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Courtside Cottage - WalkScore 93 - Dog Friendly

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Smart TV, books
Outdoor dining
Fridge, microwave, coffee/tea maker, toaster
1 bedroom, free WiFi, bed sheets
Smart TV, books

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Ashland, OR
  • Place, Oregon Cabaret Theatre
    ‪3 min walk‬
  • Place, Lithia Park
    ‪6 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪8 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪23 min drive‬

Room options

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includes taxes & fees
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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Courtside Cottage - WalkScore 93 - Dog Friendly

Located just blocks away from the OSF theaters downtown, Courtside Cottage is the perfect place to land on your next visit to Ashland. Park your car and live like a local in the heart of town. You’ll feel right at home with just a two-minute walk to restaurants and boutique shops. The cottage is accessible from an alley on a very quiet residential street and has been fully remodeled with a cozy but modern aesthetic.
This cottage's walkable location gets high marks from our customers. During your stay, you're just a quick walk from Oregon Shakespeare Festival. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchenette in the cottage.
  • Air-conditioned cottage with kitchenette, dryer, and patio
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Ashland Library and 6 minutes by foot from Oregon Shakespeare Festival
This cottage offers its guests laundry facilities. The front desk is open around the clock.

This Ashland cottage is smoke free.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchenette

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Dryer
  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 3 pets total

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

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
Information provided by the property may be translated using automated translation tools

Rules

Cannabis packaging is strictly forbidden.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 3 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). 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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Courtside Cottage - WalkScore 93 - Dog Friendly Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 63 out of 64 reviews
Rating 8 - Good. 1 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Tonya W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable and great location. We really enjoyed our stay and look forward to returning.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Bradley

Liked: Cleanliness, amenities, property conditions & facilities, communication
Courtside cottage is the perfect little place in the perfect location.
Stayed 6 nights in Feb 2026
Verified

10/10 Excellent

Lantz B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Aaron B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. Loved the location and the host was super great.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Dawn

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very clean, great location. Well appointed . Loved it and would definitely come back.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Cari D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and beautiful space. Easy walk to downtown.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Joey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage is in a wonderful location for access to downtown Ashland. Less than a block away from a coffee shop and beer pub too! It is very clean and well-appointed.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

John V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location and Comfortable Unit.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Art C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

A clean cozy cottage perfectly located to enjoy Ashland.
Stayed 6 nights in Oct 2024
Verified

10/10 Excellent

Kim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place is exactly as pictured and extremely comfortable. It is such a great neighborhood with easy walks to restaurants and plays.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Jolanta G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, well designed studio with a walking distance to downtown Ashland. Lovely host. Would stay again.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Erica F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location and very cute place.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Lindsay M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

A perfect jumping off spot for Ashland. Easy all around, very nice and clean. We were very pleased.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Teresa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage was perfect for the 2 of us and our dog. Very clean with very comfortable king size bed. Great location within walking distance of downtown, restaurants and coffee shops. Off street parking right outside door. It was nice to have washer and dryer in unit. We will definitely be staying here in the future.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Rebecca B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was wonderful; off the street but easily walkable to everywhere we wanted to go. The EV charger was an awesome plus, saving us time when we had to get back on the road. The whole place was really well outfitted, especially the bathroom. We will definitely be back.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Dianne P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

Great location within walking distance to everything we wanted to do. Spotlessly clean, well equipped, comfortable bed…couldn’t ask for anything more!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Adeline W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Excellent condition with everything we needed. Would definitely stay again.
Stayed 1 night in Jul 2023
Verified

10/10 Excellent

Kris K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cottage, meticulously clean, very comfortable bed. Perfect location for walking to the OSF and many good restaurants. Not many places for our dog, but he is mainly an indoor dog, so that was okay. Definite would stay again when he is not with us.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Ramey U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place in awesome location

Clean and perfect stay for two. Friendly owners.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Phillip B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

High quality and great location

Tastefully decorated, very comfortable and quiet! I truly enjoyed staying at the Courtside Cottage. Great location within walking distance to many options for great food and beverages.
Stayed 13 nights in Jan 2025
Verified

10/10 Excellent

Marla S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

I had a wonderful stay! It was nice to have this lovely place to relax after a long drive with all the comforts of home.
Stayed 1 night in Dec 2024
Verified

10/10 Excellent

Stephanie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location!

Location is fantastic and it is a perfect little getaway studio house for my sister and me. Hosts are excellent and this place is very well cared for.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Justin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient location with thoughtful amenities

For our visit to Ashland, this was a perfect home base. It's a great spot to walk from and enjoy the many nearby shops, restaurants, theater, and Lithia Park. The host really offered everything we needed: umbrellas, washer and dryer with supplies, extra towels, and even coffee. A great place to stay.
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Emily Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Perfect spot to base out of for Ashland weekend. Can walk or bike anywhere in town from there.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Stephanie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gem of a place!

Everything about this rental is top notch! Great spot, very well appointed and the location is excellent. We stay here every year and always look forward to our next visit!
Stayed 5 nights in May 2024