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Charming house two blocks from downtown Ashland

Vacation home in Ashland with kitchen and patio

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Property grounds - Charming house two blocks from downtown Ashland (Ashland)
Fridge, microwave, oven, stovetop - 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)
2 bedrooms, in-room safe, desk, iron/ironing board - 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.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Pet friendly
  • Kitchen
  • Outdoor Space

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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Microwave, oven, stovetop, dishwasher
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  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
10.0 out of 10, Exceptional, 5 reviews
$336 nightly
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Total with taxes and 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

Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 8 min walk - 0.5 miles
  • Southern Oregon University - 11 min walk - 0.6 miles
  • Lithia Park - 11 min walk - 0.6 miles
  • Thomas Theatre - 11 min walk - 0.6 miles
  • Oregon Shakespeare Festival - 11 min walk - 0.6 miles

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
  • ‪Zoey's Cafe - ‬7 min walk
  • ‪The Growler Guys - ‬5 min walk
  • ‪RedZone Sports Bar N' Grill - ‬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 50 lbs per pet.

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

As of Dec 6, 2025, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on Dec 14, 2025 start from $133.0, 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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Reviews

Charming house two blocks from downtown Ashland Reviews

9.4

Exceptional

9.6

Cleanliness

9.8

Location
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

Reviews

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

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

10/10 Excellent

Robin K.

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