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Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 100 Cottages in Ashland with updated reviews, rates, and availability.

Paschal Winery
Exterior

Paschal Winery

4.5 star property
9.4 out of 10, Exceptional, (6)
"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 385
SAR 747 total
includes taxes & fees
23 Jan - 24 Jan
Paschal Winery
Courtside Cottage - WalkScore 93 - Dog Friendly
Room

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (38)
"Everything was just perfect!"
The price is SAR 369
SAR 825 total
includes taxes & fees
2 Feb - 3 Feb
Courtside Cottage - WalkScore 93 - Dog Friendly
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A classical one-room cottage

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 SAR 371
SAR 735 total
includes taxes & fees
23 Jan - 24 Jan
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
The Ashland Cottage, walk to town
Exterior detail

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (189)
"Clean and comfy"
The price is SAR 638
SAR 1,100 total
includes taxes & fees
23 Jan - 24 Jan
The Ashland Cottage, walk to town
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Crackling warmth, soft glow, and the perfect spot to unwind. Here's to cozy moments by the fire.

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 421
SAR 658 total
includes taxes & fees
23 Jan - 24 Jan
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Cozy Central Point Bungalow on Working Winery!
Central Point Vacation Rental | 1BR | 1BA | 500 Sq Ft | 2 Steps to Enter

Cozy Central Point Bungalow on Working Winery!

10.0 out of 10, Exceptional, (5)
"Beautiful and relaxing property located close to just about everything! House was exactly as described!"
Cozy Central Point Bungalow on Working Winery!
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.
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior

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 SAR 484
SAR 823 total
includes taxes & fees
27 Jan - 28 Jan
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Exterior

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 1,075 total
includes taxes & fees
23 Jan - 24 Jan
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Blue Gate Cottage on the Rogue River
cottage & porch

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
Downtown Mint
Exterior detail

Downtown Mint

10.0 out of 10, Exceptional, (31)
"Spent Christmas here to be with a family member that lives in Medford. Kitchen was well stocked and were able to make all the meals for the holiday celebration and even able to make gingerbread cookies. Very close to stores and restaurants. Owner was very responsive to any questions and stopped by to greet us as we checked in."
The price is SAR 300
SAR 760 total
includes taxes & fees
30 Jan - 31 Jan
Downtown Mint
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Tigers Den lovely oversized jetted tub

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

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

10.0 out of 10, Exceptional, (86)
"We stayed 2 nights and the property was super clean. We were able to relax and enjoy our stay. Would definitely recommend! "
The price is SAR 296
SAR 578 total
includes taxes & fees
26 Jan - 27 Jan
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Tranquil setting surrounded by panoramic mountain views, grazing horses
Upstairs bed

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
Ashland's Mountain View Vacation Rental.
Fire pit and patio for relaxing with beautiful sunsets

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

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

10.0 out of 10, Exceptional, (36)
"We had the most lovely stay in Jacksonville for a quick weekend getaway to celebrate my sister‘s 50th birthday! The property is beautifully Appointed and has everything you need for a comfortable and luxurious getaway! The bed was plush and inviting, and we had plenty of room for our small group to lounge, make snacks, enjoy a glass of wine, and have wonderful conversations! We will definitely visit again! "
The price is SAR 672
SAR 1,322 total
includes taxes & fees
29 Jan - 30 Jan
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Historic Bradshaw House!

Historic Bradshaw House!

10.0 out of 10, Exceptional, (63)
"We LOVED this cute little house. It was cozy and so close to downtown. It was wonderful. "
Historic Bradshaw House!
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Dining

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

9.6 out of 10, Exceptional, (17)
"Relaxing beautiful little cottage in the country. Peaceful and quiet. Great fenced yard for dogs too if you have them. Cute farms with animals all around to enjoy. Close to Jacksonville I recommend it highly"
The price is SAR 371
SAR 754 total
includes taxes & fees
29 Jan - 30 Jan
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
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
Inn on 5th Cottage Suite!

Inn on 5th Cottage Suite!

9.6 out of 10, Exceptional, (39)
"Loved the place and how convenient everything was. Thank you "
Inn on 5th Cottage Suite!
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

Downtown Delight: 3BDR Urban Escape
Charming storybook Victorian 😍

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape
A Cowslip's Belle Inn
Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (29)
"Lovely place and the room had everything I needed. "
The price is SAR 469
SAR 732 total
includes taxes & fees
23 Jan - 24 Jan
A Cowslip's Belle Inn
Premier Downstairs Flat in Perfect Down Town Location
Exterior

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (48)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location
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?
Rates for cottages in Ashland range between SAR 296 and SAR 672 per night. No matter your budget, you’ll find an ideal place to get in touch with nature. 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?
Choose from multiple cottages in Ashland that have a total average guest review rating of 9.7. Oak Street Cottages is an ideal place to rest and unwind between adventures. This 3-star cottage also has a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another quality option with travelers to this area. It has a 4-star rating and amenities including a yard and a garden.
How many cottages are there in Ashland?
Pick from 100 cottages in Ashland. Whether you’re vacationing with the family or planning a weekend escape with close friends, Expedia will help you find the ideal space to immerse yourself in nature.
Are there any 5-star cottages in Ashland?
Although there aren’t any 5-star cottages in Ashland, there are some 4-star accommodations that have what you’re looking for. Enjoy leisurely days in a peaceful setting at ‘C’ Street Station - Short Walk to OSF. Located about 0.80 kilometers from downtown, it has a fireplace and free WiFi. Another popular 4-star property is The Retreat At Oak Knoll ~ Pet Friendly. It’s about 5 kilometers from central Ashland and includes amenities such as a living room and a garden.
Why book your cottage in Ashland with Expedia?
Expedia has some great cottages in Ashland, so get set for an unforgettable vacay on nature’s doorstep. If you have a fixed budget, click on how much you’d like to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or a kitchen. We’ll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in Ashland?
With Expedia’s handy filter tool, locating cheap cottages in Ashland is easy. To find stays that’ll make your wallet smile, refine your search by amenities, budget and star rating.