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Compare 116 Cottages in Ashland with updated reviews, rates, and availability.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland."
The price is AED 571
AED 928 total
includes taxes & fees
1 Jul - 2 Jul
Paschal Winery

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

7.6 out of 10, Good, (7)
"The house was clean, comfortable and in a good location to easily get around. "
The price is AED 474
AED 781 total
includes taxes & fees
2 Jun - 3 Jun
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (61)
"Really Loved our SF stay at Standish cottage in Jacksonville"
Standish Cottage is Creekside

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

10.0 out of 10, Exceptional, (37)
"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 AED 657
AED 1,295 total
includes taxes & fees
16 Jun - 17 Jun
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (2)
"Enjoyed our stay"
Charming carriage house in Ashland near downtown

Sweet Rose Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"Home and property were beautiful! Will definitely stay again!"
Sweet Rose Cottage

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

9.8 out of 10, Exceptional, (91)
"This was a very nice studio, the owners were very nice and easy to work with. "
The price is AED 323
AED 603 total
includes taxes & fees
30 Jun - 1 Jul
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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

9.6 out of 10, Exceptional, (22)
"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 AED 437
AED 783 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (27)
"We loved the area and the cabin"
Blue Gate Cottage on the Rogue River

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (194)
"We'll be back!"
The Ashland Cottage, walk to town

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

10.0 out of 10, Exceptional, (11)
"This is a great spot to stay. "
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Jacksonville Towne Square.

3.0 star property
9.4 out of 10, Exceptional, (12)
"great location. you can easily walk to shops and restaurants. "
Jacksonville Towne Square.

Downtown Mint

10.0 out of 10, Exceptional, (33)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is AED 331
AED 785 total
includes taxes & fees
4 Jun - 5 Jun
Downtown Mint

Hiking Trail On-site: Mtn-view Eagle Point Retreat

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very cute and cozy place to stay in the country. We met a bunch of wild turkey and deer in trip back and forth to home. The place was clean, inviting and privare. Enjoyed our stay!"
Hiking Trail On-site: Mtn-view Eagle Point Retreat

Remote Escape: Klamath Falls Cabin By Lake & Hikes

2.0 star property
Remote Escape: Klamath Falls Cabin By Lake & Hikes

Cozy Central Point Bungalow on Working Winery!

3.0 star property
8.4 out of 10, Very Good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
Cozy Central Point Bungalow on Working Winery!

Tranquil setting surrounded by panoramic mountain views, grazing horses

9.8 out of 10, Exceptional, (108)
"We found this Farmhouse Cottage to be a wonderful retreat after a day of touring what the local area has to offer. It is quiet, the hosts are enjoyable to meet and get to know, and the variety of birds on the property were fun to watch and listen to."
Tranquil setting surrounded by panoramic mountain views, grazing horses

This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

9.0 out of 10, Wonderful, (12)
"This was a great place to stay near town and river. Good size and clean. Would stay again"
The price is AED 413
AED 649 total
includes taxes & fees
2 Jun - 3 Jun
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

The Cottage!

2.0 star property
6.8 out of 10, (3)
"Cute cottage for 1 or 2 people. It was 100 degrees outside but the AC worked great to keep it cool inside. The kitchen is fully equipped with everything to cook a nice meal. Nice clean decor and linens. Located just 1/2 block from shops and restaurants, walk everywhere easily including Britt Fest. Friendly town with a nice variety of things to explore including nearby hiking trails."
The Cottage!

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
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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Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between AED 323 and AED 657 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?
Take your pick of multiple cottages in Ashland that have a total average guest review rating of 9.6. Oak Street Cottages is a superb place to rest and recharge between adventures. This 3-star cottage also has a barbecue grill and a fireplace. The Retreat At Oak Knoll ~ Pet Friendly is another popular option with travelers in this area. It has a 4-star rating and amenities including a garden and a yard.
How many cottages are there in Ashland?
Pack your suitcase and pick from 116 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.