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9.7 / 10 Guest Rating

Second Street Cottages

144 North Second Street, Ashland, us

Second Street Cottages - main view

About the Property

Charming Historic Home in Ashland

Luxurious Amenities: Enjoy free WiFi, private parking, flat-screen TV, refrigerator, gourmet coffee machine, and DVD player in every unit. Pamper yourself in the private bathroom with free toiletries, a cozy bathrobe, and a hair dryer.

Prime Location: Within walking distance to The Shakespeare Festival Theater, our cottages offer convenience and easy access to Ashland's biggest event. Explore unique shops, restaurants, and wineries nearby for a memorable stay.

Convenient Accessibility: With Rogue Valley Airport just 24 km away, reaching Second Street Cottages is a breeze. Book now and experience the perfect blend of comfort and convenience during your Ashland getaway.

Facilities & Amenities

Offsite parking discounted rates available
Guest education on local ecosystems and culture
Parking
Non-smoking rooms
Air conditioning
Family rooms
Express check-in/check-out
Car hire
Non-smoking throughout
Private check-in/check-out

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform Second Street Cottages in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation. In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property. This property will not accommodate hen, stag or similar parties. Rates are based on a 4 person occupancy. A charge of USD 30 per person/per night will apply for additional guests. Second Street Cottages does not offer daily maid service. Special arrangements may be made for fresh linens and room freshening for longer stays. Please contact the property for more details. Please note, there are security cameras installed on the exterior of the property. THIS IS A SMOKE-FREE FACILITY. THERE IS NO SMOKING OF ANY KIND PERMITTED ON THE PROPERTY. DISREGARD OF THIS RULE MAY RESULT IN A $500 CLEANING CHARGE.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

9.7
Exceptional43 verified reviews
AI Summary

Guests highly rate the great location and frequently praise the well stocked kitchen.

Categories

Cleanliness9.5
Service10.0
Location10.0
Room Quality9.5
Amenities9.5
Value for Money9.5
Food and Beverage9.5
Overall Experience10.0

Select topics to read reviews

B
BarbarausUS
Verified booking
couple
Standard Room
Stayed in Aug 9, 2025

"The location was very convenient for walking to theaters restaurants and park"

9.0

Great location well stocked kitchen

Helpful?
C
CharlottedeDE
Verified booking
family_with_children
Standard Room
Stayed in Jul 24, 2025

"Totally recommend!"

10.0

Its was very cute and had all thungs that’s you need for two days and nights.

Helpful?
G
GraceusUS
Verified booking
couple
Standard Room
Stayed in Jul 10, 2025

"Exceptional"

10.0
Helpful?
S
SteveusUS
Verified booking
young couple
Standard Room
Stayed in Jun 18, 2025

"Exceptional"

10.0
Helpful?
T
ToniusUS
Verified booking
young couple
Standard Room
Stayed in May 18, 2025

"Exceptional"

10.0
Helpful?
A
AndreausUS
Verified booking
young couple
Standard Room
Stayed in May 17, 2025

"Sweet place to stay. We would have stayed longer if it had been available."

10.0

Location was easy walking distance to downtown, the natural foods store, theaters, and the park The cottage was roomy and quiet with a good-sized, well-stocked kitchen. Comfy bed and furniture.

Helpful?
T
ThomasusUS
Verified booking
review category business travellers
Standard Room
Stayed in May 5, 2025

"Exceptional"

10.0
Helpful?
B
BrendausUS
Verified booking
solo traveller
Standard Room
Stayed in Apr 24, 2025

"Wonderful in the Heart of Ashland"

10.0

The host, Sugar, was very friendly and upgraded me to a private room with full kitchen. Her communication was exceptional. The bed and linen were top notch. The kitchen bright, clean, and amply outfitted. The living room was comfy; the porch divine. Within walking distance to everything. Quiet.

It was a little difficult to get into and out of the bathtub. Could use a hand support. Could have used a better reading lamp closer to the bed.

Helpful?
J
JulieusUS
Verified booking
solo traveller
Standard Room
Stayed in Mar 31, 2025

"The Perfect Cortage!"

10.0

Absolutely fantastic location, quick easy walk to downtown. Super comfortable cottage with everything you'll need. Insanely clean and tidy. Very responsive communication before, during, and after stay-Sugar is wonderful and very helpful. One of the best B&B, AirBnB, VRBO, or other rental I've ever used. Can't wait for a return visit!

Helpful?
T
TomusUS
Verified booking
young couple
Standard Room
Stayed in Mar 27, 2025

"Exceptional"

10.0
Helpful?