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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

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 SAR 330
SAR 616 total
includes taxes & fees
3 Apr - 4 Apr
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 SAR 422
SAR 785 total
includes taxes & fees
29 Apr - 30 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 SAR 371
SAR 723 total
includes taxes & fees
2 Apr - 3 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
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 SAR 562
SAR 1,070 total
includes taxes & fees
2 Apr - 3 Apr
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 SAR 371
SAR 746 total
includes taxes & fees
2 Apr - 3 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, (40)
"Great studio cottage, clean, has all you need for a short stay. Easy walking distance of downtown Ashland, including all of the stages for the Shakespeare festival. Hosts have it set up to really inform you, they check in via email during the stay, but are not invasive in the slightest.Fair price for quality and location. Can recommend."
The price is SAR 490
SAR 986 total
includes taxes & fees
2 Apr - 3 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 SAR 484
SAR 810 total
includes taxes & fees
3 Apr - 4 Apr
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 SAR 671
SAR 1,322 total
includes taxes & fees
7 Apr - 8 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, (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 296
SAR 674 total
includes taxes & fees
3 Apr - 4 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

The price is SAR 384
SAR 881 total
includes taxes & fees
3 Apr - 4 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 SAR 638
SAR 1,100 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)
"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 319
SAR 789 total
includes taxes & fees
6 Apr - 7 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 431
SAR 824 total
includes taxes & fees
17 Apr - 18 Apr
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 421
SAR 655 total
includes taxes & fees
14 Apr - 15 Apr
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 SAR 563
SAR 837 total
includes taxes & fees
6 Apr - 7 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 SAR 488
SAR 975 total
includes taxes & fees
2 Apr - 3 Apr
East Main Downtown Bungalow
Ashland Lodge w/ Lake Views & Game Room Loft
Exterior

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (68)
"Our family and friends had the best time. Would recommend to anyone that is looking for some peace and quiet. "
Ashland Lodge w/ Lake Views & Game Room Loft
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 SAR 296 and SAR 671 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.