Title: The Urban Gypsy Loft Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/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 ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w449h683x287y0-cf30ccf0.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w454h683x285y0-e1fef752.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w525h683x259y0-5906ab46.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w508h683x258y0-e2836951.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169097/w447h683x289y0-ab496692.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 9.8 Exceptional ### Entire apartment 2 bedrooms1 bathroom ## Popular amenities - Parking available - Laundry - Kitchen - Air conditioning £200 includes taxes & fees 6 Nov - 7 Nov ## 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 transport - 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 - Smoke-free property ### 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) ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992400/18992331/934478c9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Maple Apartment at Tudor House Vacation Rentals Siskiyou-Hargadine Historic District - Kitchen - Air conditioning - Outdoor space - Parking available 9.6 Exceptional 155 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=18992331&PinnedHotelID=18992331&HadPinnedHotel=true®ionId=-1&adults=2) ![Main House | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A Cowslip's Belle Inn Ashland - Pet-friendly - Parking included - Free WiFi - Air conditioning 9.8 Exceptional 39 reviews £157 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=95265593&PinnedHotelID=95265593&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Best Western Windsor Inn Ashland - Pool - Hot tub - Breakfast included - Pet-friendly 9.0 Wonderful 1,004 reviews £83 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=2550&PinnedHotelID=2550&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105090000/105087700/105087645/0755e5b3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chateau Herb ~ Miranda Carriage House Apt Ashland - Hot tub - Kitchen - Washer - Dryer 9.6 Exceptional 4 reviews £181 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=105087645&PinnedHotelID=105087645&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99350000/99340300/99340240/33911aef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Relax in the luxurious 1-bedroom Louisa Suite at RedTail Inn. 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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 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 - 0.2 miles - Allen Elizabethan Theatre - 6 min walk - 0.4 miles - Oregon Shakespeare Festival - 6 min walk - 0.4 miles - Lithia Park - 6 min walk - 0.4 miles - Southern Oregon University - 14 min walk - 0.8 miles #### Getting around - Medford, OR (MFR-Rogue Valley Intl.) - 26 min drive #### Restaurants - ‪Ruby's - ‬6 min walk - ‪The Growler Guys - ‬2 min walk - ‪Taqueria Picaro - ‬5 min walk - ‪RedZone Sports Bar N' Grill - ‬2 min walk - ‪Zoey's Cafe - ‬3 min walk ## Frequently asked questions ### Is The Urban Gypsy Loft pet-friendly? > No, pets are not allowed at this property. ### How much does it cost to stay at The Urban Gypsy Loft? > As of 4 Nov 2025, prices found for a 1-night stay for 2 adults at The Urban Gypsy Loft on 6 Nov 2025 start from £200.09, 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](https://www.expedia.co.uk/Ashland-Hotels-The-Urban-Gypsy-Loft.h110169097.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at The Urban Gypsy Loft? > Check-in begins at 4:00 PM. ### What time is check-out at The Urban Gypsy Loft? > Checkout is at 11:00 AM. ### Where is The Urban Gypsy Loft located? > Located in Historic Downtown District, this apartment building is within a 5-minute walk of Ashland Library, Oregon Cabaret Theatre and Allen Elizabethan Theatre. Angus Bowmer Theatre and Thomas Theatre are also within 5 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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