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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Cole cottages

An outdoor patio with a grill, dining table, chairs, and string lights.

1. 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 CA $181
CA $574 total
includes taxes & fees
Sep 7 - Sep 8
Paschal Winery
A house with a driveway, a tree in the front yard, and a rainbow in the background.

2. 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 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is CA $187
CA $338 total
includes taxes & fees
Sep 7 - Sep 8
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
A house with a wooden deck, a stone wall, and a wooden fence.

3. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (233 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is CA $221
CA $389 total
includes taxes & fees
Sep 7 - Sep 8
The Ashland Cottage, walk to town
A residential house with a garage, a satellite dish, and a driveway.

4. Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Lovely stay. "
United States
Cyndy K.
The price is CA $177
CA $328 total
includes taxes & fees
Sep 14 - Sep 15
Charming carriage house in Ashland near downtown
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

5. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (72 reviews)
"Great location in the heart of downtown"
United States
John B.
The price is CA $315
CA $535 total
includes taxes & fees
Sep 28 - Sep 29
Courtside Cottage - WalkScore 93 - Dog Friendly
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 Cole Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"A Charming Stay in the Heart of Ashland! We had such a wonderful stay at the Ashland Springs Hotel in Ashland, Oregon! This quaint and charming hotel has so much character and old-world elegance. From the beautiful historic feel of the property to the warm and welcoming atmosphere, it truly made our visit to Ashland extra special. The location was perfect—close to downtown, restaurants, shops, and the theater, making it so easy to explore the area. Our room was comfortable, cozy, and had that unique charm you just don’t get from modern chain hotels. What we loved most was the peaceful, relaxed atmosphere. It felt like staying somewhere with a story and personality rather than just another hotel. If you’re visiting Ashland, we definitely recommend the Ashland Springs Hotel. It’s charming, convenient, and full of character, a lovely place to stay while enjoying this beautiful little Oregon town. ❤️ We would happily stay here again! 🌿✨"
Ma Darlene 6-night trip
Posted 10 hours ago
Ashland Springs Hotel

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