8/10 Good
Maureen S.
Jun 28, 2025
Liked: Cleanliness
Can't beat the location
Maureen S.
Stayed 3 nights in Jun 2025
Entire apartment
The Urban Gypsy Loft
Choose dates to view prices
Photo gallery for The Urban Gypsy Loft
Reviews
9.69.6 out of 10
Exceptional
Entire apartment
2 bedrooms1 bathroom
Popular amenities
- Parking available
- Laundry
- Kitchen
- Air conditioning
Explore the area
Ashland, OR
- Oregon Shakespeare Festival6 min walk
- Lithia Park6 min walk
- Southern Oregon University14 min walk
- Medford, OR (MFR-Rogue Valley Intl.)25 min drive
Room options
About the neighborhood
Ashland
Located in Historic Downtown District, this apartment is adjacent to Ashland Library and within a 5-minute walk of Oregon Cabaret Theatre. The apartment includes a kitchen, a dining area, and a refrigerator.
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
- Rogue Valley Intl. Airport (MFR) - 26 min drive
Restaurants
- Skout Taphouse & Provisions - 7 min walk
- Martolli's Hand Tossed Pizza - 5 min walk
- Starbucks - 5 min walk
- Case Coffee Roasters - 6 min walk
- Larks Home Kitchen Cuisine - 3 min walk
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!
The apartment is air-conditioned and features a kitchen and space to spread out with 2 bedrooms and a dining area. Other standard amenities include a coffee maker, a desk, and a dining table.
Property manager
Alisha
Languages
English
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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
- 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)
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
Pets
- This property doesn't allow pets
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
- Check-in: 4:00 PM
- Check-out: 11:00 AM
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a private host, not a professional engaged in trade or business.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a carbon monoxide detector and a smoke detector.
Frequently asked questions
What is there to do around this apartment?
This apartment is situated in Historic Downtown District, just steps from Ashland Library and Oregon Cabaret Theatre, and within a short walk of Allen Elizabethan Theatre. You'll also find Oregon Shakespeare Festival and Lithia Park less than a mile away.
Is parking available on site at this apartment?
No, there isn't parking available at the apartment.
Is this apartment next to a casino?
No, this apartment is not connected to a casino.
Is there an indoor pool at this apartment?
No, there is no indoor pool at this apartment.
Is The Urban Gypsy Loft good for couples?
Couples will appreciate amenities at this apartment, including a kitchen and a smart TV in each apartment and kitchens in some.
Are there hot tubs at The Urban Gypsy Loft?
No, there isn't a spa tub at this apartment.
Does this apartment include breakfast service?
No, this apartment doesn't offer breakfast.
Does this apartment allow pets to stay free of charge?
No, pets aren't allowed at this apartment.
Where is the closest airport to this apartment?
The closest major airport to this apartment is Rogue Valley Intl. Airport (MFR), which is 16.2 mi away (26 minutes by car).
Can I book a room with a balcony at The Urban Gypsy Loft?
No, at The Urban Gypsy Loft, there aren't any apartments that list a balcony.
The Urban Gypsy Loft Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 3 out of 4 reviews
10 - Excellent
3
Rating 8 - Good. 1 out of 4 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Rolanda S.
Jun 20, 2025
Liked: Cleanliness
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
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
10/10 Excellent
Jodi A., San Jose
Dec 11, 2024
Liked: Cleanliness
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