The Urban Gypsy Loft | Apartment in Ashland

9.8 (7 Reviews) |   2 Bedrooms  1 Bathroom  6 Guests
Ashland Apartment | The Urban Gypsy Loft

2 Bedroom Apartment in Ashland

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 Urban Gypsy Loft is located in Ashland. The Urban Gypsy Loft provides accommodation, featuring Security/Safety, Bedding/Linens, Wellness Facilities, among other amenities. This Apartment features Security/Safety, Bedding/Linens, Wellness Facilities, to make your stay a comfortable one.

The Urban Gypsy Loft has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Ashland has interesting places to visit. If you want to learn more about the Apartment in Ashland, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
TV
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Hair dryer
  • Soap
  • Towels provided
  • Shampoo
  • 1 bathroom
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Dining table
  • Dining room
Kitchen
  • Cookware/dishes/utensils
  • Paper towels
  • Coffee/tea maker
  • Microwave
  • Coffee grinder
  • Refrigerator
  • Toaster
  • Oven
Laundry
  • Laundry facilities
  • Near coin laundry
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Entertainment
  • Books
  • Games
  • Smart TV
General
  • English
  • Desk
  • Desk chair
Guest Services
  • Children's dinnerware
Internet
  • WiFi available, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (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
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Matt S.
Jul 19, 2025 12:52:01 AM
Review Score:   10
Summary: Property is well placed for walking to the theater's, restaurants and core town downtown shops.
See All Reviews
Check Apartment Availability
Nightly rates from:
USD183
You will be redirected to  
Hot Deal - It has been viewed 88 times today
Not the right fit? Check out our other properties in Ashland
The Ashland Cottage, walk to town From US $269
         

Bluemoon Vacation Rentals - Bluemoon Cottage From US $265
         

|
9.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtside Cottage - WalkScore 93 - Dog Friendly From US $213
         

10.0 (59 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Modern Cottage From US $248
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming well appointed Cottage in Ashland (800 + sq. ft.) From US $103
         

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything! From US $374
         

Cozy Modern 1 Bedroom Cottage From US $201
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Sage Ashland Cottage From US $186
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Ashland's Mountain View Vacation Rental. From US $254
         

9.8 (41 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Thistlebee Cottage just outside charming Ashland, Oregon From US $136
         

9.6 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The Terra Cottage Inn - Ashland, Oregon From US $212
         

10.0 (72 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
The Indigo Cottage 5 Min walk to Downtown Ashland From US $181
         

ArtYCottage - custom furniture and art through out. Secluded and fabulous! From US $205