Entire home

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Choose dates to view prices

Where to?

Dates

June 2025

July 2025

2 bedrooms, blackout drapes, iron/ironing board, free WiFi

Overview
Amenities
Policies
Location
Host

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5800 sq ft

Popular amenities

Dryer
Washer
Kitchen
Outdoor Space

Explore the area

Ashland, OR

Oregon Shakespeare Festival
‪5 min walk‬
Lithia Park
‪5 min walk‬
Southern Oregon University
‪17 min walk‬
Medford, OR (MFR-Rogue Valley Intl.)
‪25 min drive‬

Room options

About the neighborhood

Ashland

Located in Historic Railroad District within a 5-minute walk of Ashland Library, this vacation home is within a 15-minute stroll of Oregon Shakespeare Festival. The vacation home includes a kitchen, a balcony, and a fenced private yard.

View more Vacation Homes in Ashland

What's nearby

Oregon Cabaret Theatre - 3 min walk - 0.2 miles
Allen Elizabethan Theatre - 5 min walk - 0.3 miles
Oregon Shakespeare Festival - 5 min walk - 0.3 miles
Lithia Park - 5 min walk - 0.3 miles
Southern Oregon University - 17 min walk - 0.9 miles

Getting around

Rogue Valley Intl. Airport (MFR) - 21 min drive

Restaurants

‪Martolli's Hand Tossed Pizza - ‬7 min walk
‪Case Coffee Roasters - ‬6 min walk
‪Larks Home Kitchen Cuisine - ‬4 min walk
‪Pony Espresso - ‬3 min walk
‪Oregon Cabaret Theatre - ‬5 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Welcome to the Garden Suite at Second Street Cottages!
(Permit#:06-01959)
The Garden Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, delightful shops, and unique restaurants and art galleries.

It is one of two separate suites at Second Street Cottages: a turn-of-the-century home, now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor space.

The Garden Suite:
-2 bedrooms, 2 full bathrooms, sleeps up to 5 people
-living room, dining area
-fully-equipped kitchen
-deck and patio
-in-unit washer and dryer

The Garden Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air conditioning.

Likewise, the Garden Suite has it's own private entrance, deck table and chairs for outdoor dining - as well as casual seating on the patio.

Please note there are security cameras installed on the exterior of the property.

Second Street Cottages also has a charming 4 bedroom/3 full bathroom unit: The Heritage Suite. It can be seen at VRBO listing #737903. Although the two suites are independent units, they can be rented together at the same time (depending upon availability). Please call for availability of a one night reservation. We are happy to accommodate if possible.

Life is uncertain - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.

The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a washing machine, a fenced private yard, and a coffee maker.

Property manager

Sugar Mejia

Languages

English

Similar properties

Kitchen
Washer
Dryer
Free WiFi

Hot Tub
Kitchen
Washer
Dryer

$512 nightly

Jun 30 - Jul 1

Total includes taxes and fees

Property amenities

Ski

Cross-country skiing nearby
Ski lift privileges
Snowboarding nearby

Internet

Available in the house: Free WiFi

Parking and transportation

Car not required
Parking on site

Kitchen

Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

2 private bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
DVD player
TV with cable/satellite channels

Outdoor areas

Balcony
Fenced yard
Garden

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Cobblestone flooring in public areas
Smoke-free property
Note from host: Absolutely no smoking of any kind on the property.

Services and conveniences

Blackout drapes
Iron/ironing board

Location highlights

In a village
In the city center
In the mountains
Near a health/beauty spa
Near a hospital
Near the ocean
On a lake

Things to do

Ski lift privileges
Basketball nearby
Birdwatching nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Ice skating nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Rafting nearby
Sledding nearby
Swimming nearby
Wildlife walks nearby
Winery tours nearby

Safety features

Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock

General

Garden
Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

This property doesn't allow pets

Children and extra beds

Note from host: Please indicate all guests including children.

Important information

You need to know

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

Note from host: This home is not suitable for events or parties.

Host has indicated there is a carbon monoxide detector on the property

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

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

Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 21

Property Registration Number 06-01959

We should mention

Details about charges, deposits, or other important information:

This property is managed by a private host, not a professional engaged in trade or business.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Note from host: This home is not suitable for events or parties.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Steps Theatre Shopping Dining all That has Offer House

Steps Theatre Shopping Dining all That has Offer

Frequently asked questions

What's there to do around this vacation home?

