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

10.0 / 10.0

Outstanding(134 Ratings)

House in Ashland, OR

5 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

High-end valuePrice for this property is higher than average in the area

About this house rental

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.

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

36.9 mi

Crater Rock Museum

27.7 mi

Cascade-Siskiyou National Monument

25.4 mi

Escape Ashland - "The Scottish Play"

0.4 mi

$$$$

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

$$$$

10.0 / 10.0

Outstanding(134 Ratings)

House in Ashland, OR

5 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

High-end valuePrice for this property is higher than average in the area

About this house rental

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Map of Ashland, OR

Nearby attractions

Rogue Valley ZipLine Adventure

36.9 mi

Crater Rock Museum

27.7 mi

Cascade-Siskiyou National Monument

25.4 mi

Escape Ashland - "The Scottish Play"

0.4 mi

Ratings and reviews

10.0 / 10.0

Outstanding(134 Ratings)

Summary of reviews

Beautiful, cozy cottage with comfy beds and great location near downtown. Well-equipped kitchen, welcoming host, and easy walk to restaurants and theaters. Highly recommend!

From real guest reviews summarized by AI

10.0 / 10.0

Aug 2024

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!

10.0 / 10.0

Jul 2024

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.

10.0 / 10.0

Jul 2024

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.

10.0 / 10.0

Jun 2024

Great as always.

10.0 / 10.0

Jun 2024

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

10.0 / 10.0

Oct 2023

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

10.0 / 10.0

Oct 2023

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

10.0 / 10.0

Oct 2023

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.

10.0 / 10.0

Sep 2023

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

10.0 / 10.0

Sep 2023

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.

10.0 / 10.0

Jul 2023

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.

10.0 / 10.0

Jul 2023

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!

10.0 / 10.0

Jul 2023

Good place to stay.

10.0 / 10.0

Jul 2023

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!

10.0 / 10.0

Jul 2023

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.

10.0 / 10.0

Jun 2023

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!

8.0 / 10.0

Jun 2023

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.

10.0 / 10.0

Jun 2023

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

10.0 / 10.0

Jun 2023

Great accommodation and very close to city center. Our host was very responsive.

10.0 / 10.0

May 2023

I wonderful little cottage. Everything we set up perfectly for us and we really loved our stay.

10.0 / 10.0

May 2023

Great location - very short walk to OSF. House is beautifully appointed and very comfortable. Kitchen is fully stocked and met all our needs. We had a wonderful time!

10.0 / 10.0

Apr 2023

This was my second stay at this property. Both times have been perfect. The cottage is immaculately clean and well appointed, within walking distance to downtown and just works perfectly. One of the best selling points for this property is the PARKING! Sugar is a delightful host and makes sure you have everything you need.

10.0 / 10.0

Apr 2023

My wife and I totally enjoyed this cozy, perfectly appointed, well located, and very comfortable "garden suite cottage." A particular shout out to our hostess, Sugar, who communicated timely and with enthusiasm, and met our needs fully. Whenever we return to Ashland, we hope to enjoy this property again.

10.0 / 10.0

Nov 2022

Lovely property with a very warm and accommodating host who made sure we had everything we needed for a comfortable and enjoyable stay. The host, Sugar, was very welcoming and responsive to our questions prior to booking, and throughout our entire stay. Highly recommend this property and host!

8.0 / 10.0

Oct 2022

Property manager was very pleasant helpful and prompt with requests

10.0 / 10.0

Oct 2022

We've stayed at this cottage several times and it never disappoints. It is spotless. Sugar is a delight to work with. The snacks and bottle of wine are such a lovely touch. We'll be back!

10.0 / 10.0

Oct 2022

We were in Ashland to attend four plays in three days. The cottage was perfect: close to OSF and to wonderful restaurants. We only ate breakfast in the cottage and appreciated the coffee and sugar; would have also liked some decaf for evenings..

10.0 / 10.0

Sep 2022

This lovely property was outstanding for two senior couples to share while attending plays at OSF. Very new and up to date, close to the Ashland food coop, a short walk to OSF. We will return!

10.0 / 10.0

Sep 2022

No need to keep looking. We will stay at Sugar’s Cottages every time we travel to Ashland.

8.0 / 10.0

Sep 2022

Great location for getting to plays and shopping. Also for getting to The Peerless for a great dinner. Nice having parking right outside the door.

10.0 / 10.0

Aug 2022

Our group of two adult couples had a very comfortable stay. Hope for same time next year.

10.0 / 10.0

Aug 2022

Initial problem communicating with VRBO. Would have saved a lot of time if I had been able to speak with a human being. I ended up calling Sugar and she handled it for me.

5.0 / 10.0

Aug 2022

Fantastic time in the center of town. Walked to all the shops, restaurants, theaters. Cottage is very comfy and well stocked. Was super hot out so it was wonderful to come home to cool AC.

10.0 / 10.0

Aug 2022

This was our 4th or 5th time staying at this property. The location is perfect for walking around Ashland and the size of the place works well for our group of 5.

5.0 / 10.0

Aug 2022

Our group has stayed at this property and at its companion property for several years. The host is very welcoming and has been quick to help us with our requests. It is truly a home away from home.

10.0 / 10.0

Jul 2022

Terrific Location

Terrific Location

Small cottage in great condition in the Railroad District of Ashland. Easy walk to theatres, restaurants, and Food Co-op. Air conditioning was welcome during some really hot July afternoons.

10.0 / 10.0

Jul 2022

Oasis close to town

Oasis close to town

We really enjoyed relaxing at our 2nd street cottage. The walk to town was short and scenic. The neighborhood is lovely with cute houses and beautiful yards. We especially enjoyed going to a nearby coffee place called Rogue Valley Roasters. Sugar’s instructions and guidelines were very clear and helpful. The cottage was the perfect place to relax in between exploring Ashland! Amory and family

10.0 / 10.0

Jul 2022

Cozy cottage with all the amenities we needed, close to town

Cozy cottage with all the amenities we needed, close to town

We stayed five nights in the garden suite and it was just what we needed. Close to town and the theaters, easy walking distance to the local co-op grocery store and restaurants, too. Perfectly clean, with everything in good working order. We had one extra need while we were there and Sugar was very responsive.

10.0 / 10.0

Jul 2022

Awesome Ashland

Awesome Ashland

We love Ashland. This is at least our 10th trip. We have enjoyed more than 60 plays. Ashland itself is a sweet place. And this stay was no exception. They house is great. It’s comfortable. It’s in a great location. We basically parked and walk everywhere for the week (except a drive to climb Mt Ashland). We would definitely stay here again. Thank you!

10.0 / 10.0

Jun 2022

Perfectly Idealic!

Perfectly Idealic!

We are 3 women who have visited OSF & Ashland for 32 wonderful years. We have stayed with Sugar several times since she opened the Garden Cottage. Each visit is perfect. It is rare to find a place that is consistently immaculate & inviting.

FAQs

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

The average price for a rental in Ashland is $232 per night. This rental is $340 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Railroad District, steps to downtown, everything you need to enjoy Ashland!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

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

Is Railroad District, steps to downtown, everything you need to enjoy Ashland! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

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

We found 9 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, parking, and laundry.

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About this house rental

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Ratings and reviews

FAQs

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

Is parking included with this house?

Is there a pool at this house?

Is Railroad District, steps to downtown, everything you need to enjoy Ashland! pet friendly?

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

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