[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Charming house two blocks from downtown Ashland Vacation home in Ashland with kitchen and patio ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/93a118e9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/ed267232.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/2775d7c6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4aeed322.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/102000000/101100000/101093200/101093150/4d576f20.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 9.6 Exceptional ### Entire home 2 bedrooms1 bathroomSleeps 4 ## Popular amenities - Dryer - Washer - Parking available - Pet-friendly - Kitchen - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/71000000/70440000/70436800/70436753/b1b3b300.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Red Dragon House Ashland - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 98 reviews CA $244 CA $279 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&selected=70436753&PinnedHotelID=70436753&HadPinnedHotel=true®ionId=-1&adults=2) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105080000/105077500/105077414/a753dd85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More Historic Railroad District - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 17 reviews CA $339 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=105077414&PinnedHotelID=105077414&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/bc596007.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly Ashland - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 53 reviews CA $245 CA $668 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=90085208&PinnedHotelID=90085208&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57760000/57755600/57755559/a934190b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Premier Downstairs Flat in Perfect Down Town Location Historic Railroad District - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 62 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=57755559&PinnedHotelID=57755559&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27830000/27825300/27825248/c90a3443.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Quiet and peaceful cottage close to downtown Siskiyou-Hargadine Historic District - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 62 reviews CA $258 CA $462 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=27825248&PinnedHotelID=27825248&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/877e0b5a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything! Historic Railroad District - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 1 review CA $305 CA $514 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=119531931&PinnedHotelID=119531931&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/64000000/63940000/63932500/63932439/e931963f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ashland's Mountain View Vacation Rental. Ashland - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 41 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=63932439&PinnedHotelID=63932439&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w508h683x259y0-cca28ec4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxuriously comfortable & peaceful getaway downtown Ashland, with views. Siskiyou-Hargadine Historic District - Kitchen - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 30 reviews CA $160 CA $292 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=103123125&PinnedHotelID=103123125&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19830000/19825700/19825617/d50a77c7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland Historic Downtown District - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 118 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=19825617&PinnedHotelID=19825617&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112020000/112015600/112015563/00b0cdb1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming carriage house in Ashland near downtown Skidmore Academy Historic District - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 6 reviews CA $160 CA $311 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=112015563&PinnedHotelID=112015563&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 area 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](https://www.expedia.ca/Ashland.dx6290) [View more Vacation homes in Ashland](https://www.expedia.ca/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.19451%2C-122.70633&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=yfcKYESGVT8AUjrZHe8V8gmJ3HQ=) 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 - Rogue Valley Intl. Airport (MFR) - 25 min drive ### Restaurants - ‪Noble Coffee Roasting - ‬7 min walk - ‪Chòzu Bath and Tea Gardens - ‬6 min walk - ‪The Growler Guys - ‬5 min walk - ‪Rogue Valley Roasting Company - ‬3 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 Oct 8, 2025, prices found for a 1-night stay for 2 adults at Charming house two blocks from downtown Ashland on Oct 20, 2025 start from CA $333.43, 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](https://www.expedia.ca/Ashland-Hotels-Charming-House-Two-Blocks-From-Downtown-Ashland.h101093150.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Charming house two blocks from downtown Ashland Reviews 9.6 ### 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 information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 6 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 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. ##### Julia W. Stayed 4 nights in May 2025 ### 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. ##### Rene G. Stayed 2 nights in Jun 2024 ### 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. ##### Kaitlin R. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Robin K. Dec 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Robin K. 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