Title: The Urban Gypsy Loft - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # The Urban Gypsy Loft Apartment in Ashland with kitchen ## Photo gallery for The Urban Gypsy Loft ![Fridge, microwave, oven, coffee/tea maker - The Urban Gypsy Loft (Ashland)](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w449h683x287y0-cf30ccf0.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - The Urban Gypsy Loft (Ashland)](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w525h683x259y0-5906ab46.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Urban Gypsy Loft (Ashland)](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w454h683x285y0-e1fef752.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, WiFi, bed sheets - The Urban Gypsy Loft (Ashland)](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w447h683x289y0-ab496692.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Urban Gypsy Loft (Ashland)](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w508h683x258y0-e2836951.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Step into the heart of downtown Southern Oregon at The Urban Gypsy Loft, where art and culture meet adventure. This vibrant 2-bedroom loft is within walking distance to world-class theater, restaurants, wineries, and shopping. Unwind above the bustling Main Street with access to a breakfast spot directly below. ## Reviews 9.8 Exceptional ### Entire apartment 2 bedrooms1 bathroom ## Popular amenities - Parking available - Laundry - Kitchen - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### The Urban Gypsy Loft Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, and endless outdoor adventure with a stunning scenic backdrop! You'll be above all the fun in a hip, colorful 2 bedroom loft. Art, culture, and downtown vibes - The Urban Gypsy Loft in Southern Oregon checks all the boxes for the best weekend getaway, girl's trip or stay-cation. If outdoor adventure is your jam, you chose the right town! This apartment is located upstairs in a 3-unit historic building on Main Street. The spacious apartment features the following; Guest access is given within a few hours of check-in. You'll be given a unique code that allows you access into the building, and a separate code to get into the loft. Safety is a high priority for our guests :) Other things to note; there is a breakfast spot directly below our loft, a yummy Italian restaurant, and a sexy wine bar open until 11 pm, so you can literally walk out the door and be at any of these places within seconds! ## Property amenities ### Internet - Available in the apartment: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Oven - Paper towels - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Separate dining area ### Entertainment - Books - Games - Smart TV ### Laundry - Laundry facilities ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Safety features - 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Historic Railroad District - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 5 reviews CA $305 CA $522 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=119531931&PinnedHotelID=119531931&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Rules Do not use fireplace, not a working fireplace ### Pets Pets not allowed ### 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 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 ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.193466,-122.70706&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:gxp%60Gbf%7DkV%3FU%3FS%3FU%40S%40U%3FS%40U%40U%40QBU%40UBSBS%40SBUBSDUBSBQDSDSBSFSDQDSDSFQFQDSFSFQFOHQFQFQHOFQHQHOHOHOHOJMHOJOHMJOJMJMJMHKLMJKJKLMJKLKJILKLKLIJGLKLGLINILELGLGNGLGNELELENENELCNCNELANCNCLAPALANANAN%3FL%3FN%3FN%3FN%3FN%3FN%40N%40L%40N%40N%40NBNBL%40NDNBLBNDLDNDLDNDLFLFNFLFLFLFNHLFJJLFLHLJJJLHLJJJLLJJJJJLJJJLJLJLJNHLJNHNJLHNHNHPHLFPHPHNFPFPHPFNFPFRDRFPDPFRDRDPDRDRDRBRDPBTDRBR%40TBRBRBR%40T%40TBP%40T%40T%3FR%40T%3FR%40T%3FR%3FT%3FT%3FRAT%3FRAT%3FRATATCRARATCRCTCRARCRERCTERCREREPEREREPGRERGPERGPGPGNIPGRGNINIRGNININININKNILKNINKLKLKLKLKLKJKLKJMJKJMJMHKJMJMHMHKHMHOFMFMHMDOFMFMFODMDODMDODMBODOBMBO%40OBO%40OBM%3FO%40O%40O%40O%3FO%3FO%3FM%3FOAOAOAM%3FQCMAOCOAMCOCOEMCOEOEMCMGOEMGOGMGMEMGOIMGMIMIKIMIMKMKKIMKKKMKKKKMMKIMKMKMKMKMIOKOIMKOIOIOIOIOIOGSIOGOGSIQGOGQGQESGQGSESEQESGSCQESESCSCSEUCSCSASCUCSAUCSASAUAU%3FSAUAS%3FU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=IIP4VpAJnwBfgEmpWVCPDMJcc0A=) Ashland, OR #### What's nearby - Oregon Cabaret Theatre \- 3 min walk \- 0.3 km - Thomas Theatre \- 6 min walk \- 0.6 km - Lithia Park \- 6 min walk \- 0.6 km - Oregon Shakespeare Festival \- 6 min walk \- 0.6 km - Southern Oregon University \- 14 min walk \- 1.2 km #### Getting around - Rogue Valley Intl. Airport (MFR) - 26 min drive #### Restaurants - ‪The Growler Guys - ‬2 min walk - ‪Ruby's - ‬6 min walk - ‪Zoey's Cafe - ‬3 min walk - ‪RedZone Sports Bar N' Grill - ‬2 min walk - ‪Taqueria Picaro - ‬5 min walk ## Frequently asked questions ### Is The Urban Gypsy Loft pet-friendly? ### How much is parking? ### What time is check-in at The Urban Gypsy Loft? ### What time is check-out at The Urban Gypsy Loft? ### Where is The Urban Gypsy Loft located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Urban Gypsy Loft Reviews ## Reviews 9.8 ### 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 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ## Reviews ### 10/10 Excellent #### Matt S. Jul 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Shakespeare in Ashland Property is well placed for walking to the theater's, restaurants and core town downtown shops. ##### Matt S. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Rolanda S. Jun 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Early June stay We had difficulty checking in but our host was easily accessible for us to gain entry. We appreciated the short walk to the theaters and not hassling with parking. Great restaurants and the downstairs bakery are a great benefit ##### Rolanda S. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Christina M. Apr 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Urban Gypsy Loft 5 Stars We had the most amazing stay in Ashland at the Urban Gypsy Loft. Alisha was a wonderful host and her loft is absolutely adorable. The beds were big and SO comfortable. Perfect walking distance through the Historic District. Can't wait to visit again some day. ##### Christina M. Stayed 2 nights in Mar 2025 ### 8/10 Good #### Maureen S. Jun 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Can't beat the location Not the best for seniors- 26 steep steps and no grab bars or mat for the shower. That being said it was comfortable and beautiful. ##### Maureen S. Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Jodi A. Dec 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Charming historic flat on charming Main Street This 2 bedroom flat is very spacious, with plenty of room to relax and enjoy your company. The front room has a dining area, and spacious sitting area overlooking Main Street. There is a tv room, 2 bedrooms and a kitchen. It’s is a very cozy, comfortable and homey flat. Walking distance to everywhere is downtown Ashland. The street noise is a factor. The host has supplied everything possible to make it tolerable. We were not bothered by it, but it is like staying centrally in a city environment. You get all the perks of everything at your doorstep, with the typical noise that comes with it. ##### Jodi A. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Corey L. Jul 31, 2025 ##### Corey L. 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