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Courtside Cottage - WalkScore 93 - Dog Friendly

Cottage in Ashland with kitchenette and patio

Photo gallery for Courtside Cottage - WalkScore 93 - Dog Friendly

Smart TV, books - Courtside Cottage - WalkScore 93 - Dog Friendly (Ashland)
Outdoor dining - Courtside Cottage - WalkScore 93 - Dog Friendly (Ashland)
1 bedroom, free WiFi, bed sheets - Courtside Cottage - WalkScore 93 - Dog Friendly (Ashland)
Fridge, microwave, coffee/tea maker, toaster - Courtside Cottage - WalkScore 93 - Dog Friendly (Ashland)
Smart TV, books - Courtside Cottage - WalkScore 93 - Dog Friendly (Ashland)
In the heart of Ashland, Courtside Cottage offers a tranquil retreat with a cozy but modern aesthetic. Live like a local and explore downtown OSF theaters just blocks away or discover boutique shops and restaurants within walking distance.

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Dryer
  • Air-conditioning
  • Outdoor space
The current price is €208
includes taxes & fees
6 Jan - 7 Jan 2026

Add dates for prices

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.

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)

Similar properties

Property grounds
The Ashland Cottage, walk to town
  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Parking available
10.0 out of 10, Exceptional, 211 reviews
The price is €255
includes taxes & fees
4 Jan - 5 Jan 2026
The Ashland Cottage, walk to town

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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total pets

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
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
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 area

Map
Ashland, OR

What's nearby

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

Getting around

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

Restaurants

  • ‪Noble Coffee Roasting - ‬5 min walk
  • ‪The Growler Guys - ‬1 min walk
  • ‪Zoey's Cafe - ‬4 min walk
  • ‪Taqueria Picaro - ‬5 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).

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

As of 21 Dec 2025, prices found for a 1-night stay for 2 adults at Courtside Cottage - WalkScore 93 - Dog Friendly on 6 Jan 2026 start from €208.12, 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 5-minute walk of Ashland Library and Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus Bowmer Theatre are also within 10 minutes.

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Courtside Cottage - WalkScore 93 - Dog Friendly Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
Rating 10 - Excellent. 58 out of 59 reviews
Rating 8 - Good. 1 out of 59 reviews
Rating 6 - Okay. 0 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 0 out of 59 reviews

10

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities

Reviews

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

10/10 Excellent

John V.

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

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

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

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

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

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

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

Kim

Liked: Cleanliness, amenities, property conditions & facilities, communication
Lovely studio cottage with high-end kitchenette, king bed, gorgeous bathroom, and thoughtful touches everywhere. Plus, had a slight problem with the microwave and the owner called from Japan to help us solve it (CFI tripped). I have been to Ashland before and this is really well situated but off a main street so private and quiet.
Stayed 1 night in Aug 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

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

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

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

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

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

Adeline W., San Francisco

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

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

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

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

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

Meredith C.

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

Precious AUD freestanding unit in the heart of Ashland

Such a great use of space! We parked our car and walked the entire stay. Owners were great communicators and checked in to make sure we were settled and had a great manual for the cottage with wonderful recommendations. We were on a road trip to the coast of OR and this was the perfect stop to rest on our way. Bed was comfy, water pressure in shower was great and we loved having two sinks in the bathroom. Would absolutely stay again on our next road trip. .
Stayed 2 nights in Apr 2025

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

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

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

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