxes & fees
17 Jan - 18 Jan
Beautiful Apartment 307 in a 100 year old building
Living area
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
The price is HK$876
HK$1,630 total
includes taxes & fees
11 Jan - 12 Jan
Paschal Winery
Private kitchen
Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (1)
"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 HK$1,121
HK$2,079 total
includes taxes & fees
7 Jan - 8 Jan
Redwoods Stopover by WanderLodges
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)
"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$779
HK$1,795 total
includes taxes & fees
4 Jan - 5 Jan
The Shady Knoll - Peace & Quiet near the Rogue River!
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 HK$402
HK$1,096 total
includes taxes & fees
11 Jan - 12 Jan
1930s Building on Main St Apt 211 Downtown
Outdoor dining
Lazy Bear Cabin 6 - Restrooms and Showers are a short walk away.

Lazy Bear Cabin 6 - Restrooms and Showers are a short walk away.

Lazy Bear Cabin 6 - Restrooms and Showers are a short walk away.
O'Brien
10.0 out of 10, Exceptional, (2)
"My stay was my second time at Lone Mountain Resort. It didn't disappoint! I had a relaxing escape in luxury and charm. Would recommend over and over again."
United States
BrieannaS
The price is HK$666
HK$1,031 total
includes taxes & fees
4 Jan - 5 Jan
Lazy Bear Cabin 6 - Restrooms and Showers are a short walk away.
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)
"So cozy and welcoming! The attention to detail, love and intention is clear from the moment you drive up and walk in. And to be met with a warm home cooked meal was such a beautiful, personal touch."
United States
Andrea S.
The price is HK$794
HK$1,162 total
includes taxes & fees
14 Jan - 15 Jan
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 HK$609
HK$1,202 total
includes taxes & fees
4 Jan - 5 Jan
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior
Harriman Springs Resort Cabin 3 - Cabins with a View

Harriman Springs Resort Cabin 3 - Cabins with a View

Harriman Springs Resort Cabin 3 - Cabins with a View
Klamath Falls
9.2 out of 10, Wonderful, (175)
"Nice accommodations. "
United States
Shari P.
The price is HK$1,051
HK$1,322 total
includes taxes & fees
4 Jan - 5 Jan
Harriman Springs Resort Cabin 3 - Cabins with a View
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 HK$764
HK$1,210 total
includes taxes & fees
12 Jan - 13 Jan
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
1 bedroom, in-room safe, desk, iron/ironing board
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

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)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is HK$896
HK$1,685 total
includes taxes & fees
1 Feb - 2 Feb
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
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 HK$834
HK$1,510 total
includes taxes & fees
11 Jan - 12 Jan
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
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, (20)
"The rental was a great space for our family of 5. The location was perfect, parking was easy. Everything was clean and there were great supplies and resources. We would definitely say again! This will be our top choice when we return to visit our family in Rogue River! Thank you so much for the memories!"
United States
Sarah
The price is HK$771
HK$1,759 total
includes taxes & fees
4 Jan - 5 Jan
Black Pearl - Apartment near the river
Fridge, microwave, coffee/tea maker, toaster
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
9.2 out of 10, Wonderful, (15)
"We enjoyed a quiet evening. Everything was kept tidy and was a good place for us to stop for the evening."
United States
Mary P.
The price is HK$662
HK$1,533 total
includes taxes & fees
4 Jan - 5 Jan
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Exterior
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
2.0 star property
Jacksonville Historic District
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$951
HK$1,739 total
includes taxes & fees
4 Jan - 5 Jan
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
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

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"The room was clean and cozy. Staff was really friendly and helpful"
Gurpreet Singh 1-night trip
Posted 14 hours ago
Flagship Inn of Ashland

Find out more about Southern Oregon

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