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

Southern Oregon Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southern Oregon vacation rentals

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,112 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is P5,356
P5,500 total
includes taxes & fees
Nov 17 - Nov 18
Union Creek Resort
A living room with a fireplace, a television, and a view of the outside.

2. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.6 out of 10, Excellent, (31 reviews)
"The hotel was nice and what you would expect for a 100 year old restored hotel. The checking and checkout process was very easy and the hotel was responsive."
United States
Taylor
The price is P5,215
P9,688 total
includes taxes & fees
Nov 1 - Nov 2
The Historic George Hotel
A clear river with surrounding greenery and trees.

3. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (604 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
The price is P11,237
P12,375 total
includes taxes & fees
Nov 1 - Nov 2
Crater Lake Resort
A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.

4. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (519 reviews)
"We enjoyed staying there Good location"
United States
Siranush
The price is P5,450
P6,185 total
includes taxes & fees
Nov 14 - Nov 15
Rocky Point Resort
A wooden cabin with a balcony, surrounded by snow-covered trees.

5. Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort
2.5 star property
Cave Junction
9.4 out of 10, Exceptional, (34 reviews)
"Nice unique place to stay. Kitchen setup is great with all utensils and facilities, good entertainments"
United States
ravendran
The price is P8,039
P13,669 total
includes taxes & fees
Nov 29 - Nov 30
Out 'N' About Treehouse Treesort
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

6. 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 P8,217
P17,349 total
includes taxes & fees
Nov 3 - Nov 4
Barclay Klum House by WanderLodges
A spacious kitchen with a central island, bar stools, and a fireplace.

7. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is P8,892
P26,997 total
includes taxes & fees
Nov 1 - Nov 2
Paschal Winery
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

8. 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, (2 reviews)
"Nice place with private patio."
United States
Anonymous traveler
The price is P5,810
P11,595 total
includes taxes & fees
Nov 22 - Nov 23
Basecamp GP Private Unit in Quiet Duplex
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

9. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is P10,286
P20,724 total
includes taxes & fees
Nov 1 - Nov 2
The Mountain Ave House by WanderLodges
A covered outdoor seating area with chairs and tables, a fire pit, and a view of a lake.

10. 'crater Lake' Williamson River Resort Cabin 1

'crater Lake' Williamson River Resort Cabin 1
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (2 reviews)
"Clean, nice amenities, friendly proprietor, pleasant ground, smallish for two people."
United States
Allan
The price is P9,179
P14,320 total
includes taxes & fees
Nov 14 - Nov 15
'crater Lake' Williamson River Resort Cabin 1
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

11. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic 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!"
United States
Robert
The price is P6,824
P12,521 total
includes taxes & fees
Nov 2 - Nov 3
Hanna's House by WanderLodges
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

12. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is P10,216
P21,998 total
includes taxes & fees
Nov 22 - Nov 23
Savage Upon Siskiyou
A deck with a fire pit, outdoor seating, and a view of the countryside.

13. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is P11,665
P24,736 total
includes taxes & fees
Nov 1 - Nov 2
Grandview of Ashland
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

14. 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 P12,366
P23,549 total
includes taxes & fees
Dec 1 - Dec 2
The Rellik House and Winery
A modern living room with a wooden dining table, a bench, and a fireplace.

15. 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 P7,528
P15,352 total
includes taxes & fees
Nov 4 - Nov 5
Redwoods Stopover by WanderLodges
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

16. 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 P8,907
P18,568 total
includes taxes & fees
Nov 29 - Nov 30
Starwood Sanctuary
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

17. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is P8,907
P23,596 total
includes taxes & fees
Nov 2 - Nov 3
Rosewood Landing- Hot Tub- Sauna
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

18. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is P10,286
P28,020 total
includes taxes & fees
Nov 2 - Nov 3
Rosewood Collective- House & Studio
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

19. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is P6,138
P10,132 total
includes taxes & fees
Dec 1 - Dec 2
Rosewood Studio by WanderLodges
A signpost with the word "Canowinga" indicating a location.

20. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is P7,585
P14,282 total
includes taxes & fees
Nov 12 - Nov 13
Forest Cabin by Crater Lake & Klamath Falls
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

Stratford Inn

Stratford Inn

8/10 Good
"Totally fine place for an overnight stay. Very basic. Older building. Rooms are nicely updated. Ok beds. Nice shower. Breakfast was not great. We went out to a restaurant after seeing what was offered. Parking is tight. Did not utilize pool area at all but seemed nice enough. Grocery store across the street."
Kari 1-night trip
Posted 2 hours ago
Stratford Inn

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