The Urban Gypsy Loft
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1 night
1 room, 2 adults, 0 children
All properties in Ashland
The Urban Gypsy Loft
Ashland, Oregon 97520, United States
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Amenities
No Smoking in Public Areas
Clothes Dryer
All amenities
Property Description
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!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Do not use fireplace, not a working fireplace.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
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10.0/10
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 5 reviews
Surroundings
Airport: Rogue Valley International-Medford Airport
(26.0km)
Train: Ronkonkoma Station
(21.2km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host
8
Two-Bedroom Apartment
2 bedrooms: 2 king beds
Non-smoking
Air conditioning
Refrigerator
TV
Desk
Check Availability
Guest Reviews
10.0/10
Outstanding
5 reviews
Verified Reviews- Cleanliness10.0
- Amenities10.0
- Location10.0
- Service10.0
Average for similar properties in Ashland
Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. VND 31,683). Trip Coins can be used to save instantly on room rates.
Rolanda S.
June 20, 2025
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
Christina M.
April 8, 2025
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.
Jodi A.
December 12, 2024
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.
Services & Amenities
More Amenities
Public areas
No Smoking in Public Areas
Cleaning services
Clothes Dryer
Property Policies
Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 11:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cots and Extra Beds
Please contact the hotel for details about cot and extra bed policies.
Property host
Alisha
Speaks: English
About this property
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!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Do not use fireplace, not a working fireplace.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
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Frequently Asked Questions
What is the cancellation policy at The Urban Gypsy Loft?
Typically, cancellations of The Urban Gypsy Loft can receive total refund for certain days before arrival. The conditions will vary depending on the type of room and booking conditions. Check out the cancellation policy for more info.What is the cancellation policy at The Urban Gypsy Loft?
How much does it cost to stay at The Urban Gypsy Loft?
Prices at The Urban Gypsy Loft vary depending on dates, hotel policy, and room type. Please enter your dates to see current rates.How much does it cost to stay at The Urban Gypsy Loft?
What landmarks are close to The Urban Gypsy Loft?
The Urban Gypsy Loft is located in Ashland, close to landmarks such as Ashland Library, which is 100m from your search (straight-line distance).What landmarks are close to The Urban Gypsy Loft?
What time are check-in & check-out at The Urban Gypsy Loft?
The Urban Gypsy Loft check-in begins at 16:00. Check-out time is 11:00.What time are check-in & check-out at The Urban Gypsy Loft?
About This Property
| Nearest Airport | Rogue Valley International-Medford Airport |
|---|---|
| Distance to Airport | 25.97KM |
| Nearest Train Station | Medford LIRR Station |
| Distance to Train Station | 21.16KM |
| Hotel Star Rating | 4 |