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Entire home·Private host

Charming house two blocks from downtown Ashland

Holiday home in Ashland with kitchen and patio

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Property grounds - Charming house two blocks from downtown Ashland (Ashland)
Exterior - Charming house two blocks from downtown Ashland (Ashland)
Fridge, microwave, oven, stovetop - Charming house two blocks from downtown Ashland (Ashland)
Terrace/patio - Charming house two blocks from downtown Ashland (Ashland)
Interior - 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

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space
The current price is €274
includes taxes & fees
20 Feb - 21 Feb

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 transport

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • 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
  • Up to 23 kg 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Safe

Location highlights

  • In the city centre

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

Similar properties

Property grounds
Ashland's Premier Eco-B&B: Dog-friendly King Bed Suite with Separate Entrance (Jardin)
  • Breakfast included
  • Pet-friendly
  • Air-conditioning
  • Parking available
10.0 out of 10, Exceptional, 1 review
The price is €186
includes taxes & fees
1 Feb - 2 Feb
Ashland's Premier Eco-B&B: Dog-friendly King Bed Suite with Separate Entrance (Jardin)

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 are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 23 kg per pet)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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 area

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. Visit our Ashland travel guide
View more Holiday homes in Ashland
Map
Ashland, OR

What's nearby

  • Looks more like a little square in Nottingham Hill than Oregon. Lovely town with festive holiday lights at night.
    Lithia Park
    11 min walk - 0.9 km
  • Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway
    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

  • Medford, OR (MFR-Rogue Valley Intl.)
    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 23 kg per pet.

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

As of 21 Jan 2026, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on 20 Feb 2026 start from €273.51, 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 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, 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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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 informationOpens 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

Cleanliness

9.8

Location

Reviews

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

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

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