2BR Ashland Retreat: Steps to Shakespeare

Photo gallery for 2BR Ashland Retreat: Steps to Shakespeare

A house with a white picket fence, a porch, and a covered area with a white canopy.
A cozy living room with a bay window, leather sofas, a coffee table, and a chandelier.
A four-poster bed in a dark-themed room with a large window, a wooden door, and a nightstand with a lamp.
A kitchen with wooden cabinets, a white refrigerator, a stove, and a window with a view.
A covered porch with two chairs and a table, overlooking a street with parked cars and a white picket fence.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Oregon Shakespeare Festival

Popular amenities

  • Balcony
  • Air-conditioning
  • Internet
  • Washing machine
  • Refrigerator
  • Onsite parking available

Explore the area

View map
Ashland, OR
  • Place, Oregon Cabaret Theatre
    ‪3 min walk‬
  • Place, Lithia Park
    ‪3 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪5 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪23 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

3 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Garden

Add dates for prices

Similar properties

Living area
Ashland Urban Cabin - Centrally located & walking distance to SOU and Downtown
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  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
8.8 out of 10, Excellent, (9 reviews)
Ashland Urban Cabin - Centrally located & walking distance to SOU and Downtown

About the area

Ashland

Historic Railroad District, a neighbourhood in Ashland, is home to this holiday home. Allen Elizabethan Theatre and Angus Bowmer Theatre are cultural highlights, and some of the area's activities can be experienced at Grizzly Peak Winery and Weisinger Family Winery. ScienceWorks Hands-On Museum and The RRRink are also worth visiting.
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Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 3 min walk - 0.3 km
  • Lithia Park - 3 min walk - 0.3 km
  • Ashland Library - 5 min walk - 0.4 km
  • Oregon Shakespeare Festival - 5 min walk - 0.4 km
  • Southern Oregon University - 18 min walk - 1.6 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 21 min drive

Restaurants

  • ‪Martolli's Hand Tossed Pizza - ‬5 min walk
  • ‪Taj Indian Cuisine - ‬6 min walk
  • ‪Case Coffee Roasters - ‬5 min walk
  • ‪Ruby's - ‬3 min walk
  • ‪RedZone Sports Bar N' Grill - ‬3 min walk

Frequently asked questions

Is 2BR Ashland Retreat: Steps to Shakespeare pet-friendly?

No, pets are not allowed at this property.

How much is parking at 2BR Ashland Retreat: Steps to Shakespeare?

On-site parking is available at the property.

What time is check-in at 2BR Ashland Retreat: Steps to Shakespeare?

Check-in begins at 3:00 PM.

What time is check-out at 2BR Ashland Retreat: Steps to Shakespeare?

Checkout is at 11:00 AM.

Where is 2BR Ashland Retreat: Steps to Shakespeare located?

Located in Historic Railroad District, this holiday home is within a 5-minute walk of Oregon Cabaret Theatre, Allen Elizabethan Theatre and Angus Bowmer Theatre. Thomas Theatre and Oregon Shakespeare Festival are also within 5 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful classic victorian with modern amenities galore! Perfect location for sauntering to the best restaurants, shopping, and, of course, the theaters. Would definitely stay at any of the SwankHouse options again.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. Great accommodations and location. We parked our car on arrival and didn't drive it until we left. Everything was in easy walking distance. We'll be back.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a lovely rental! Everything about the property itself fit the needs of 4 enthusiastic older women eager to enjoy the arts and culture of Ashland. We found the kitchen easy to work in (with some instruction on using the unique coffee maker), the beds extremely comfortable and the home extremely clean. The ability to spend time in the yard was an added bonus. We walked everywhere. What a delight!
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, well-appointed retreat in an unbeatable location. The house is full of character and decorated with a delightful sense of whimsey. It is located within easy walking distance of Main Street shops and restaurants, OSF, and Lithia Park. The two bedrooms are on the upper floor accessible only via stairs. The rooms are physically very separate and there is no noise audible between them, making for an ideal retreat for two couples for a theater weekend or longer stay. Daily visits from a family of deer were an extra special treat! We definitely plan to return.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charm out the wazoo at this home. The location is outstanding: a short walk to the bakeries and restaurants and amusements of downtown Ashland from here. My bed (the non-four-poster one) was one the most comfortable beds I have ever slept in. The hosts are responsive and helpful, too. We had such a lovely time.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Stay Yet in Ashland!

I've been visiting Ashland for 15 years, and The Matriarch (also known as the Swank House) is by far the best location I've ever stayed in. It's beautifully classy, incredibly comfortable, and perfectly situated—just a short walk to everything I love: the Cabaret, Lithia Park, restaurants, and shopping. I especially appreciated being able to drop off purchases or refrigerate leftovers in between outings—so convenient!The communication was seamless: clear, accommodating, and never intrusive. The kitchen was well-stocked, the beds were luxuriously comfy, and the entire space felt thoughtfully curated. Honestly, I hesitate to post this review because I’d love to keep this gem all to myself!It was the perfect Mother’s Day gift to ourselves—shared between me, my sister, and two daughters. A truly special stay we’ll always remember.
Stayed 2 nights in May 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jul 2025
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