Ashland, OR Cottages from AED 783

A deer on a road with vegetation on the sides.

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Our top choices for Ashland cottages

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

Ashland

Greg M.

AED 898 total

includes taxes & fees

22 Aug - 23 Aug

2. Charming carriage house in Ashland near downtown

Skidmore Academy Historic District

Cyndy K.

AED 872 total

includes taxes & fees

25 Aug - 26 Aug

3. The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District

Julie S.

AED 1,065 total

includes taxes & fees

24 Aug - 25 Aug

4. Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District

Suzanne

AED 1,107 total

includes taxes & fees

24 Aug - 25 Aug

5. Paschal Winery

Talent

Christine

AED 1,540 total

includes taxes & fees

18 Aug - 19 Aug

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

Central Point

Chris A.

AED 592 total

includes taxes & fees

23 Aug - 24 Aug

7. Downtown Mint

Medford

Melissa L.

AED 866 total

includes taxes & fees

7 Sep - 8 Sep

8. Rosewood Studio | Private Cottage Near Downtown

Medford

william L.

AED 766 total

includes taxes & fees

18 Aug - 19 Aug

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Top Ashland Hotel Reviews

Prospero's Flagship Inn

8/10 Good

"Nice location!!!"

Callahan's Mountain Lodge

10/10 Excellent

"This was such a fun place. I was lucky to be here on the weekend. They had a band both nights and the food and service were top notch. Shout out to Miguel and his martini skills! This hotel is super pet friendly and treated my pup as a guest. The views are amazing as well as the grounds. I highly recommend this establishment!!"

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Great location to Shakespeare Theatre and close to the park, restaurant and all other stores, gift shops. The breakfast was great and the area was very quiet and nice. The only thing might be mentioned that body washer and shampoo is so small to use with even 2 persons. Better be provided with enough quantities for reservated number of persons. Otherwise I loved to stay here with my son for Shaspeares performance."

Timbers INN and Suites

8/10 Good

"Great service from Gurpik (not sure I've spelled his name right...), who moved me to a ground-floor room so I could secure my bike overnight. The pool—small, but refreshing—was very nice after a long day's drive in hot summer temperatures. The pizza place right next door is also a nice "amenity," good pizza and beer. Had a good night's sleep after the family right over my room upstairs quieted down, lot of noise from running but did not go on too late. All in all, very good value for a place tp stop over in Ashland."

Frequently asked questions

How much do cottages in Ashland cost?

Cottages in Ashland range between AED 783 and AED 1,540 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?

Ashland has multiple cottages with a total average guest review rating of 9.8. Oak Street Cottages is a good option if you're into nature and an easy-breezy pace. Guests of this 3-star stay will enjoy amenities such as a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another popular pick. This 4-star cottage features a fireplace and a barbecue grill.

How many cottages are there in Ashland?

Pack your suitcase and pick from 126 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?

Ashland doesn't have any 5-star cottages — but you and the family can still enjoy a stylish getaway! Why not have a look at The Retreat At Oak Knoll ~ Pet Friendly? Located approximately 5 kilometers from downtown, this 4-star retreat features a living room and a garden. C' Street Station - Short Walk To Osf is another fantastic 4-star pick just 0.80 kilometers from central Ashland. It provides a relaxed vibe close to nature as well as conveniences like a fireplace and free WiFi.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland cottages

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