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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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)
"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 AED 323
AED 603 total
includes taxes & fees
26 Mar - 27 Mar
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, (7)
"Very nice and hassle free check in "
The price is AED 413
AED 768 total
includes taxes & fees
23 Apr - 24 Apr
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

9.6 out of 10, Exceptional, (19)
"We enjoyed our comfy stay in the country. We loved visiting with the animals. Unfortunately, the wineries weren’t open because it was Christmas but Jacksonville was decked out with lights. Thank you for adding to our fun winter adventure."
The price is AED 364
AED 708 total
includes taxes & fees
26 Mar - 27 Mar
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

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 AED 551
AED 1,048 total
includes taxes & fees
26 Mar - 27 Mar
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."
The price is AED 364
AED 727 total
includes taxes & fees
26 Mar - 27 Mar
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, (40)
"Excellent little studio cottage. Looks like and ADU unit created behind the main house, but with seperate alley entrance and parking. Very tastefully furnished with a modern look. Small kitchen has microwave, small fridge, coffee maker, hot water maker and dishwasher. Does not have a stove (which we didn't need anyway). Easy walking to downtown. Takes 8 minutes to walk to Oregon Shakespeare. Michael, the host communicated very timely and clearly all the what and hows. Super nice. Super easy in...
The price is AED 532
AED 1,031 total
includes taxes & fees
31 Mar - 1 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

9.0 out of 10, Wonderful, (2)
"This is a very charming and warm property located in a great central spot of Medford. I highly recommend it!"
The price is AED 474
AED 793 total
includes taxes & fees
26 Mar - 27 Mar
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
Property grounds

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 1,291 total
includes taxes & fees
1 Apr - 2 Apr
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, (13)
"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 AED 290
AED 652 total
includes taxes & fees
26 Mar - 27 Mar
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

The price is AED 361
AED 840 total
includes taxes & fees
31 Mar - 1 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, (191)
"We'll be back!"
The price is AED 624
AED 1,077 total
includes taxes & fees
8 Apr - 9 Apr
The Ashland Cottage, walk to town
Downtown Mint
Property grounds

Downtown Mint

10.0 out of 10, Exceptional, (32)
"The cottage was located downtown near everything and the beds & linens were an excellent quality. There were coffee beans and a grinder, olive oil salt & pepper. Those things while small make the stay easy and comfortable. "
The price is AED 294
AED 752 total
includes taxes & fees
26 Mar - 27 Mar
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 AED 422
AED 807 total
includes taxes & fees
30 Mar - 31 Mar
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 AED 413
AED 645 total
includes taxes & fees
26 Mar - 27 Mar
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)
"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 | Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (30)
"Lovely place and the room had everything I needed. "
The price is AED 551
AED 819 total
includes taxes & fees
31 Mar - 1 Apr
A Cowslip's Belle Inn
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.4 out of 10, Exceptional, (25)
"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 AED 477
AED 950 total
includes taxes & fees
28 Mar - 29 Mar
East Main Downtown Bungalow
Charming home, w/hot tub, close to downtown Pet-Friendly!
Outdoor spa tub

Charming home, w/hot tub, close to downtown Pet-Friendly!

10.0 out of 10, Exceptional, (34)
"super cool"
The price is AED 1,010
AED 2,224 total
includes taxes & fees
26 Mar - 27 Mar
Charming home, w/hot tub, close to downtown Pet-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.

Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between AED 290 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?
A traveler favorite is Oak Street Cottages. Make yourself comfortable at this 3-star stay which comes with a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another popular option worth checking out. Spend your break at this 4-star cottage and you’ll have access to amenities including a yard and a barbecue grill. You’ll have your pick of multiple cottages in Ashland with a total average guest review rating of 9.7.
How many cottages are there in Ashland?
Pack your suitcase and pick from 117 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.
Are there any 5-star cottages in Ashland?
There are no 5-star cottages in Ashland. However, there are some fabulous 4-star accommodations that are bound to impress you. Book a night or two at C’ Street Station - Short Walk To Osf, approximately 0.80 kilometers from the downtown area. free WiFi and a fireplace are a couple of the many conveniences available here. The Retreat At Oak Knoll ~ Pet Friendly is another upscale pick with a living room and a patio. This cozy cottage is around 5 kilometers from central Ashland.
Why book your cottage in Ashland with Expedia?
Expedia has some superb cottages in Ashland, so get set for a memorable vacation close to nature. If you have a certain budget, click on how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or free WiFi. We’ll help you find the right fit whatever your style of travel or plans.
How can I find cheap cottages in Ashland?
The easiest way to track down cheap cottages in Ashland is with Expedia’s convenient filter tool. Refine your search results by budget, star rating and amenities to grab unbeatable bargains in just a few clicks.