Stay comfortably in Ashland at this charming 2-bedroom cottage. Guests will find two queen beds and a twin bed, perfect for families or small groups. The cottage features two bathrooms, each with a refreshing shower and a hair dryer for convenience. Cozy space for relaxing, reading and precious family moments. This adorable retreat offers a tranquil atmosphere where guests can unwind after a day of exploring local wineries & Oregon Shakespeare Festival. We look forward to hosting you at our place. Dogs (2) under 50lbs are welcome!
Our prices include all fees. No hidden fees.
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Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 5217849
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
About the neighborhood
Ashland
Historic Railroad District, a neighborhood in Ashland, is home to this cottage. The area's natural beauty can be seen at North Mountain Park and Cascade-Siskiyou National Monument, while Oregon Shakespeare Festival and Oregon Cabaret Theatre are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Lithia & Driveway Fields or The RRRink.
Is The Garden Cottage at Second Street Cottages pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.
How much does it cost to stay at The Garden Cottage at Second Street Cottages?
As of Jul 5, 2026, prices found for a 1-night stay for 2 adults at The Garden Cottage at Second Street Cottages on Nov 2, 2026 start from $456, 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 for more accurate prices.
What time is check-in at The Garden Cottage at Second Street Cottages?
Check-in begins at 4:00 PM.
What time is check-out at The Garden Cottage at Second Street Cottages?
Check-out is at 11:00 AM.
Where is The Garden Cottage at Second Street Cottages located?
Located in Historic Railroad District, this cottage is within a 10-minute walk of Ashland Library and Oregon Shakespeare Festival. Oregon Cabaret Theatre and Allen Elizabethan Theatre are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Our 2 bedroom cottage was perfect for our family. It was very clean, comfortable and the location was great. We parked the car when we arrived and had no need to drive until we checked out. Easy walk to the theater, restaurants and the town of Ashland.
Our stay was fantastic! The location being a short walk from the theaters in Ashland enabled us to walk to each show we took in. The house was quiet and very pleasant. We appreciated the functional kitchen as we prepare most of our meals there. My only not 100% positive review item is that the unit had more amenities than were noted in the listing. Especially the ev charger which we used.