This vacation home is situated in Historic Railroad District, just steps from Ashland Library, and within a 10-minute walk of Oregon Shakespeare Festival and Oregon Cabaret Theatre. You'll also find Allen Elizabethan Theatre and Angus Bowmer Theatre less than a mile away.

Will I be able to park at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Railroad District, steps to downtown, everything you need to enjoy Ashland!?

Amenities that appeal to couples at this historic vacation home include a kitchen as well as ski lift privileges and a garden.

Does Railroad District, steps to downtown, everything you need to enjoy Ashland! have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Rogue Valley Intl. Airport (MFR), which is 16.3 mi away (21 minutes by car).

Are there rooms with balconies that I can book at Railroad District, steps to downtown, everything you need to enjoy Ashland!?

Yes, every accommodation at Railroad District, steps to downtown, everything you need to enjoy Ashland! comes with a balcony.

Railroad District, steps to downtown, everything you need to enjoy Ashland! Reviews

Exceptional

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10 Excellent

Verified traveler

Jun 2, 2025

Liked: Cleanliness

Ashland

Wonderful stay at 2nd street cottages where we've been staying for years.

Stayed 5 nights in May 2025

10/10 Excellent

Joan M.

May 19, 2025

Liked: Cleanliness

Excellent location

We travelled to Ashland to see plays, shop and wander around this lovely city. The location of this house is perfect to do that without getting into our car. The Garden suite was very clean, comfortable, and well equipped.

Stayed 3 nights in May 2025

10/10 Excellent

Deborah L., Corvallis, Oregon

Apr 25, 2025

Liked: Cleanliness

Birthday Trip

A very comfortable space with easy access to theaters and restaurants.

Stayed 2 nights in Apr 2025

10/10 Excellent

Verified traveler

Oct 11, 2024

Liked: Cleanliness

Good stay

Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts

Stayed 8 nights in Sep 2024

10/10 Excellent

Shawn M.

Sep 22, 2024

Liked: Cleanliness

Excellent accommodations & location

Could not asks for a nicer place or location.

Stayed 3 nights in Sep 2024

10/10 Excellent

Victor K.

Aug 12, 2024

Liked: Cleanliness

Great Hospitality and Great Location

Right in the heart of downtown Ashland, walking distance to everything you need. Also 10 minute drive to several local wineries. Then staff was super quick to respond to everything. Comfortable arrangements and a wonderful stay in Ashland. Thank you!

Stayed 4 nights in Aug 2024

10/10 Excellent

Scott C.

Jul 8, 2024

Liked: Cleanliness

Perfect Place!

Everything about this cottage is perfect! The location is walkable to everything in central Ashland. It's a beautiful property and very well maintained. It's 2 bedroom and 2 bathroom and perfect for 2 individuals or 2 couples because each room has dedicated access to its own bathroom....so it's 2 en suites. Our host, Sugar, was the best! Very friendly, helpful and gave us great recommendations. We would definitely stay here again and highly recommend it to others.

Stayed 4 nights in Jul 2024

10/10 Excellent

Dawn I., Snohomish, wa

Jul 8, 2024

Liked: Cleanliness

Perfect stay

Terrific location. Very cozy and comfortable accommodations. Well appointed. Very clean. Responsive host. Walking distance to downtown town, Shakespeare festival, terrific restaurants, wonderful coffee shops, ice cream and the Ashland Co-Op.

Stayed 2 nights in Jul 2024

10/10 Excellent

Julie M.

Jun 19, 2024

Liked: Cleanliness

Garden Suite

Great as always.

Stayed 5 nights in Jun 2024

10/10 Excellent

lynda g., Lake Oswego

Jun 2, 2024

Liked: Cleanliness

Great road trip with daughter

Very charming home...had everything u need.Bed very comfy.,Great location..walk to town!

Stayed 3 nights in May 2024

10/10 Excellent

Susan E L., Bandon, OR

Oct 31, 2023

Liked: Cleanliness

Loved this cottage; loved Ashland!

Had the best stay in Ashland; went everywhere. The leaves were brilliant and bright.

Stayed 3 nights in Oct 2023

10/10 Excellent

Verified traveler

Oct 12, 2023

Liked: Cleanliness

Ashland vacation

Loved our stay here. Very comfortable and within walking distance to everything. Thank you for having us. We so enjoyed your place and Ashland.

