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

Southern Oregon Romantic Hotel

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Check availability on Southern Oregon Romantic Hotel

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Southern Oregon romantic hotels

A house with a wooden deck, a stone wall, and a wooden fence.

1. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is HK$1,310
HK$2,239 total
includes taxes & fees
1 Nov - 2 Nov
The Ashland Cottage, walk to town
A small, single-story building with a patio area featuring a table and chairs.

2. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (107 reviews)
"Mountain view, nice stay"
United States
Vickie
The price is HK$1,059
HK$1,743 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Cottage Close to Crater Lake
Coffee and/or coffee maker

3. 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, (129 reviews)
"Truly lovely, quiet and quaint, would absolutely book again"
United States
Hope K.
The price is HK$769
HK$1,394 total
includes taxes & fees
16 Nov - 17 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A house with a covered porch, outdoor seating, and a staircase leading to the entrance.

4. Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Historic Downtown District
9.8 out of 10, Exceptional, (137 reviews)
"Room was in fantastic shape, clean, well decorated, close to everything. As an Air B&B owner, I recommend, if staying Ashland stay here. Great host."
United States
James C.
The price is HK$989
HK$2,038 total
includes taxes & fees
1 Nov - 2 Nov
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
A two-story house with a front porch, a covered entryway, and a small front yard.

5. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"What an adorable cottage. It’s right in town but on a quiet street. It had every amenity that we needed. I would very highly recommend and would stay here again"
United States
Richard
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
A living room with a sofa, a wooden coffee table, a fireplace, and a chandelier.

6. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (71 reviews)
"We’ve stayed in Vrbo’s around the world and this is by far our favorite."
United States
Robert B.
The price is HK$902
HK$2,117 total
includes taxes & fees
28 Oct - 29 Oct
Historic Bradshaw House!
A covered porch with a wooden ceiling, a white door with a wreath, and two wicker chairs.

7. Cottage with gated driveway near downtown & river

Cottage with gated driveway near downtown & river
Grants Pass
10.0 out of 10, Exceptional, (32 reviews)
"It’s a great place to stay"
United States
Greg S.
The price is HK$886
HK$1,887 total
includes taxes & fees
11 Nov - 12 Nov
Cottage with gated driveway near downtown & river
A house with a wooden deck, a barbecue grill, and a small patio area.

8. Home with gated driveway near River & Downtown

Home with gated driveway near River & Downtown
Grants Pass
9.8 out of 10, Exceptional, (43 reviews)
"Everything was lovely, clean and really liked the fact that it's near everything. Will definitely stay again. "
United States
Ester
The price is HK$1,027
HK$2,270 total
includes taxes & fees
23 Nov - 24 Nov
Home with gated driveway near River & Downtown
A rustic lodge with a central entrance, multiple windows, and a stone pathway leading to a seating area.

9. Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
9.2 out of 10, Wonderful, (17 reviews)
"Great place, super hosts, wonderful hikes in the area, and quiet and secluded."
United States
Roy R.
The price is HK$1,235
HK$1,779 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Historic Cabin Near Hiking
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

10. 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, (244 reviews)
"We appreciated that the lodging was remote enough to be quiet, and offered hiking opportunities within steps of the home. The kitchen was particularly well equipped, making it easy for meal preparation."
United States
Anonymous traveller
The price is HK$1,796
HK$3,224 total
includes taxes & fees
1 Nov - 2 Nov
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
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

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