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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 116 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)
"It was freezing cold the 1st night and having it prepared for us with heat in the space would have been great. We had to buy TP and paper towels. We stayed 3 nights. The cabin is so cute the bed was excellent to sleep on. "
The price is SAR 330
SAR 616 total
includes taxes & fees
12 May - 13 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, (8)
"If I could add a sixth or even a seventh star for comfort.... I would. That you Rory for an amazing stay. "
The price is SAR 458
SAR 822 total
includes taxes & fees
21 Apr - 22 Apr
Paschal Winery
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Property grounds

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

9.6 out of 10, Exceptional, (20)
"This sweet cottage was perfectly situated between the beautiful mountains and farmlands and far enough away from the big city hustle. "
The price is SAR 372
SAR 731 total
includes taxes & fees
22 Apr - 23 Apr
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
Living area

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

9.8 out of 10, Exceptional, (10)
"Casa Amore was a perfect spot for my daughter and her husband and their dog to stay for a night! The location is great, parking and entry is easy, the space is clean and comfortable with everything they needed, and the communication from Haley has been wonderful. "
The price is SAR 563
SAR 1,067 total
includes taxes & fees
16 Apr - 17 Apr
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Fridge, microwave, oven, stovetop

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."
The price is SAR 417
SAR 804 total
includes taxes & fees
21 Apr - 22 Apr
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, (43)
"Super clean, really well designed compact space with everything you need for two people or two and a child. Decor threads the needle between elegant and cozy. The whole demeanor is welcoming and relaxed. You can park your car and not have to drive again as almost everywhere you want to go is in walking distance. Highly recommend and plan to stay again. "
The price is SAR 576
SAR 1,094 total
includes taxes & fees
27 Apr - 28 Apr
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

9.4 out of 10, Exceptional, (3)
"This home is in a nice area of Medford with sidewalks and parks nearby. The home is clean and the furniture is comfortable. It has a minimalist Vibe with self-help and yoga books, yoga mat and supplies, and organic teas.and coffee. I especially enjoyed the beautiful back yard."
The price is SAR 484
SAR 798 total
includes taxes & fees
1 May - 2 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, (107)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Fridge, microwave, oven, stovetop

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!"
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)
"This is a nicely refinished farm outbuilding. If you want a fancy rental this might not suit you. We found it charming and comfortable. It has separate living area and bed room and bathroom. Comfortable chairs, large tv, nicely decorated in western motifs. Felt like a home away from home. We will return if we stay in Ashland again."
The price is SAR 368
SAR 747 total
includes taxes & fees
28 Apr - 29 Apr
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 SAR 379
SAR 876 total
includes taxes & fees
28 Apr - 29 Apr
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)
"This townhouse is very nice. The primary bedroom suite is huge and well appointed. The 2nd bedroom (both are upstairs) has a queen bed and the bathroom is adjacent. The kitchen is excellent with very good appliances, up to date counter tops, etc. This was a perfect place for 2 couples to stay, and WAY better than getting 2 hotel rooms somewhere. (As an aside, a bit of touch up paint could easily cover up a few nicks/small holes in the walls in various rooms.)"
Jacksonville Towne Square.
The Ashland Cottage, walk to town
Interior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (192)
"Loved it."
The price is SAR 638
SAR 1,101 total
includes taxes & fees
30 Apr - 1 May
The Ashland Cottage, walk to town
Downtown Mint
Exterior

Downtown Mint

10.0 out of 10, Exceptional, (33)
"I stayed here with my friend and her husband joined the following day. My friend and I did a lot of cooking and enjoyed the kitchen. The photos of this house just don't do it justice!"
The price is SAR 338
SAR 815 total
includes taxes & fees
18 Apr - 19 Apr
Downtown Mint
Ashland's Mountain View Vacation Rental.
Exterior

Ashland's Mountain View Vacation Rental.

10.0 out of 10, Exceptional, (34)
"I was in town for a wedding. Stayed with a few friends and the place was perfect. Check in was very easy. The place was super clean. The beds were massive and soft. Make brunch each morning in the kitchen. Great stay! "
Ashland's Mountain View Vacation Rental.
Charming carriage house in Ashland near downtown
Microwave, oven, stovetop, dishwasher

Charming carriage house in Ashland near downtown

The price is SAR 432
SAR 837 total
includes taxes & fees
5 May - 6 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.

9.0 out of 10, Wonderful, (10)
"Really nice time at this stay! Chill and quiet environment! Clean and cozy! Will be back in the future! 5 stars! Thanks! "
The price is SAR 422
SAR 655 total
includes taxes & fees
16 Apr - 17 Apr
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Standish Cottage is Creekside
Property grounds

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (60)
"We loved the location, size of house,and hope to relax there again when we need a place to stay while visiting our son and his family. "
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, (26)
"Stayed 5 days and still was not enough Privare part of the riverthe river the most beautiful"
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 | Private kitchen | Microwave, coffee/tea maker, electric kettle, cookware/dishes/utensils

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (31)
"This place is serene, beautiful and has a perfect location for walking downtown"
The price is SAR 563
SAR 837 total
includes taxes & fees
21 Apr - 22 Apr
A Cowslip's Belle Inn
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (26)
"We really enjoyed our short stay here! The cottage is clean, in a great location for walking to OSF and great food, and in a good neighborhood. Communication with the owner/manager was very easy and they were responsive to our few questions. We hope to return in 2025 for a longer visit!"
The price is SAR 488
SAR 975 total
includes taxes & fees
16 Apr - 17 Apr
East Main Downtown Bungalow
Quiet and peaceful cottage close to downtown
Property grounds

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (50)
"Plants, 70s vinyl, a few antiques, nicely updated, clean, private backyard, good location, did I mention 70s vinly"
The price is SAR 694
SAR 1,243 total
includes taxes & fees
23 Apr - 24 Apr
Quiet and peaceful cottage close to downtown
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.