Stayed 2 nights in Oct 2023

10/10 Excellent

Verified traveler

Oct 2, 2023

Liked: Cleanliness

Great Choice!

This is a great spot for 2 couples visiting Ashland for the OSF because each of the 2 bedrooms has an ensuite bathroom (one just also opens to the hallway). It's an easy walk to all the downtown restaurants and the theaters. And don't forget to check out the Cabaret Theater, just a couple of blocks from the OSF theaters. The productions are top notch and and a nice variety. Sugar has done a marvelous job of setting up and stocking this cozy cottage. We had everything we needed and Sugar was right there if we had questions...though we didn't. We highly recommend this cottage.

Stayed 3 nights in Sep 2023

10/10 Excellent

Janet G.

Sep 17, 2023

Liked: Cleanliness

C street Cottage

We always enjoy our time here. Sugar is a wonderful host.

Stayed 4 nights in Sep 2023

10/10 Excellent

Carol L.

Sep 14, 2023

Liked: Cleanliness

Delightful stay!

We traveled to Ashland with another couple who are close friends. It was wonderful to share the living room and kitchen spaces together while having separate bedrooms and bathrooms to use. The outside sitting areas were also very inviting and gave us plenty of room to spread out. The kitchen as well supplied. The keyless entry was easy to use and convenient. I can’t think of anything I would want to change.

Stayed 3 nights in Sep 2023

10/10 Excellent

Grace G.

Jul 31, 2023

Liked: Cleanliness

Cozy, comfy spot walking distance to plays!

This cozy cottage has all the amenities you need to relax after enjoying taking in the shows, shops and sites of Ashland. Short walk to Oregon Shakespeare Festival, restaurants, shops. The beds are super comfy. Bedroom arrangements and 2 full bathrooms make it great for multiple couples, several adults, or a family w teens who want their own space to chill. Host is very easy to contact. We love this cottage and think you will, too.

Stayed 2 nights in Jul 2023

10/10 Excellent

Jennifer M.

Jul 30, 2023

Liked: Cleanliness

Wonderful!

Beautiful sunlit cottage. Super clean and comfortable. Easy walk to downtown. Sugar was promt and pleasant with communications. Beds were very comfortable. Kitchen well equipped. Quiet neighborhood. Would gladly stay again!

Stayed 2 nights in Jul 2023

10/10 Excellent

Richard B.

Jul 23, 2023

Liked: Cleanliness

Vacation

Good place to stay.

Stayed 4 nights in Jul 2023

10/10 Excellent

Sherry W.

Jul 11, 2023

Liked: Cleanliness

Great place!

What a great place! Perfect amount of space for our family of 4 for our first visit to Ashland. A 5-minute walk to the theatre festival and pretty much anything downtown. So convenient! The cottage itself was impeccably clean and cute with everything we needed. Sugar was extremely responsive and lovely before and during our stay. Would definitely come back!

Stayed 4 nights in Jul 2023

10/10 Excellent

Judith G.

Jul 2, 2023

Liked: Cleanliness

second time around

Returned to the cottage after a magnificent stay last year, and was not at all disappointed. The place is always immaculate, the kitchen well-equipped. The cottage is perfectly situated for hikes in Lithia Park, walks in the railroad district, proximity to the co-op, and of course the theater. We look forward to a return visit next year.

Stayed 4 nights in Jun 2023

10/10 Excellent

Susan B.

Jun 26, 2023

Liked: Cleanliness

Wonderful

we have stayed in many prperiies over the years and this is the best. Excellent communication very ckeanverlk appointed and well stocked kitchen. Our beds were very comfortable. Great location, quiet and safe!

Stayed 3 nights in Jun 2023

8/10 Good

David L.

Jun 21, 2023

Liked: Cleanliness

Nice Place

The property is charming and in a great location which allows walking access to downtown Ashland. The twin beds are on the small side so not really great for adults. The home also had a bit of a mothball odor.

Stayed 2 nights in Jun 2023

10/10 Excellent

Suzanne L.

Jun 13, 2023

Liked: Cleanliness

Lovely Lodgings

The Garden Suite was clean, very well equipped and comfortable. It was the perfect place for four friends to get away and enjoy ourselves. Lots of conversations and walks in Ashland in between shows at OSF. Many thanks

Stayed 4 nights in Jun 2023