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Charming house two blocks from downtown Ashland

Vacation home in Ashland with kitchen and patio

Photo gallery for Charming house two blocks from downtown Ashland

front porch
living room
living room and front door
front room
dining area

Reviews

9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Ashland, OR
  • Place, Southern Oregon University
    ‪11 min walk‬
  • Place, Lithia Park
    ‪11 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪11 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪22 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bidet · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Charming house two blocks from downtown Ashland

The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our newly remodeled home has all the comforts you will need. Cozy beds for sleeping late, a full kitchen with a complimentary coffee bar, a living room for socializing with family and friends, and all the privacy of having the entire property to yourselves. Restaurants, shopping, and theater begin two blocks away. This is the perfect house for your unforgettable Ashland experience.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Air conditioning
Mountain view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property # 3766748

About the neighborhood

Ashland

Located in Ashland, this vacation home is in the city center. The area's natural beauty can be seen at North Mountain Park and Cascade-Siskiyou National Monument, while Oregon Cabaret Theatre and Allen Elizabethan Theatre are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at The RRRink or Lithia & Driveway Fields. Rafting offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Vacation Homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 8 min walk - 0.7 km
  • Southern Oregon University - 11 min walk - 0.9 km
  • Lithia Park - 11 min walk - 0.9 km
  • Allen Elizabethan Theatre - 11 min walk - 0.9 km
  • Oregon Shakespeare Festival - 11 min walk - 1.0 km

Getting around

  • Rogue Valley Intl. Airport (MFR) - 25 min drive

Restaurants

  • ‪Noble Coffee Roasting - ‬7 min walk
  • ‪Chòzu Bath and Tea Gardens - ‬6 min walk
  • ‪The Growler Guys - ‬5 min walk
  • ‪Zoey's Cafe - ‬7 min walk
  • ‪Rogue Valley Roasting Company - ‬3 min walk

Frequently asked questions

Is Charming house two blocks from downtown Ashland pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Charming house two blocks from downtown Ashland?

As of Dec 24, 2025, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on Jan 3, 2026 start from $372.25, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming house two blocks from downtown Ashland?

Check-in begins at 4:00 PM.

What time is check-out at Charming house two blocks from downtown Ashland?

Check-out is at 11:00 AM.

Where is Charming house two blocks from downtown Ashland located?

Located in Historic Railroad District, this vacation home is within a 10-minute walk of Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. Angus Bowmer Theatre and Thomas Theatre are also within 10 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 10 reviews
Rating 8 - Good. 3 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.6/10

Cleanliness

8.6/10

Check-in

8.6/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Bill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming as can be and at the perfect location for all that Ashland has to offer. The neighborhood is quiet and friendly with lots to offer.
Stayed 5 nights in Nov 2025

10/10 Excellent

Tom J.

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

Nice stay

Well located, nice house!
Stayed 2 nights in Jul 2025

10/10 Excellent

Julia W.

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

Perfect Spot for our Ashland Visit!

This cottage was our home away from home. An easy walk to downtown and OSF and a perfect spot to relax after a day of wine tasting. Comfortable, well-equipped, and pet-friendly.
Stayed 4 nights in May 2025

10/10 Excellent

Lillian B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of the best places I've ever stayed at! Great location, amazing house - everything is such great condition and clean. Such a wonderful experience. You can tell the host really puts a lot of thoughts into this place. Everything's perfect there. We love it!
Stayed 1 night in Jul 2025

10/10 Excellent

Maria M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was perfect for what we needed. We come to Ashland to attend the Shakespeare Festival and being in this location was perfect because it was only about a 15 minute walk. The property itself is beautiful and clean and had everything that we could’ve wanted. I believe that parts of the welcome manual should be sent to whoever reserves the property before hand because we were not told where to park when we got there, but we were able to figure it out. I would definitely reserve this location again if/when I come back. Thank you for a wonderful experience.
Stayed 5 nights in Sep 2025

10/10 Excellent

Rene G.

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

A beautiful Redwood in a field

I can't say enough about how wonderful this house was..... Location was perfect, off street parking was great, the house was perfect for 2-4 people, clean, well stocked with essentials, laundry on site....just an amazing place to stay. We will definitely book this again when visiting family.
Stayed 2 nights in Jun 2024

8/10 Good

Kaitlin R.

Liked: Cleanliness, location, listing accuracy
I have stayed at this property twice now through two different bookings and both times i have had to call, text, message the property manager for the check-in door code. I have even had to call both platforms where this rental is listed because i have not heard back in a timely manner. That is literally the only disappointing thing about this property. We love this little house so much and it is a joy to stay here. So clean and well kept. I just wish getting the check in information was easier.
Stayed 2 nights in Jun 2025

8/10 Good

Michelle G.

Liked: Cleanliness, location, listing accuracy
Disliked: Communication
Property was exactly as promoted. Comfortable, clean, with great kitchen amenities. Back porch was suitable for backyard birding, spotted 15 species! Walk from theaters was flat, well lit, and felt safe. Communications with host/manager were problematic. One day before check in and no information about access. Texted and called to get information then waited. Host did send door code before arrival, however, it didn’t work. The first morning while we were having coffee (9am) on porch we were startled when two men came into back yard. They identified as the gardeners but there was no notification from host to expect them. Last morning a woman tried to get into the house. It was the cleaner, arriving before checkout without knocking or checking to see if anyone was inside.Sadly, our last morning was lost doing housekeeping before the cleaner arrived at 10:45. I question the price point of the cleaning fee when occupant is requested to launder towels, clean frig, empty trash and tote garbage to recycle bins on edge of property.
Stayed 4 nights in Sep 2025

8/10 Good

Terri L.

Liked: Check-in, communication, location, listing accuracy
Stayed 3 nights in Sep 2025

10/10 Excellent

Robin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2024

About the host

Hosted by Gabe Rowland

Host profile image

Premier Host

They consistently provide great experiences for their guests
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