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Charming house two blocks from downtown Ashland

Vacation home near Oregon Shakespeare Festival in Ashland

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Photo gallery for Charming house two blocks from downtown Ashland

A stone bridge over a stream with autumn leaves, surrounded by trees and a stone wall.
A modern kitchen with blue cabinets, a large window, and a sign on the wall.
Interior
A dining area with a round table, six chairs, and a wooden cabinet. There are two windows with white blinds, and artwork is displayed on the walls.
A single-story house with a covered porch, a small garden area with various plants, and a gravel driveway.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Ashland, OR
  • Place, Lithia Park
    ‪11 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪11 min walk‬
  • Place, Southern Oregon University
    ‪12 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪23 min drive‬

Room options

About the neighborhood

Ashland

City center stay.Within a 10-minute walk of this Historic Railroad District vacation home, you'll find Oregon Shakespeare Festival and Ashland Library. Oregon Cabaret Theatre and Allen Elizabethan Theatre are also within half a mile (1 km).
View more Vacation Homes in AshlandOpens in a new window

What's nearby

  • Ashland Library - 5 min walk - 0.3 miles
  • Oregon Cabaret Theatre - 8 min walk - 0.5 miles
  • Lithia Park - 11 min walk - 0.6 miles
  • Oregon Shakespeare Festival - 11 min walk - 0.6 miles
  • Southern Oregon University - 12 min walk - 0.7 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 25 min drive

Restaurants

  • ‪Ruby's - ‬10 min walk
  • ‪The Growler Guys - ‬6 min walk
  • ‪Pony Espresso - ‬8 min walk
  • ‪Noble Coffee Roasting - ‬7 min walk
  • ‪RedZone Sports Bar N' Grill - ‬6 min walk

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.

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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

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

Policies

Check-in

Check-in time starts at 4:00 PM

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 welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Charming house two blocks from downtown Ashland to the airport?

This vacation home is 16.6 mi (25-min drive) away from the Rogue Valley Intl. Airport (MFR) airport, the closest popular airport to the property.

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

As of Sep 2, 2026, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on Sep 3, 2026 start from $397, 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.

Does Charming house two blocks from downtown Ashland have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Charming house two blocks from downtown Ashland offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Charming house two blocks from downtown Ashland?

No, there is no casino at this vacation home, but Ko-Kwel Casino Resort Medford (17-min drive) is nearby.

What time is check-in at Charming house two blocks from downtown Ashland?

Check-in begins at 4:00 PM.

Is there free parking at Charming house two blocks from downtown Ashland?

Free parking is not available at this vacation home.

Does Charming house two blocks from downtown Ashland have a pool?

This vacation home does not have a pool.

Does Charming house two blocks from downtown Ashland have a spa?

There are no spa services available at this vacation home.

How close is Charming house two blocks from downtown Ashland to downtown Ashland?

This vacation home is 0.4 mi away from Ashland.

Charming house two blocks from downtown Ashland Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 9 out of 12 reviews
Rating 8 - Good. 3 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.8/10

Cleanliness

Reviews

Verified review

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 review

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
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

8/10 Good

Terri L.

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

10/10 Excellent

Robin K.

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

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