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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 117 Cottages in Ashland with updated reviews, rates, and availability.

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker

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

9.8 out of 10, Exceptional, (90)
"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
13 May - 14 May
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Paschal Winery
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace

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 564
AED 922 total
includes taxes & fees
10 Jun - 11 Jun
Paschal Winery
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Dining

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

9.8 out of 10, Exceptional, (21)
"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 364
AED 705 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher

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. "
The price is AED 631
AED 1,121 total
includes taxes & fees
16 May - 17 May
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining

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

9.6 out of 10, Exceptional, (18)
"Had family in the area and was able to visit."
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (44)
"Great location and very cute place. "
Courtside Cottage - WalkScore 93 - Dog Friendly
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.6 out of 10, Exceptional, (4)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
The price is AED 474
AED 781 total
includes taxes & fees
18 May - 19 May
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Interior

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
Tranquil setting surrounded by panoramic mountain views, grazing horses
Property grounds

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

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

10.0 out of 10, Exceptional, (37)
"We really enjoyed our stay at this beautiful little cottage! The host was incredibly accommodating and the location in walking distance to some of the best coffee shops and restaurants and parks was just perfect for us :) "
The price is AED 657
AED 1,291 total
includes taxes & fees
10 Jun - 11 Jun
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
1 bedroom, in-room safe, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (14)
"The cottage was adorable, clean and in a convenient location. The host was easy to commicate with and kind. The ac was really nice on a hot summer day. Well appointed unit with everything we needed. We would stay here again."
The price is AED 426
AED 798 total
includes taxes & fees
11 Jun - 12 Jun
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Thistlebee Cottage just outside charming Ashland, Oregon
Fridge, microwave, oven, stovetop

Thistlebee Cottage just outside charming Ashland, Oregon

9.0 out of 10, Wonderful, (2)
"This little spot is a bit far afield, but absolutely adorable! It was a trip to see the cows out the windows and a little school bus came by in the morning--so cute! These sweet folks even left us eggs from their chickens! Be aware there is no TV, nor do they claim one, but I didn't notice when I read the listing. I also did not care, since I carry my own tablet, which is adequate. Great spot for our dog, too, as she had her own fenced in spot. Loved it."
The price is AED 448
AED 939 total
includes taxes & fees
11 Jun - 12 Jun
Thistlebee Cottage just outside charming Ashland, Oregon
Jacksonville Towne Square.
Exterior

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.
The Ashland Cottage, walk to town
Interior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (193)
"We'll be back!"
The price is AED 624
AED 1,048 total
includes taxes & fees
18 May - 19 May
The Ashland Cottage, walk to town
Downtown Mint
Property grounds

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 294
AED 744 total
includes taxes & fees
14 May - 15 May
Downtown Mint
Ashland's Mountain View Vacation Rental.
Exterior

Ashland's Mountain View Vacation Rental.

10.0 out of 10, Exceptional, (34)
"Place was a perfect fit for our group! Definitely would stay here again!"
Ashland's Mountain View Vacation Rental.
Charming carriage house in Ashland near downtown
Microwave, oven, stovetop, dishwasher

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (1)
"Enjoyed our stay"
The price is AED 437
AED 831 total
includes taxes & fees
27 May - 28 May
Charming carriage house in Ashland near downtown
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (11)
"This was a great place to stay near town and river. Good size and clean. Would stay again"
The price is AED 413
AED 641 total
includes taxes & fees
9 Jun - 10 Jun
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Standish Cottage is Creekside
Interior

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (60)
"Really Loved our SF stay at Standish cottage in Jacksonville"
Standish Cottage is Creekside
Blue Gate Cottage on the Rogue River
Exterior

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
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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Other property types in Ashland

A Cowslip's Belle Inn
Main House | Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (31)
"Lovely place and the room had everything I needed. "
The price is AED 794
AED 1,090 total
includes taxes & fees
26 May - 27 May
A Cowslip's Belle Inn
Quiet and peaceful cottage close to downtown
Outdoor dining

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (53)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is AED 680
AED 1,212 total
includes taxes & fees
16 May - 17 May
Quiet and peaceful cottage close to downtown
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Terrace/patio

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

10.0 out of 10, Exceptional, (17)
"Very nice place and I loved being surrounded by forest."
The price is AED 621
AED 1,007 total
includes taxes & fees
1 Jun - 2 Jun
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
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.