Entire home

Charming house two blocks from downtown Ashland

Vacation home in Ashland with kitchen and patio

Interior - Charming house two blocks from downtown Ashland (Ashland)

Exterior - Charming house two blocks from downtown Ashland (Ashland)

Terrace/patio - Charming house two blocks from downtown Ashland (Ashland)

Fridge, microwave, oven, stovetop - Charming house two blocks from downtown Ashland (Ashland)

In the heart of Ashland, The Serendipity House offers a stylish retreat. With its full kitchen and complimentary coffee bar, cozy beds for sleeping late, and a living room perfect for socializing with family and friends.

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

Kitchen
Washer
Dryer
Pet friendly
Air conditioning
Outdoor Space

￥48,756 total

includes taxes & fees

Feb 23 - Feb 24

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Ski

Close to skiing

Internet

Available in the house: WiFi

Parking and transportation

Electric car charging station on site
Parking on site

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Electric kettle
Microwave
Oven
Paper towels
Refrigerator
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1 bathroom
Bathtub or shower
Bidet
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
Games
Smart TV

Outdoor areas

Garden
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Work spaces

Desk
Desk chair

Comfort

Air conditioning
Heating

Pets

Pet friendly
Welcoming dogs only
One pet total (up to 50 lbs per pet)

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Area rugs in public areas
Gravel flooring in public areas
Hardwood flooring in public areas
Tile flooring in public areas
Well-lit path to entrance
Smoking not allowed

Services and conveniences

Iron/ironing board
Safe

Location highlights

In the city center

Things to do

Cycling nearby
Rafting nearby
Winery tours nearby

Safety features

Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock

General

Electric car charging station
Garden
Recycling

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Kitchen
Washer
Dryer
Free WiFi

￥86,830 total

includes taxes & fees

Feb 23 - Feb 24

Kitchen
Washer
Dryer
Air conditioning

￥123,390 total

includes taxes & fees

Feb 16 - Feb 17

Breakfast included
Pet friendly
Air conditioning
Parking available

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includes taxes & fees

Feb 15 - Feb 16

Kitchen
Free WiFi
Air conditioning
Outdoor Space

￥46,808 total

includes taxes & fees

Feb 12 - Feb 13

Breakfast included
Pet friendly
Air conditioning
Parking available

￥32,552 total

includes taxes & fees

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Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome

Events

No events allowed

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

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

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. Visit our Ashland travel guide

View more Vacation Homes in Ashland

OR, Ashland

What's nearby

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

Getting around

Rogue Valley Intl. Airport (MFR)
25 min drive

Restaurants

Chòzu Bath and Tea Gardens
6 min walk
Noble Coffee Roasting
7 min walk
Zoey's Cafe
7 min walk
Rogue Valley Roasting Company
3 min walk
Taqueria Picaro
9 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 Feb 11, 2026, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on Feb 23, 2026 start from ￥24,567, excluding 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.

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Charming house two blocks from downtown Ashland Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.

More information

9.6

Cleanliness

9.8

Location

10/10 Excellent

Rene G.

Jun 16, 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

10/10 Excellent

Tom J.

Jul 27, 2025

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.

May 26, 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

Lillian B.

Jul 26, 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

Maria M.

Sep 14, 2025

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

8/10 Good

Kaitlin R.

Jun 10, 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.

Sep 7, 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