Title: Courtside Cottage - WalkScore 93 - Dog Friendly - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Courtside Cottage - WalkScore 93 - Dog Friendly Cottage in Ashland with kitchenette and patio ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/fcf8cce6.jpg?impolicy=resizecrop&rw=598&ra=fit) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/e93af842.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/fd6d514f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/bc7ef352.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/9f9e3e46.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 10 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 4 ## Popular amenities - - - - Dryer - Kitchen - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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) ## Similar properties ![Main House | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A Cowslip's Belle Inn Ashland - Pet-friendly - Parking included - Free WiFi - Air conditioning 9.8 Exceptional 39 reviews CA $189 CA $289 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=95265593&PinnedHotelID=95265593&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19830000/19825700/19825617/d50a77c7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland Historic Downtown District - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 119 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=19825617&PinnedHotelID=19825617&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w508h683x259y0-cca28ec4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxuriously comfortable & peaceful getaway downtown Ashland, with views. 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Ashland - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 41 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=63932439&PinnedHotelID=63932439&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119540000/119532000/119531931/877e0b5a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything! Historic Railroad District - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 3 reviews CA $306 CA $524 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=119531931&PinnedHotelID=119531931&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90310000/90305800/90305786/dd76ff5b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Ashland Studio: King Bed, 1 mile from Plaza! Ashland - Pool - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 24 reviews CA $112 CA $285 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=90305786&PinnedHotelID=90305786&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 area 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. [Visit our Ashland travel guide](https://www.expedia.ca/Ashland.dx6290) [View more Cottages in Ashland](https://www.expedia.ca/Ashland-Cottages.d6290-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.197742,-122.70577&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_sq%60G%60%7E%7CkV%3FS%3FU%40U%3FS%40S%40U%3FUBS%40S%40U%40UBSBSBSBUBSBUBQDSDSBSDSDSDSDQFSDQFQFSDQHSFOFQFQHQFQHOFQHOHOJOHOHMHQJMHMJOJMJMJKJMJMJKJKLMJKLKLIJKLILKLGLKLGLILGLGNGLILELGNENELELENENCLCNENANCLCNANANANALAN%3FN%3FN%3FN%3FL%3FN%3FN%40N%40N%40N%40L%40NBNBN%40LDNBNBLDNDLDNDLDNFLFLFLFNFLFLHLFLJLFJJLHLJLHJJLLJJJJLJJLJLJJJLJLHNJLHNJNHLHNHNHPHLHPFPHNFPHPFPFNFRFPFRDPFPDRFRDPDRBRDRDRBRDPBTBRBTBRBR%40R%40TBT%40R%40R%40T%40T%3FR%40R%3FT%3FT%3FR%3FT%3FT%3FRAR%3FTATARATARCRATARCTCRCRCRCTERCRERERCREPERGREPGREPGRGPGPGNGRIPGNINGRININININININKLINKNILKLKLKLKLKLMJKJKJMJKJMHMLMHKHMHMHMHMFMHOFMDMFMFOFMDOFMBODMDOBODMBOBOBO%40M%40OBO%3FO%40O%40O%40M%3FO%3FO%3FO%3FOAMAOAO%3FOCOAMAOCOCOCMEOCOEMCMEOGOEMGMEMIOEMGMIMGMIMIMIMIMIKMMIMKKIMMKKKKKMKMKMKMKMKMIOKMIOIOIOKOIOIOGOIQGQIOGQGSGOIQEQGSGQESGQESESEQESCSESESCSCUCSCSCSCUCSAUASASCU%3FSAUAU%3FSAS%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=CmYHEM3YwkP-wLSbxJngUxiEyTA=) 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 - ‪Noble Coffee Roasting - ‬5 min walk - ‪Ruby's - ‬6 min walk - ‪The Growler Guys - ‬1 min walk - ‪Taqueria Picaro - ‬5 min walk - ‪RedZone Sports Bar N' Grill - ‬2 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 Oct 27, 2025, prices found for a 1-night stay for 2 adults at Courtside Cottage - WalkScore 93 - Dog Friendly on Nov 9, 2025 start from CA $183.66, excluding 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](https://www.expedia.ca/Ashland-Hotels-Courtside-Cottage-WalkScore-93-Dog-Friendly.h90704994.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Courtside Cottage - WalkScore 93 - Dog Friendly Reviews 10 ### 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 information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location ### 10 Eco-friendliness ### 10 Property conditions & facilities 10 - Excellent 57 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Kim C. Jul 27, 2025 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. ##### Kim C. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Lindsay M. Jul 26, 2025 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. ##### Lindsay M. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Dianne P. Jun 29, 2025 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! ##### Dianne P. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Art C. Oct 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to stay! A clean cozy cottage perfectly located to enjoy Ashland. ##### Art C. Stayed 6 nights in Oct 2024 ### 10/10 Excellent #### Erica F. Dec 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location Great location and very cute place. ##### Erica F. Stayed 2 nights in Dec 2024 ### 10/10 Excellent #### Kim Aug 11, 2025 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. ##### Kim Stayed 1 night in Aug 2025 ### 10/10 Excellent #### Justin K. May 15, 2025 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. ##### Justin K. Stayed 5 nights in May 2025 ### 10/10 Excellent #### Phillip B. Feb 6, 2025 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. ##### Phillip B. Stayed 13 nights in Jan 2025 ### 10/10 Excellent #### Marla S. Dec 18, 2024 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. ##### Marla S. Stayed 1 night in Dec 2024 ### 10/10 Excellent #### Ramey U. Jun 19, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place in awesome location Clean and perfect stay for two. Friendly owners. ##### Ramey U. Stayed 5 nights in Jun 2024 ### 10/10 Excellent #### Adeline W., San Francisco Jul 16, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place! Excellent condition with everything we needed. Would definitely stay again. ##### Adeline W. Stayed 1 night in Jul 2023 ### 10/10 Excellent #### Scott S. Jan 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Everything was just perfect! ##### Scott S. Stayed 1 night in Jan 2025 ### 10/10 Excellent #### Stephanie R. Jun 3, 2024 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! ##### Stephanie R. Stayed 5 nights in May 2024 ### 10/10 Excellent #### Nichole A. Sep 9, 2024 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. ##### Nichole A. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Stephanie R. Sep 15, 2023 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. ##### Stephanie R. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Meredith C. Apr 21, 2025 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. . ##### Meredith C. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Matthew W. Jul 6, 2024 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. ##### Matthew W. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Frank S. Mar 27, 2025 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. ##### Frank S. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Keith A. Aug 21, 2024 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. ##### Keith A. Stayed 2 nights in Aug 2024 ### 10/10 Excellent #### Sue K. Oct 24, 2023 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. ##### Sue K. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### Becky S. May 23, 2023 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! ##### Becky S. Stayed 7 nights in May 2023 ### 10/10 Excellent #### Leah T. Feb 27, 2023 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. ##### Leah T. Stayed 2 nights in Feb 2023 ### 10/10 Excellent #### Timothy M. Apr 3, 2025 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. ##### Timothy M. Stayed 4 nights in Mar 2025 ### 10/10 Excellent #### mayra Aug 25, 2024 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! ##### mayra Stayed 2 nights in Aug 2024 ### 10/10 Excellent #### Jake B. Apr 4, 2023 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. ##### Jake B. 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