Ashland Cottages ￥25,966

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Our top choices for Ashland cottages

1. Charming carriage house in Ashland near downtown

Skidmore Academy Historic District

Cyndy K.

￥37,333 total

includes taxes & fees

Oct 1 - Oct 2

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

Ashland

Greg M.

￥37,991 total

includes taxes & fees

Sep 23 - Sep 24

3. The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District

Julie S.

￥44,864 total

includes taxes & fees

Oct 18 - Oct 19

4. Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District

John B.

￥42,482 total

includes taxes & fees

Oct 5 - Oct 6

5. Paschal Winery

Talent

Christine

￥66,052 total

includes taxes & fees

Sep 20 - Sep 21

6. Downtown Mint

Medford

Melissa L.

￥39,301 total

includes taxes & fees

Sep 21 - Sep 22

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

Central Point

Chris A.

￥25,966 total

includes taxes & fees

Sep 22 - Sep 23

8. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Central Point

Kellie P.

￥30,945 total

includes taxes & fees

Sep 29 - Sep 30

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Top Ashland Hotel Reviews

The Bard's Inn, BW Signature Collection by Best Western

8/10 Good

"The property is well-located for those attending OSF plays and wanting a variety of nearby dining options. Our room and bathroom were both very clean, and the beds comfortable. The bathroom, however, “showed its age” a bit, with lack of a little more counter space being a problem for 2 female guests with makeup bags and hair needs, and a rather unsightly crack in the sink. The pool and hot tub were great! All staff we interacted with, from front office each day to cleaners, were pleasant and helpful. Would stay there again, but probably book one of the more expensive rooms in the Bard’s Inn “Sonnet” property across the street."

Ashland Hills Hotel & Suites

8/10 Good

"Very nice place, BUT: The major issue is the completely not equipped kitchen. Yes there is a stove, refrigerator, microwave. Not one glass, cup, plate, bowl, spoon, knife, fork, pot or pan. Yes a sink in kitchen, but no dish detergent, drying rack etc etc. In other words, a kitchen, no way to use it."

Stratford Inn

10/10 Excellent

"We always stay here when we come into Ashland for a play or musical. It's walking distance to everything: restaurants (Nous was especially fabulous), all theaters including the main Angus Bowmer Theater and the Oregon Cabaret (dinner)Theater. And there is a Safeway across the street. The staff are all sweet and helpful."

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"I loved the size of the room, the comfy ged location's proximity to OSF and Lithia Park, plus the the beautiful, creekside grounds.. Parking was easy, as was breakfast. I am not a pet-owner, and have some allergies, so I also appreciate that they keep non-pet rooms available."

Find out more about Ashland

Ashland Cottages information

Number of reviews	691
Accommodation	126 Cottages
Lowest Price	￥25,966
Highest Price	￥77,008

Frequently asked questions

How much do cottages in Ashland cost?

Cottages in Ashland range between ￥25,966 and ￥77,008 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 9.7. 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 family-friendly cottages in Ashland?

A trip with the family in Ashland is a cinch at Oak Street Cottages. With conveniences including a barbecue grill and a picnic area, you'll have all the comforts of home at this 3-star cottage. The Retreat At Oak Knoll ~ Pet Friendly is another family-friendly stay where you and your crew can escape the daily grind of the city. This cottage has a 4-star rating and amenities including a fireplace and a barbecue grill. Once you've checked in and dropped off your things, there are lots of family-friendly attractions to visit in and around Ashland. ScienceWorks Hands-On Museum and Mount Ashland Ski Area guarantee fun for young and old.

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.

What is there to do in Ashland near my cottage?

Whatever you're interested in, Ashland has plenty to keep you entertained. Emigrant Lake, Angus Bowmer Theatre and ScienceWorks Hands-On Museum are on many visitors' sightseeing plans. Don't miss North Mountain Park, Mount Ashland Ski Area and Allen Elizabethan Theatre either. With Expedia's Ashland hotel deals, you can see more fantastic attractions like these with the cash you save.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland cottages

1. Charming carriage house in Ashland near downtown

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

3. The Ashland Cottage, walk to town

4. Courtside Cottage - WalkScore 93 - Dog Friendly

5. Paschal Winery

6. Downtown Mint

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

8. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

9. Rosewood Studio | Private Cottage Near Downtown

10. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

11. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

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

13. Historic Bradshaw House!

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

15. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

16. The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

17. Charming 1BR Cottage – Walk to Britt Gardens

18. Fireside Cottage in Downtown Jacksonville

19. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

20. Riverfront Relaxation: Secluded Jacksonville Home

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

The Bard's Inn, BW Signature Collection by Best Western

Find out more about Ashland

Ashland Cottages information

Frequently asked questions

Explore a world of travel with Expedia