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Courtside Cottage - WalkScore 93 - Dog Friendly

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

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
The current price is $304
$272 nightly
$304 total
Total with taxes and fees
Nov 24 - Nov 25

Explore the area

View in a map
Ashland, OR
  • Place, Ashland Library
    ‪2 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

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  • Pool
  • Hot tub
  • Breakfast included
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4.7 out of 5, Exceptional, 1,800 reviews
$95 nightly
The price is $105
Nov 3 - Nov 4
Total with taxes and fees
Stratford Inn

About the neighborhood

Ashland

With a stay at this cottage in Ashland (Historic Railroad District), you'll be steps from Ashland Library and 5 minutes by foot from Oregon Cabaret Theatre. .This cottage is 0.3 mi (0.5 km) from Allen Elizabethan Theatre and 0.3 mi (0.5 km) from Angus Bowmer Theatre.
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

  • ‪Martolli's Hand Tossed Pizza - ‬7 min walk
  • ‪Case Coffee Roasters - ‬7 min walk
  • ‪Ruby's - ‬6 min walk
  • ‪RedZone Sports Bar N' Grill - ‬2 min walk
  • ‪Noble Coffee Roasting - ‬5 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!
Make yourself comfortable in this air-conditioned cottage, featuring a kitchenette with a refrigerator and a microwave. There's a private patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a coffee/tea maker and a sofa bed.
This smoke-free cottage offers books.
Guests will find features like internet access and onsite parking.

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

  • 1 bedroom
  • Bed sheets 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 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 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

Courtside Cottage - WalkScore 93 - Dog Friendly Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 76 out of 77 reviews
Rating 8 - Good. 1 out of 77 reviews
Rating 6 - Okay. 0 out of 77 reviews
Rating 4 - Poor. 0 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay. Very responsive host. Would come back
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in the heart of downtown
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was beautiful and just as described the cute little kitchen was perfect for our stay and it could not be a better location. Michael is a great communicator and friendly and very helpful.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Spacious, clean studio to explore Ashland!
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

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

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

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

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was my first vrbo stay and it was arranged on short notice. The owner was very patient with my unfamiliarity with the process and multiple questions. The unit is very cleverly constructed with everything needed and in a fantastic location near downtown. Very accommodating for our dogs. My only regret is that we didn't have time to enjoy a glass of wine on the charming little patio. I hope to return.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

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

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

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

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

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

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

10/10 Excellent

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

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

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

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

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

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

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

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

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

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

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