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Courtside Cottage - WalkScore 93 - Dog Friendly

Photo gallery for Courtside Cottage - WalkScore 93 - Dog Friendly

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

  • Dryer
  • Pet friendly
  • Kitchen
  • Outdoor Space

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 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
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

Rules

Cannabis packaging is strictly forbidden.

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

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 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

Historic Railroad District, a neighborhood 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.
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Map
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

  • ‪Ruby's - ‬6 min walk
  • ‪RedZone Sports Bar N' Grill - ‬2 min walk
  • ‪Case Coffee Roasters - ‬7 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Blue Toba - ‬5 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 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

10

Exceptional

Rating 10 - Excellent. 51 out of 52 reviews
Rating 8 - Good. 1 out of 52 reviews
Rating 6 - Okay. 0 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

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

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

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

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

Scott S.

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

Perfect

Everything was just perfect!
Stayed 1 night in Jan 2025

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

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

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

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

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

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

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

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

Sue K.

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

Perfect Location

This is second time we have stayed at this property. Clean, modern and located within walking distance to OSF, restaurants, shopping and coffee houses.
Stayed 3 nights in Oct 2023

10/10 Excellent

Becky S.

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

Ideal location

Thoroughly enjoyed our stay in this modern cottage, perfectly located for walking to the triangle, restaurants, theaters and parks. We hope to return soon!
Stayed 7 nights in May 2023

10/10 Excellent

Leah T.

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

Cozy cottage!

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.
Stayed 2 nights in Feb 2023

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

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

Jake B.

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

Fantastic Home

This cottage is exactly what a short term rental is supposed to be. Tasteful design, high quality materials, a comfortable bed, fantastic location close to everything, and excellent appointments and communication from the owner. My favorite place to stay in Ashland.
Stayed 2 nights in Mar 2023

10/10 Excellent

Greg

Liked: Cleanliness, amenities, property conditions & facilities, communication
This place is everything you could ever want in a short term rental! The interior amenities are extremely nice and well done. The bed is superb. Location is great, easy walk to downtown shops and restaurants. Easy safe parking, and friendly polite host. 10/10 for this place!
Stayed 1 night in Jun 2023

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

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