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Cottages in Ashland

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

The price is ¥29,796
¥52,174 total
includes taxes & fees
Aug 27 - Aug 28
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

10.0 out of 10, Exceptional, (15)
"This was indeed a charming property. We were intrigued by the rustic exterior, and were pleasantly surprised by the lovely, comfortable interior. It was a pleasure to be out of the downtown Ashland traffic and noise, yet it was so easy to get there when we wanted to. I would definitely stay here again."
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay"
The price is ¥18,623
¥34,937 total
includes taxes & fees
Aug 20 - Aug 21
Charming carriage house in Ashland near downtown

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (201)
"Cute, friendly and convenient."
The price is ¥22,529
¥39,569 total
includes taxes & fees
Aug 17 - Aug 18
The Ashland Cottage, walk to town

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (51)
"Lovely studio cottage with high-end kitchenette, king bed, gorgeous bathroom, and thoughtful touches everywhere. Plus, had a slight problem with the microwave and the owner called from Japan to help us solve it (CFI tripped). I have been to Ashland before and this is really well situated but off a main street so private and quiet."
The price is ¥25,604
¥45,788 total
includes taxes & fees
Sep 7 - Sep 8
Courtside Cottage - WalkScore 93 - Dog Friendly

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

10.0 out of 10, Exceptional, (15)
"This is a great spot to stay. "
The price is ¥35,782
¥59,763 total
includes taxes & fees
Aug 17 - Aug 18
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is ¥20,618
¥34,969 total
includes taxes & fees
Aug 17 - Aug 18
Paschal Winery

Klamath River Ca Treehouse

The price is ¥11,044
¥15,535 total
includes taxes & fees
Aug 16 - Aug 17
Klamath River Ca Treehouse

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

9.8 out of 10, Exceptional, (96)
"This was a very nice studio, the owners were very nice and easy to work with. "
The price is ¥14,578
¥26,174 total
includes taxes & fees
Aug 21 - Aug 22
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

9.0 out of 10, Wonderful, (8)
"This place was amazing. Took a little extra time to get to, but it was well worth it. Would definitely stay here again. Thanks again for all necessary accommodations as well. Definitely appreciated 🙏"
The price is ¥18,406
¥30,489 total
includes taxes & fees
Sep 12 - Sep 13
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Ruby Belle Cottage retreat

2.0 star property
8.0 out of 10, Very Good, (1)
"We actually really only spent our sleeping hours there. Bed was comfortable. Area is spacious, nice outside area. Very quiet. Property is very centered for the tourists attractions in the area."
The price is ¥25,865
¥42,351 total
includes taxes & fees
Aug 18 - Aug 19
Ruby Belle Cottage retreat

Downtown Mint

9.8 out of 10, Exceptional, (37)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is ¥13,302
¥31,925 total
includes taxes & fees
Aug 17 - Aug 18
Downtown Mint

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.2 out of 10, Wonderful, (13)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
The price is ¥19,066
¥35,915 total
includes taxes & fees
Sep 1 - Sep 2
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9.6 out of 10, Exceptional, (27)
"Wonderful stay at this cute cottage with my adult daughters. Owners were great and we enjoyed every minute of it. Can't wait to come back again. "
The price is ¥17,670
¥32,433 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

The price is ¥17,618
¥29,135 total
includes taxes & fees
Aug 28 - Aug 29
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

10.0 out of 10, Exceptional, (39)
"Checkin was easy—they even were able to accommodate us when we got into town early. Very clean, awesome outdoor space, comfortable bed. We enjoyed the location, too! We would stay again!"
The price is ¥26,456
¥52,099 total
includes taxes & fees
Aug 21 - Aug 22
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

9.8 out of 10, Exceptional, (23)
"Had family in the area and was able to visit."
The price is ¥20,910
¥36,619 total
includes taxes & fees
Sep 8 - Sep 9
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

VIEWS! Farmhouse-Gated-Wineries-Rogue X

The price is ¥23,648
¥47,123 total
includes taxes & fees
Aug 19 - Aug 20
VIEWS! Farmhouse-Gated-Wineries-Rogue X

1960's Farmhouse- VIEWS! - Gated-Wineries-Rogue X

The price is ¥43,247
¥84,552 total
includes taxes & fees
Aug 19 - Aug 20
1960's Farmhouse- VIEWS! - Gated-Wineries-Rogue X
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 Ashland Hotel Reviews

Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between ¥13,302 and ¥35,782 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Ashland?
Ashland has multiple cottages with a total average guest review rating of 9.5. Oak Street Cottages is a good option if you're into nature and an easy-breezy pace. Guests of this 3-star stay will enjoy amenities such as a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another popular pick. This 4-star cottage features a fireplace and a barbecue grill.
How many cottages are there in Ashland?
Pack your suitcase and pick from 120 cottages in Ashland. Longing for a place where you can relax and connect with nature? Expedia will help you find your ideal retreat in only a click or two.