Entire home

Charming house two blocks from downtown Ashland

Overview
Amenities
Policies
Location

Exceptional

2 bedrooms1 bathroomSleeps 4

Popular amenities

Dryer
Pet-friendly
Washer
Parking available
Kitchen
Outdoor space

Explore the area

Ashland, OR

Southern Oregon University
‪11 min walk‬
Oregon Shakespeare Festival
‪11 min walk‬
Lithia Park
‪11 min walk‬
Medford, OR (MFR-Rogue Valley Intl.)
‪25 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.

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Pet-friendly

Air conditioning

Mountain view

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Washer
Dryer
Pet-friendly
Air conditioning

House Rules

Check in after 4:00 PM

Minimum age to rent: 18

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)

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

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 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 Holiday homes in Ashland

Ashland, OR

What's nearby

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

Getting around

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

Restaurants

‪Noble Coffee Roasting - ‬7 min walk
‪Chòzu Bath and Tea Gardens - ‬6 min walk
‪Rogue Valley Roasting Company - ‬3 min walk
‪RedZone Sports Bar N' Grill - ‬6 min walk
‪The Growler Guys - ‬5 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.

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, Oregon Cabaret Theatre and Allen Elizabethan Theatre. Angus Bowmer Theatre and Thomas Theatre are also within 10 minutes.

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

8.6/10

Check-in

8.4/10

Communication

9.8/10

Location

10/10

Listing accuracy

10/10 Excellent

Tom J.

27 July 2025

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

Nice stay

Well located, nice house!

Stayed 2 nights in Jul 2025

10/10 Excellent

Lillian B.

26 July 2025

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

Julia W.

26 May 2025

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

Rene G.

16 June 2024

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.

10 June 2025

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.

7 Sept 2025

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

10/10 Excellent

Robin K.

29 Dec 2024

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

Stayed 3 nights in Nov 2024

About the host

Hosted by Gabe Rowland

Premier Host

They consistently provide great experiences for their guests

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Charming house two blocks from downtown Ashland

Photo gallery for Charming house two blocks from downtown Ashland

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

Bedroom 2

1 bathroom

Bathroom 1

Spaces

About this property

Charming house two blocks from downtown Ashland

Add dates for prices

Amenities

Have a question?

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House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Ashland

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

8.6/10

8.4/10

9.8/10

10/10

Reviews

10/10 Excellent

Tom J.

Nice stay

Tom J.

10/10 Excellent

Lillian B.

Lillian B.

10/10 Excellent

Julia W.

Perfect Spot for our Ashland Visit!

Julia W.

10/10 Excellent

Rene G.

A beautiful Redwood in a field

Rene G.

8/10 Good

Kaitlin R.

Kaitlin R.

8/10 Good

Michelle G.

Michelle G.

10/10 Excellent

Robin K.

Robin K.

About the host

Hosted by Gabe Rowland

Premier Host

Hotels

Holiday Rentals