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Entire home

Charming house two blocks from downtown Ashland

Photo gallery for Charming house two blocks from downtown Ashland

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

Reviews

9.6 out of 10
Exceptional

Highlights

  • Games
    A rare find - enjoy a variety of games available on-site.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Near Oregon Shakespeare Festival
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio

Explore the area

View map
Ashland, OR
  • Place, Ashland Library
    ‪5 min walk‬
  • Place, Lithia Park
    ‪11 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪11 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪24 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.

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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 23 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3766748vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Ashland

Located in Ashland, this holiday home is in the city centre. The area's natural beauty can be seen at Lithia & Driveway Fields and North Mountain Park, while Oregon Shakespeare Festival and Oregon Cabaret Theatre are cultural highlights. ScienceWorks Hands-On Museum and The RRRink are also worth visiting. Rafting offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Ashland Library - 5 min walk - 0.4 km
  • Oregon Cabaret Theatre - 8 min walk - 0.7 km
  • Lithia Park - 11 min walk - 0.9 km
  • Oregon Shakespeare Festival - 11 min walk - 1.0 km
  • Southern Oregon University - 12 min walk - 1.1 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 25 min drive

Restaurants

  • ‪Rogue Valley Roasting Company - ‬3 min walk
  • ‪Zoey's Cafe - ‬7 min walk
  • ‪Happy Thai Express - ‬8 min walk
  • ‪Chòzu Bath and Tea Gardens - ‬6 min walk
  • ‪The Growler Guys - ‬6 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 23 kg per pet.

How much is parking at Charming house two blocks from downtown Ashland?

On-site 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?

Checkout is at 11:00 AM.

Where is Charming house two blocks from downtown Ashland located?

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

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 8 out of 11 reviews
Rating 8 - Good. 3 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.8/10

Cleanliness

8.8/10

Check-in

8.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Julia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our favorite spot to stay in Ashland! The location is perfect for walking downtown to the shops and theaters, shopping at the local co-op, or just enjoying a sunny breakfast on the deck.
Stayed 4 nights in May 2026
Verified

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
Response from VrboOwner on 1 Dec 2025
They were ideal guests. Would have them back anytime.
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

8/10 Good

Terri L.

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

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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