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.
Property manager
Michael Hoyt
Add dates for prices
Property amenities
Internet
Available in the cottage: Free WiFi
Parking and transportation
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)
You will receive an email from the host with check-in and check-out instructions
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total pets
Children and extra beds
Children are welcome
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 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
About the neighborhood
Ashland, OR
What's nearby
Oregon Cabaret Theatre - 3 min walk - 0.3 km
Allen Elizabethan Theatre - 6 min walk - 0.6 km
Oregon Shakespeare Festival - 6 min walk - 0.6 km
Lithia Park - 6 min walk - 0.6 km
Southern Oregon University - 15 min walk - 1.3 km
Getting around
Rogue Valley Intl. Airport (MFR) - 24 min drive
Restaurants
Martolli's Hand Tossed Pizza - 7 min walk
Starbucks - 5 min walk
Case Coffee Roasters - 7 min walk
Larks Home Kitchen Cuisine - 4 min walk
Pony Espresso - 4 min walk
Frequently asked questions
Is Courtside Cottage - WalkScore 93 - Dog Friendly pet-friendly?
Yes, this property allows dogs (limit 3 total).
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?
Check-out 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.
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Courtside Cottage - WalkScore 93 - Dog Friendly Reviews
Reviews
10
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. 44 out of 45 reviews
10 - Excellent
44
Rating 8 - Good. 1 out of 45 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 45 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 45 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 45 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
Reviews
10/10
Great location and very cute place.
Erica F.
Stayed 2 nights in Dec 2024
10/10
A clean cozy cottage perfectly located to enjoy Ashland.
Art C.
Stayed 6 nights in Oct 2024
10/10
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.
Phillip B.
Stayed 13 nights in Jan 2025
10/10
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.
Marla S.
Stayed 1 night in Dec 2024
10/10
Everything was just perfect!
Scott S.
Stayed 1 night in Jan 2025
10/10
Perfect spot to base out of for Ashland weekend. Can walk or bike anywhere in town from there.
Emily Y.
Stayed 2 nights in Nov 2024
10/10
Very cute property. It is in a quiet neighborhood and a perfect home away from home. I would love to return on future trips!
Marla S.
Stayed 1 night in Dec 2024
10/10
Clean and perfect stay for two. Friendly owners.
Ramey U.
Stayed 5 nights in Jun 2024
10/10
The place was perfect for my husband and I traveling with our pup. Many restaurants and activities are within walking distance of the cottage - we would stay here again next time we're in Ashland.
Nichole A.
Stayed 3 nights in Sep 2024
10/10
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!
Stephanie R.
Stayed 5 nights in May 2024
10/10
Everything from start to finish was top rated.
Patrick H.
Stayed 3 nights in Jul 2024
10/10
Excellent condition with everything we needed. Would definitely stay again.
Adeline W.
Stayed 1 night in Jul 2023
10/10
It was a beautiful cottage, walkable to all of downtown Ashland. Near cafes, restaurants and shops. Owners were very responsive to any questions, and checkin/out was a breeze.
Matthew W.
Stayed 2 nights in Jun 2024
10/10
Michael’s cottage was as described with every amenity we could need in our two night stay in Ashland. Check in and check out were easy and there was a comprehensive list of recommended restaurants that were helpful. Very clean, well appointed space with a private outdoor area to enjoy as well.
Keith A.
Stayed 2 nights in Aug 2024
10/10
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.
Stephanie R.
Stayed 3 nights in Sep 2023
10/10
Owners have thought of everything that a visitor to Ashland might need such as umbrellas, a tote bag, a corkscrew and wine glasses. Bed and sofa bed were very comfortable. Loved this quiet spot in the middle of town with easy walking access to downtown, restaurants, OSF etc. Host recommendations for favorite restaurants were spot on! Will stay here again!
mayra
Stayed 2 nights in Aug 2024
10/10
This is second time we have stayed at this property. Clean, modern and located within walking distance to OSF, restaurants, shopping and coffee houses.
Sue K.
Stayed 3 nights in Oct 2023
10/10
Three nights. Two seniors and a mini schnauzer. The cottage is exactly as advertised. The location is excellent. The owner is engaging but respectful and not intrusive. Flexible in& out times if needed and available. Will stay here again if in the area.
Carol H.
Stayed 3 nights in Sep 2024
10/10
Thoroughly enjoyed our stay in this modern cottage, perfectly located for walking to the triangle, restaurants, theaters and parks. We hope to return soon!
Becky S.
Stayed 7 nights in May 2023
10/10
This cute cozy cottage is walking distance to all of downtown Ashland! We loved that we could bring our dog. And the king size bed was very comfy. We will definitely stay again.
Leah T.
Stayed 2 nights in Feb 2023
10/10
Clean, tight, perfect location. Stayed with my wife and 2 pups.
Carlton K.
Stayed 3 nights in Mar 2023
10/10
We loved staying here! High marks for being dog friendly, clean and a short walk to everything. The king size bed was a big plus for us. Host was available and let us use his charger for our electric car. We will not hesitate to stay here in the future.
Elaine M.
Stayed 4 nights in Mar 2024
10/10
It had everything we wanted or needed for comfort, and we were able to have our dog travel and stay with us. Communication with the host was great. Many things within walking distance, including the Shakespeare festival events. We plan to return in the future and hopefully stay at this property again.
Kathryn
Stayed 2 nights in May 2024
10/10
This was our second visit. A perfect home base to explore Ashland. We really appreciate all the thoughtful conveniences of the property.
Andrea P.
Stayed 3 nights in Jun 2023
10/10
We had just a short overnight stopover on a road trip. The cottage was clean, comfortable and quiet and Ashland was very cute. Michael was friendly and easy to communicate with.