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Courtside Cottage - WalkScore 93 - Dog Friendly

Cottage near Oregon Shakespeare Festival in Ashland

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Photo gallery for Courtside Cottage - WalkScore 93 - Dog Friendly

A modern living room with a grey sofa, a small table, and a basket on a white ottoman.
A modern kitchen with a stainless steel coffee maker, a kettle, and a sink.
A modern bedroom with a large bed, a grey sofa, and a dining area.
A wooden table with metal chairs, a potted plant, and a metal lantern in a patio area.
A modern living room with a fireplace, a sofa, a coffee table, and a red accent wall.

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Dryer
  • Free WiFi
  • 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
    ‪6 min walk‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪23 min drive‬

Room options

About the neighborhood

Ashland

Historic Railroad District stay.A stay at this Historic Railroad District cottage places you steps from Ashland Library and within a 5-minute walk of Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus Bowmer Theatre are also within half a mile (1 km).
View more Cottages in AshlandOpens in a new window

What's nearby

  • Ashland Library - 2 min walk - 0.1 miles
  • Oregon Cabaret Theatre - 3 min walk - 0.2 miles
  • Lithia Park - 6 min walk - 0.4 miles
  • Oregon Shakespeare Festival - 6 min walk - 0.4 miles
  • Southern Oregon University - 15 min walk - 0.8 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 24 min drive

Restaurants

  • ‪Mix Sweet Shop - ‬8 min walk
  • ‪Louie's Bar and Grill - ‬8 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Case Coffee Roasters - ‬7 min walk
  • ‪Zoey's Cafe - ‬4 min walk

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

Courtside Cottage was named one of the Top Ten Traveler's Accommodations in Ashland by The Oregonian. Located just blocks away from the OSF theaters downtown, it is the perfect place to land on your next visit to Ashland, park your car and live like a local. You’ll feel right at home minutes from Ashland's main attractions. Please read all of the house rules and particulars regarding parking. Thanks!

Similar properties

Exterior
Callahan's Mountain Lodge
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  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
4.4 out of 5, Excellent, 1,167 reviews
$149 nightly
The price is $151
Sep 11 - Sep 12
Total with taxes and fees
Callahan's Mountain Lodge

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

  • Smoking not allowed

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

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

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited.

Frequently asked questions

How close is Courtside Cottage - WalkScore 93 - Dog Friendly to the airport?

This cottage is 16.4 mi (24-min drive) away from the Rogue Valley Intl. Airport (MFR) airport, the closest popular airport to the property.

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

As of Aug 18, 2026, prices found for a 1-night stay for 2 adults at Courtside Cottage - WalkScore 93 - Dog Friendly on Aug 25, 2026 start from $307, 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.

Does Courtside Cottage - WalkScore 93 - Dog Friendly have an airport shuttle?

Airport shuttle services are not available at this cottage.

Does Courtside Cottage - WalkScore 93 - Dog Friendly offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Courtside Cottage - WalkScore 93 - Dog Friendly?

No, there is no casino at this cottage, but Ko-Kwel Casino Resort Medford (17-min drive) is nearby.

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

Check-in begins at 4:00 PM.

Is there free parking at Courtside Cottage - WalkScore 93 - Dog Friendly?

Free parking is not available at this cottage.

Does Courtside Cottage - WalkScore 93 - Dog Friendly have a pool?

This cottage does not have a pool.

Does Courtside Cottage - WalkScore 93 - Dog Friendly have a spa?

There are no spa services available at this cottage.

How close is Courtside Cottage - WalkScore 93 - Dog Friendly to downtown Ashland?

This cottage is 0.2 mi away from Ashland.

Courtside Cottage - WalkScore 93 - Dog Friendly Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 70 out of 71 reviews
Rating 8 - Good. 1 out of 71 reviews
Rating 6 - Okay. 0 out of 71 reviews
Rating 4 - Poor. 0 out of 71 reviews
Rating 2 - Terrible. 0 out of 71 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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
Verified review

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 review

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 review

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

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