Skip to main content
Entire home

Courtside Cottage - WalkScore 93 - Dog Friendly

Photo gallery for Courtside Cottage - WalkScore 93 - Dog Friendly

Room
Living area
Living area
Room
Private kitchen

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Patio
  • Dog-friendly
  • Kitchenette
  • Internet access
  • Air-conditioning
  • Refrigerator

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

Rooms & beds

1 bedroom (sleeps 4)

Studio

1 King Bed and 1 Double Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchenette
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Be our Guest!
Beautiful Southern Charm awaits your visit!
Medford
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (6 reviews)
Beautiful Southern Charm awaits your visit!

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 3 total)
default

Smoking

Smoking is not permitted
Cannabis packaging is strictly forbidden.

Important information

You need to know

Property # 3202969vb
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
On-site 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

About the area

Ashland

Historic Railroad District, a neighbourhood in Ashland, is home to this cottage. Oregon Cabaret Theatre and Medford Carnegie Library are local landmarks, and some of the area's attractions include ScienceWorks Hands-On Museum and The RRRink. Medford Dance Arts Center and Children's Museum are also worth visiting.
View more Cottages in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Oregon Cabaret Theatre - 3 min walk - 0.3 km
  • Lithia Park - 6 min walk - 0.6 km
  • Allen Elizabethan Theatre - 6 min walk - 0.6 km
  • Oregon Shakespeare Festival - 8 min walk - 0.7 km
  • Southern Oregon University - 15 min walk - 1.3 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 24 min drive

Restaurants

  • ‪Zoey's Cafe - ‬4 min walk
  • ‪Happy Thai Express - ‬4 min walk
  • ‪Noble Coffee Roasting - ‬5 min walk
  • ‪The Growler Guys - ‬1 min walk
  • ‪Ruby's - ‬6 min walk

Frequently asked questions

Is Courtside Cottage - WalkScore 93 - Dog Friendly pet-friendly?

Yes, this property allows dogs (limit 3 total).

How much does it cost to stay at Courtside Cottage - WalkScore 93 - Dog Friendly?

As of 31 May 2026, prices found for a 1-night stay for 2 adults at Courtside Cottage - WalkScore 93 - Dog Friendly on 5 Jan 2027 start from £159, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Courtside Cottage - WalkScore 93 - Dog Friendly?

On-site parking is available at the property.

What time is check-in at Courtside Cottage - WalkScore 93 - Dog Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Courtside Cottage - WalkScore 93 - Dog Friendly?

Checkout is at 11:00 AM.

Where is Courtside Cottage - WalkScore 93 - Dog Friendly located?

Located in Historic Railroad District, this cottage is within a 10-minute walk of Ashland Library and Oregon Shakespeare Festival. Oregon Cabaret Theatre and Allen Elizabethan Theatre are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 61 out of 62 reviews
Rating 8 - Good. 1 out of 62 reviews
Rating 6 - Okay. 0 out of 62 reviews
Rating 4 - Poor. 0 out of 62 reviews
Rating 2 - Terrible. 0 out of 62 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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
Response from VrboOwner on 21 Feb 2026
Thanks for staying with us.
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
Response from VrboOwner on 26 Nov 2025
Thanks for choosing Courtside Cottage!
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
Response from VrboOwner on 22 Oct 2025
Thanks for staying with us!
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
Response from VrboOwner on 10 Oct 2025
Thank so much for staying with us.
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
Response from VrboOwner on 10 Aug 2025
Thanks for staying!
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
Response from VrboOwner on 27 Jul 2025
Thanks for staying with us. Hope to see you in the future!
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
Response from VrboOwner on 6 Oct 2025
Come back anytime!
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
Response from VrboOwner on 5 Jan 2025
Thanks for staying!
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
Response from VrboOwner on 26 Jul 2025
Glad your stay went well. Thanks for choosing Courtside!
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
Response from VrboOwner on 24 Oct 2025
Thanks for staying at Courtside Cottage. Come back anytime.
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
Response from VrboOwner on 27 Aug 2025
Come back anytime!
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
Response from VrboOwner on 21 Sept 2025
Thanks for staying! Hope to see you in the future.
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
Response from VrboOwner on 30 Jun 2025
Thanks for staying with us!
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

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
Response from VrboOwner on 6 Feb 2025
Thank you for staying!
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
Response from VrboOwner on 1 Jan 2025
You're welcome back anytime.
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
Response from VrboOwner on 15 May 2025
Thanks for making Courtside Cottage home base.
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
Response from VrboOwner on 15 Sept 2023
Thanks so much for staying. Hope to see you in the future!
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

About the host

Hosted by Michael Hoyt

Host profile image

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback