Historic Downtown District Rentals USA Oregon Medford Historic Downtown District

Courtside Cottage - WalkScore 93 - Dog Friendly | Cottage in Ashland

10.0 (54 Reviews) |   Pet Friendly   1 Bedroom  1 Bathroom  4 Guests
Historic Downtown District Cottage | Courtside Cottage - WalkScore 93 - Dog Friendly

1 Bedroom Cottage in Historic Downtown District, Ashland

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.

Courtside Cottage - WalkScore 93 - Dog Friendly is located in Historic Downtown District. Courtside Cottage - WalkScore 93 - Dog Friendly provides accommodation, featuring Security/Safety, Bedding/Linens, Wellness Facilities, among other amenities. This Cottage features Security/Safety, Bedding/Linens, Wellness Facilities, to make your stay a comfortable one.

Courtside Cottage - WalkScore 93 - Dog Friendly has 1 Bedroom , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Historic Downtown District has interesting places to visit. If you want to learn more about the Cottage in Historic Downtown District, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 21
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy 3 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy Smoking is not permitted
Other Policy 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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Ashland, 97520, USA

What Our Guests say 500 + Reviews

May 15, 2025 09:46:32 AM
Summary: 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. Justin K.
Apr 22, 2025 05:42:28 AM
Summary: 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. Meredith C.
Apr 7, 2025 08:22:24 AM
Summary: 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. David T.
Apr 4, 2025 03:34:50 AM
Summary: 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. Timothy M.
Mar 28, 2025 04:37:12 AM
Summary: 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. Frank S.
Mar 22, 2025 08:37:09 AM
Summary: 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. David H.
Feb 6, 2025 10:35:49 AM
Summary: 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. Phillip B.
Jan 14, 2025 01:29:57 AM
Summary: Everything was just perfect!
Scott S. Scott S.
Dec 25, 2024 03:13:14 AM
Summary: Great location and very cute place.
Erica F. Erica F.
Dec 19, 2024 12:03:11 AM
Summary: 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. Marla S.

FAQ's

Is this Historic Downtown District cottage pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Historic Downtown District cottage have a swimming pool?

No, this Historic Downtown District cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Historic Downtown District cottage?

Best-rates for the Historic Downtown District cottage starts from $308 per night with includes Bedding/Linens, Wellness Facilities, Fireplace/Heating, Child Friendly, Laundry, Air Conditioner, Parking, Pet Friendly, TV, Balcony/Terrace, Internet, Kitchen, Security/Safety StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Historic Downtown District cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Historic Downtown District cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Historic Downtown District cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Historic Downtown District cottage?

Based on the information reported by the owner or manager, the Historic Downtown District cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Historic Downtown District cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Historic Downtown District cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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