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Courtside Cottage - WalkScore 93 - Dog Friendly

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Fridge, microwave, coffee/tea maker, toaster
1 bedroom, free WiFi, bed sheets
Smart TV, books
Smart TV, books
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

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
    ‪6 min walk‬
  • Southern Oregon University
    ‪15 min walk‬
  • Medford, OR (MFR-Rogue Valley Intl.)
    ‪25 min drive‬

Room options

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The price is €340
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includes taxes & fees
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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.
This cottage's walkable location gets high marks from our customers. During your stay, you're just a quick walk from Ashland Library. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchenette in the cottage.
  • Air-conditioned cottage with kitchenette, dryer and patio
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Ashland Library and 5 minutes on foot from Oregon Cabaret Theatre
Courtside Cottage - WalkScore 93 - Dog Friendly offers its guests laundry facilities. The front desk is open around the clock.

This Ashland cottage is smoke free.

Property manager

Michael Hoyt

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)

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 3 pets
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Courtside Cottage - WalkScore 93 - Dog Friendly Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 45 reviews
Rating 8 - Good. 1 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Justin K.

Liked: Cleanliness

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

Meredith C., South Lake Tahoe, CA, United States

Liked: Cleanliness

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

David T.

Liked: Cleanliness

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., Eugene, Oregon

Liked: Cleanliness

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

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

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

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

Perfect

Everything was just perfect!
Stayed 1 night in Jan 2025

10/10 Excellent

Erica F.

Liked: Cleanliness

Great location

Great location and very cute place.
Stayed 2 nights in Dec 2024

10/10 Excellent

Marla S.

Liked: Cleanliness

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

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

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

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

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., Sacramento

Liked: Cleanliness

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

Travelled with family
Liked: Cleanliness, property conditions & facilities
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., Seattle, WA, United States

Liked: Cleanliness

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

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

Great Ashland location

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

10/10 Excellent

Matthew W., Seattle, WA

Liked: Cleanliness

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

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

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

Travelled with family, Travelled with pets
Liked: Cleanliness, amenities, property conditions & facilities
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

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

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