Historic Railroad District Rentals USA Oregon Medford Historic Railroad District

Second Street Cottages | House in Ashland

| 9.8 (44 Reviews) |   5 Bedrooms  5 Bathrooms  10 Guests  Stay&Play
Historic Railroad District House | Second Street Cottages

5 Bedroom House in Historic Railroad District, Ashland

Second Street Cottages provides rooms in Ashland near Lithia Park and Schneider Museum of Art. This property offers access to a patio, free private parking, and free Wifi. Guests can access the vacation home via private entrance. Featuring a terrace, the units offer air conditioning and have a flat-screen TV and a private bathroom with shower and a hair dryer. All rooms are equipped with a coffee machine, while selected rooms come with a fully equipped kitchen with a dishwasher, an oven, and a microwave. At the vacation home, all units are equipped with bed linen and towels. Guests at the vacation home will be able to enjoy activities in and around Ashland, like walking tours. If you like to discover the area, skiing, cycling and hiking are possible in the surroundings and Second Street Cottages can arrange a car rental service. Popular points of interest near the accommodation include Ashland Library, Oregon Cabaret Theatre, and Oregon Shakespeare Festival. Rogue Valley International-Medford Airport is 24 miles away.

Second Street Cottages is located in Ashland.

This 5 Bedrooms House is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Entertainment, Child Friendly, Parking, and several others. This is a 3 star rated property and has over 44 reviews with the average score of 9.8 . Coming to Ashland and needing a place to stay? Be it for work or for leisure, consider staying at this House for your next visit, you will surely love it.

You can check the reviews and description of this 5 Bedrooms House if you want to learn more about this StayAndPlay.com place in Ashland. These details are authentic, as they are provided by our partner, booking.com.

This Second Street Cottages in Ashland is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Second Street Cottages”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this House, please let us know.

Show more

Unique Amenities

  • Air Conditioner
  • Parking
  • Balcony/Terrace
  • Accessibility
  • Transportation/Shuttle
  • Security/Safety
  • Sports/Activities
  • Skiing
  • Fireplace/Heating
  • Bar
  • Guest Services
  • Entertainment
  • Child Friendly
  • Internet
 
Read More Read Less

Policies

Check-in The minimum age for check-in is 18
Pet Policy Pets are not allowed
Other Policy 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.guests are required to show a photo id and credit card upon check-in. please note that all special requests are subject to availability and additional charges may apply, please inform of your expected arrival time in advance. you can use the special requests box when booking, or contact the property directly using the contact details in your confirmation, this property does not accommodate bachelor(ette) or similar parties.
 
144 North Second Street, Ashland, OR 97520, USA

What Our Guests say 500 + Reviews

Aug 29, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Naomi Naomi, USA
Aug 9, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: Great location well stocked kitchen
Summary: The location was very convenient for walking to theaters restaurants and park
Barbara Barbara, USA
Jul 24, 2025 07:00:00 AM
Reviewer Type: Family With Children
Travel Purpose: leisure
Positive: Its was very cute and had all thungs that’s you need for two days and nights.
Summary: Totally recommend!
Charlotte Charlotte, Germany
Jul 10, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Grace Grace, USA
Jun 18, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Steve Steve, USA
May 18, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Toni Toni, USA
May 17, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: 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.
Summary: Sweet place to stay. We would have stayed longer if it had been available.
Andrea Andrea, USA
May 5, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: business
Thomas Thomas, USA
Apr 24, 2025 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: leisure
Positive: 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.
Negative: 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.
Summary: Wonderful in the Heart of Ashland
Brenda Brenda, USA
Mar 31, 2025 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: leisure
Positive: 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!
Summary: The Perfect Cortage!
Julie Julie, USA

FAQ's

Is this Second Street Cottages pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at Second Street Cottages?

Check-in time for Second Street Cottages starts counting from 4:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Second Street Cottages have a swimming pool?

No, this Second Street Cottages 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 Second Street Cottages?

Best-rates for the Second Street Cottages starts from $117 per night with includes Air Conditioner, Balcony/Terrace, Transportation/Shuttle, Bar, Guest Services, Entertainment, Child Friendly, Parking, Accessibility, Security/Safety, Sports/Activities, Skiing, Fireplace/Heating, Internet 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 Second Street Cottages 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 house 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Second Street Cottages wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Second Street Cottages 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 Second Street Cottages?

Based on the information reported by the owner or manager, the Second Street Cottages indicates 1 day stay policy at this house. 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 Second Street Cottages?

Based on the information reported by the owner or manager, details for the cancellation policy for the Second Street Cottages 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.

People Also Ask

Check House Availability
Nightly rates from:
US $117
Price Details
You will be redirected to  
Hot Deal - It has been viewed 157 times today
Not the right fit? Check out our other properties in Historic Railroad District
view more places to stay

Recently Booked Locations

Recently Booked Properties