Courtside Cottage - WalkScore 93 - Dog Friendly

Fridge, microwave, coffee/tea maker, toaster

5.0

Outstanding(34 Reviews)

Cottage in Ashland, OR

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

About this cottage rental

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.

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

23 mi

Crater Rock Museum

17.3 mi

Cascade-Siskiyou National Monument

15.8 mi

Escape Ashland - "The Scottish Play"

0.2 mi

$$$$

Courtside Cottage - WalkScore 93 - Dog Friendly

$$$$

5.0

Outstanding(34 Reviews)

Cottage in Ashland, OR

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

About this cottage rental

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

23 mi

Crater Rock Museum

17.3 mi

Cascade-Siskiyou National Monument

15.8 mi

Escape Ashland - "The Scottish Play"

0.2 mi

Reviews

5.0

Outstanding(34 Reviews)

5.0

Sep 2024

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.

5.0

Sep 2024

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.

5.0

Aug 2024

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!

5.0

Aug 2024

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.

5.0

Jul 2024

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.

5.0

Jul 2024

Everything from start to finish was top rated.

5.0

Jul 2024

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.

5.0

Jun 2024

Clean and perfect stay for two. Friendly owners.

5.0

Jun 2024

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!

5.0

May 2024

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.

5.0

Apr 2024

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”.!

5.0

Mar 2024

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.

5.0

Dec 2023

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.

4.0

Dec 2023

The property was modern, updated, extremely clean. Great kitchenette, bathroom, TV and comfy bed! Perfect size for a couple. Next time we would choose to come in better weather, but that is no fault of property or owners. Great communication while there. It is noted as dog friendly, and I felt it was fine regarding that. The only thing I would mention is that it would have gotten 5 stars if there was an "enclosed" patio/porch area. It was a bit difficult to wrangle our young dog in a small, open area, that we needed to supervise each moment. A quick 1 or 2 minutes in an enclosed area would have been nice in the rainy weather we had. Otherwise we had a wonderful stay, and walked everywhere we wanted in Ashland!

5.0

Oct 2023

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

5.0

Oct 2023

Thoughtful planning went into remodeling this adorable cottage in a quiet neighborhood within a short walk to downtown Ashland. As a couple with 2 large dogs, we had plenty of space and a nice sitting area on the porch for morning coffee. Our host Michael has lived in the area for 30 years and provided insight to local activities, restaurants, dog walks and hiking. He made sure our stay was both enjoyable and memorable. We will be back!

5.0

Sep 2023

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.

5.0

Jul 2023

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.

5.0

Jul 2023

Excellent condition with everything we needed. Would definitely stay again.

5.0

Jul 2023

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.

5.0

Jul 2023

Court side Cottage is a jewel…perfectly and elegantly appointed large studio with private terrace in a central but quiet location. The check in and check out processes were a breeze and Michael, the owner, was extremely responsive and helpful. Highly recommend!

5.0

Jun 2023

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!

5.0

Jun 2023

Great spot! We visited with our dog and loved the property. The owners have thought of every little detail. Walked everyone, close to great restaurants and shops. We will definitely return!!

5.0

Jun 2023

This was our second visit. A perfect home base to explore Ashland. We really appreciate all the thoughtful conveniences of the property.

5.0

Jun 2023

We had a great stay at this cottage for a week while I worked in Talent. The owner has an obvious attention to detail and has taken the time to provide handy details in just the right places. The bed is comfortable. The shower is great. The neighborhood is peaceful and within walking distance of so many great restaurants. 10 stars.

5.0

May 2023

We travel to Ashland a few times a year. The studio fits our needs perfectly. The location could not be better when visiting OSF or the Cabaret theatre. There are plenty of restaurants with in walking distance as well. Terrific find!

5.0

May 2023

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

5.0

Apr 2023

Fantastic stay. Well appointed. my wife commented, "this is the first place we've stayed where it actually looks better than the pictures!". Easy check-in/out. Great communication from Michael. Highly recommend.

5.0

Apr 2023

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.

5.0

Apr 2023

Our family of three took a long road trip over spring break and this was by far the best place we stayed. The location was perfect and walking distance from great restaurants -- which was handy in the snow. The cottage was cozy and exceeded our expectations. The bed was comfortable and the home had all the amenities we needed. We spent our entire trip wishing we had planned to spend more time in Ashland. We will definitely be coming back and hope Michael would be okay with hosting us again. This cottage is the best kept secret in Ashland and we can't wait to come back and enjoy a visit in the summer sun!

5.0

Mar 2023

Clean, tight, perfect location. Stayed with my wife and 2 pups.

5.0

Feb 2023

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.

FAQs

How much does this cottage cost compared to others in Ashland?

The average price for a rental in Ashland is $161 per night. This rental is $58 above the average.

Is parking included with this cottage?

Yes, parking is listed as an amenity at Courtside Cottage - WalkScore 93 - Dog Friendly. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Courtside Cottage - WalkScore 93 - Dog Friendly pet friendly?

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Courtside Cottage - WalkScore 93 - Dog Friendly?

We found 8 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

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4 guests · 2 bedrooms · 1 bath

Garden · Kitchen or Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our House in Ashland has everything you need for a rejuvenating stay. Treat yourself to Hanna's House | 1 block to downtown!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

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Courtside Cottage - WalkScore 93 - Dog Friendly

Cottage in Ashland, OR

Reasons to book

About this cottage rental

Amenities

Map of Ashland, OR

Nearby attractions

Courtside Cottage - WalkScore 93 - Dog Friendly

Cottage in Ashland, OR

Reasons to book

About this cottage rental

Amenities

Map of Ashland, OR

Nearby attractions

Reviews

FAQs

How much does this cottage cost compared to others in Ashland?

Is parking included with this cottage?

Is there a pool at this cottage?

Is Courtside Cottage - WalkScore 93 - Dog Friendly pet friendly?

What amenities are available at Courtside Cottage - WalkScore 93 - Dog Friendly?

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