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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

  • Dryer
  • Parking available
  • Kitchen
  • Pet-friendly
  • Air conditioning
  • Outdoor space

Explore the area

Map
Ashland, OR
  • Oregon Shakespeare Festival
    ‪6 min walk‬
  • Lithia Park
    ‪7 min walk‬
  • Southern Oregon University
    ‪14 min walk‬
  • Ashland, OR (AHM-Sumner Parker Field)
    ‪8 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.

Property manager

Michael Hoyt
Premier Host

Add dates for prices

Amenities

Kitchen
Dryer
Pet-friendly
Free WiFi
Air conditioning
Outdoor space

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
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Smoking

Smoking is not permitted
Cannabis packaging is strictly forbidden.

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
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.
Map
Ashland, OR

What's nearby

  • Ashland Library - 2 min walk - 0.2 km
  • Allen Elizabethan Theatre - 5 min walk - 0.5 km
  • Oregon Shakespeare Festival - 6 min walk - 0.6 km
  • Lithia Park - 7 min walk - 0.6 km
  • Southern Oregon University - 14 min walk - 1.2 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 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?

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 5-minute walk of Ashland Library and Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus Bowmer 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. 42 out of 43 reviews
Rating 8 - Good. 1 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

David T.

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

Has everything in a compact space

Super clean, really well designed compact space with everything you need for two people or two and a child. Decor threads the needle between elegant and cozy. The whole demeanor is welcoming and relaxed. You can park your car and not have to drive again as almost everywhere you want to go is in walking distance. Highly recommend and plan to stay again.
Stayed 3 nights in Apr 2025

10/10 Excellent

Timothy M.

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

OSF extravaganza

We came in for 5 days and 4 nights, staying again at the "Courtside Cottage" where we'd stayed last year. We saw 4 OSF plays, ate well, took some walks, managed our little dog, and kept our EV charged at the cottage. It all went very well. Can't think of anything that would've made it better.
Stayed 4 nights in Mar 2025

10/10 Excellent

Frank S.

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

Perfectly Placed

Great studio cottage, clean, has all you need for a short stay. Easy walking distance of downtown Ashland, including all of the stages for the Shakespeare festival. Hosts have it set up to really inform you, they check in via email during the stay, but are not invasive in the slightest.Fair price for quality and location. Can recommend.
Stayed 2 nights in Mar 2025

10/10 Excellent

David H.

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

Great little cottage

Excellent little studio cottage. Looks like and ADU unit created behind the main house, but with seperate alley entrance and parking. Very tastefully furnished with a modern look. Small kitchen has microwave, small fridge, coffee maker, hot water maker and dishwasher. Does not have a stove (which we didn't need anyway). Easy walking to downtown. Takes 8 minutes to walk to Oregon Shakespeare. Michael, the host communicated very timely and clearly all the what and hows. Super nice. Super easy in and out. Plus we were able to have the dog there as well. Would definitely recommend for an Ashland stay.
Stayed 2 nights in Mar 2025

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

10/10 Excellent

Scott S.

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

Perfect

Everything was just perfect!
Stayed 1 night in Jan 2025

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

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

10/10 Excellent

Marla S.

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

Perfect!

Very cute property. It is in a quiet neighborhood and a perfect home away from home. I would love to return on future trips!
Stayed 1 night in Dec 2024

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

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

10/10 Excellent

Carol H.

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

Top Notch!

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Nichole A.

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

Great Stay!

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

mayra

Liked: Cleanliness, property conditions & facilities, communication
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!
Stayed 2 nights in Aug 2024

10/10 Excellent

Keith A.

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

Clean, conveniently located, lovely cottage in Ashland

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.
Stayed 2 nights in Aug 2024

10/10 Excellent

Gloria B.

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

Cozy and the best location

This was our second visit to the Courtside Cottage and we would come back any time. There is no better location in Ashland - we walked to everything and never moved our car in 4 days. We walked to the Shakespeare Festival, restaurants, coffee shops, Main Street and Lithia Park. The host Michael gives detailed and timely information. The cottage is cozy but is a master-class in efficient use of space. It has everything you need including a quaint and private front patio. It is very pet friendly and our senior dog loved her stay too.
Stayed 3 nights in Jul 2024

10/10 Excellent

Patrick H.

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

Great Ashland location

Everything from start to finish was top rated.
Stayed 3 nights in Jul 2024

10/10 Excellent

Matthew W.

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

Clean, comfortable, and the perfect location!

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.
Stayed 2 nights in Jun 2024

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

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

10/10 Excellent

Kathryn

Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
Stayed 2 nights in May 2024

10/10 Excellent

mike t.

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

Perfect getaway

I had a chance to stay at the “Courtside” cottage for 2 weeks. Everything was well appointed, the bedding was of top quality sheets and pillows and the kitchen was very efficient. Many great touches and thought was taken to all the details and information about the cottage as well as things to do in town. It’s in a very private location and the entrance and parking was off the main street but was very walkable to the shops and restaurants. Communication with Michael, the owner, was very good. I highly recommend staying at the “courtside”.!
Stayed 15 nights in Apr 2024

10/10 Excellent

Elaine M.

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

High marks

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.
Stayed 4 nights in Mar 2024

10/10 Excellent

Christine L.

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

Great getaway

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.
Stayed 1 night in Dec 2023

8/10 Good

Kendall L., Chico, CA

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

cute, clean and comfy

The property was modern, updated, extremely clean. Great kitchenette, bathroom, TV and comfy bed! Perfect size for a couple. Next time we would choose to come in better weather, but that is no fault of property or owners. Great communication while there. It is noted as dog friendly, and I felt it was fine regarding that. The only thing I would mention is that it would have gotten 5 stars if there was an "enclosed" patio/porch area. It was a bit difficult to wrangle our young dog in a small, open area, that we needed to supervise each moment. A quick 1 or 2 minutes in an enclosed area would have been nice in the rainy weather we had. Otherwise we had a wonderful stay, and walked everywhere we wanted in Ashland!
Stayed 2 nights in Dec 2023

About the host

Hosted by Michael Hoyt

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Premier Host

They consistently provide great experiences for their guests
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