Title: Courtside Cottage - WalkScore 93 - Dog Friendly Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/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) ![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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90710000/90705000/90704994/e93af842.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 £184 includes taxes & fees 18 Nov - 19 Nov ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire cottage 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 ![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 £158 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&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.co.uk/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&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 - Pool - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 24 reviews £159 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&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 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](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 - 0.2 miles - Allen Elizabethan Theatre - 6 min walk - 0.4 miles - Oregon Shakespeare Festival - 6 min walk - 0.4 miles - Lithia Park - 6 min walk - 0.4 miles - Southern Oregon University - 15 min walk - 0.8 miles #### Getting around - Medford, OR (MFR-Rogue Valley Intl.) - 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 6 Nov 2025, prices found for a 1-night stay for 2 adults at Courtside Cottage - WalkScore 93 - Dog Friendly on 18 Nov 2025 start from £184.36, 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](https://www.expedia.co.uk/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? > 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. ## 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.co.uk/lp/b/content-guidelines) 10 - Excellent 57 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Amenities ### 10/10 Property conditions & facilities ### 10/10 Eco-friendliness ### 10/10 Excellent #### Kim C. 27 Jul 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. 26 Jul 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 #### Kim 11 Aug 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 #### Nichole A. 9 Sept 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 #### Becky S. 23 May 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 #### Sue K. 24 Oct 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 #### Keith A. 21 Aug 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 #### Jake B. 4 Apr 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. Stayed 2 nights in Mar 2023 ### 10/10 Excellent #### Christine L. 25 Dec 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great getaway We had just a short overnight stopover on a road trip. The cottage was clean, comfortable and quiet and Ashland was very cute. Michael was friendly and easy to communicate with. ##### Christine L. Stayed 1 night in Dec 2023 ### 10/10 Excellent #### Elaine M. 31 Mar 2024 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. ##### Elaine M. Stayed 4 nights in Mar 2024 ### 10/10 Excellent #### Verified traveller 18 Jul 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A cozy comfortable place What a wonderful place to stay. We were on the go everyday, out and about, enjoying hikes, wine tasting, theater, local eateries, and local bars... one thing we always looked forward to after a busy day is that special place where we just relax in the comfort of a cozy home. It's got it all... location and amenities. It's certainly a great place to stay. ##### Verified traveller Stayed 4 nights in Jul 2023 ### 10/10 Excellent #### Deanna J. 9 Jul 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfection This rental is great. Excellent location; the owner has thought of everything; beautiful design touches; close to everything - all walkable; safe, off street parking, etc. Will definitely stay here again. ##### Deanna J. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Kathryn 26 May 2024 Liked: Cleanliness, amenities, property conditions & facilities, communication 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. ##### Kathryn Stayed 2 nights in May 2024 ### 10/10 Excellent #### Carol H. 15 Sept 2024 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. ##### Carol H. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Timothy M. 3 Apr 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 #### Gloria B. 27 Jul 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. ##### Gloria B. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### mike t. 26 Apr 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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”.! ##### mike t. Stayed 15 nights in Apr 2024 ### 10/10 Excellent #### Dianne P. 29 Jun 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 #### Justin K. 15 May 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 #### Meredith C. 21 Apr 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 #### David T. 7 Apr 2025 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. ##### David T. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Frank S. 27 Mar 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 #### David H. 22 Mar 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. ##### David H. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Phillip B. 6 Feb 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 #### Scott S. 13 Jan 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Everything was just perfect! ##### Scott S. 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