Photo gallery for The Urban Gypsy Loft





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 out of 10
Exceptional
Entire apartment
2 bedrooms 1 bathroom
Popular amenities
The current price is ¥15,879
¥37,707 total
includes taxes & fees
Sep 1 - Sep 2
Add dates for prices
About this property
Property amenities
Policies
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 neighborhood
Historic Downtown District, a neighborhood in Ashland, is home to this apartment. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore North Mountain Park and Cascade-Siskiyou National Monument. ScienceWorks Hands-On Museum and The RRRink are also worth visiting.
OR, Ashland
What's nearby
- Oregon Cabaret Theatre - 3 min walk - 0.3 km
- Allen Elizabethan Theatre - 6 min walk - 0.6 km
- Oregon Shakespeare Festival - 6 min walk - 0.6 km
- Lithia Park - 6 min walk - 0.6 km
- Southern Oregon University - 14 min walk - 1.2 km
Getting around
Restaurants
- Skout Taphouse & Provisions - 7 min walk
- Ruby's - 6 min walk
- RedZone Sports Bar N' Grill - 2 min walk
- Case Coffee Roasters - 6 min walk
- Martolli's Hand Tossed Pizza - 6 min walk
Frequently asked questions
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The Urban Gypsy Loft Reviews
Reviews
9.8
Exceptional
10/10
Cleanliness
Reviews
Apr 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Mar 2025
10/10 Excellent
Jodi A.
Dec 11, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming historic flat on charming Main Street
Jodi A.
Stayed 3 nights in Nov 2024