The Ashland Cottage, walk to town
Cottage in Ashland, OR
4 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
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more
About this cottage rental
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown
Licensed by the City of Ashland, PA14-01726
Licensed by the City of Ashland, PA14-01726
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Map of Ashland, OR
££££
Ratings and reviews
10.0 / 10.0
The Ashland Cottage is charming and cozy. The kitchen is well equipped. The bed upstairs was comfortable as was the pull out sofabed downstairs. The deck provided a lovely space to sit and relax. The cottage is situated a short walk from all that downtown Ashland has to offer. When we come back to Ashland, we would love to stay here again.
10.0 / 10.0
Comfortable bed, private home, stocked kitchen, peaceful area. Host has been very helpful. We’ll be back.
10.0 / 10.0
Margaret has done such a wonderful job making this space feel like home. I felt so well taken care of - she thought of everything that a traveler would need and some personal touches too. We were traveling a long distance and just stopped over on our way north for the evening. Would have liked to stay longer.
10.0 / 10.0
This was our third time staying at the Ashland Cottage, and we have enjoyed every visit. The hosts, Margaret and Mark, are unfailingly friendly and accommodating. The cottage is very comfortable and stocked with necessities. And we love the fact that there are two bathrooms.
10.0 / 10.0
The Ashland Cottage was superb--full of charm and warmth, just like its owners, Margaret and Mark. We loved the cottage itself--artsy and homey, tucked into the woods of Ashland, with a private deck and gorgeous views of hills. Margaret goes above and beyond, supplying visitors with every comfort of home (plus fresh eggs for our breakfast!). And the location is so peaceful and quiet--nothing but the occasional soft sound of the hens--yet it's walking distance to amazing restaurants, the OSF theatres, Southern Oregon U, the Ashland Food Co-op, and enchanting Lithia Park. I almost cried this morning when we had to leave--it was the perfect stay!
10.0 / 10.0
We really enjoyed our stay at The Ashland Cottage. It is a wonderful peaceful setting with a nice walk into town and gracious hosts. The two dogs Honey and Jazzy were very friendly and greeted us every morning and evening and added extra enjoyment to our stay. We will be back!!
10.0 / 10.0
Wonderful. All that it was advertised. A bit hilly and far for two 70-year-olds to walk downtown, but that hardly spoiled what was otherwise a wonderful stay. The cottage is perfect for two people. Lots of lights, Clean. And cozy. Thank you!
10.0 / 10.0
The Ashland Cottage was just perfect for my wife and me: so well appointed, comfortable, and well located. We enjoyed the layout of the cottage with its loft-like upstairs bedroom with an enormous and gorgeous window. The neighborhood is quaint and safe as can be. Our walks to the Shakespeare Festival and all the downtown cafes and restaurants and quaint shops were easy. The owners were friendly and accommodating. Our stay was great.
10.0 / 10.0
We very much enjoyed our stay at the "Ashland Cottage".
It was a beautiful home. It was impeccably clean, well decorated and had plenty of supplies ( towels, etc).
The neighborhood is quiet and beautiful.
A big window upstairs has an incredible view of the rooftops and mountains.
The owners are great. They are very good at communicating. They are also very friendly.
10.0 / 10.0
Wonderful stay. It is a lovely, warm, and comfortable place. It was central to everything.
We highly recommend.
10.0 / 10.0
We love the location and peaceful property. Perfect walking distance to theatres and restaurants. The hosts have thought of everything to make the cottage perfect
10.0 / 10.0
We just returned home from our second stay at the Ashland Cottage. My adult daughter and I thoroughly enjoyed the cottage, its amenities, and the convenient location just up the hill from the OSF theatres. Margaret and Mark are great communicators and everything was perfectly comfortable. We will be back!
10.0 / 10.0
This was a perfect place for us while we explored Ashland! The B&B is beautifully appointed, clean, and very private - even though it's only 10-minute walk to the downtown area. Margaret was a lovely and responsive host. I hope to go back soon!
10.0 / 10.0
We had a wonderful time staying at the Ashland cottage! It was exactly as described, just lovely! We would like to come again.
10.0 / 10.0
Beautiful cottage hidden on back alley with very nice finishings inside. Convenience to theatre, restaurants and shops. Easy arrival. Communicated via phone for arrival and departure as had no problems during three night stay. Very well kept & clean. Split level, bedroom upstairs with half bath, kitchen and full ( with tub ) bathroom down. Lovely stay.
10.0 / 10.0
We found the Ashland Cottage to be so lovely! Both cozy and roomy for two, well stocked with essentials and kitchen wares, and great AC. We enjoyed morning coffee on the tree-shaded deck, greeted by chickens in the coop and the friendly dog. Great location, close to town and the plays. Host was friendly, helpful, and welcoming. We hope to visit again.
10.0 / 10.0
We really enjoyed staying in your well appointed cottage. If we come back to the OSF, we would certainly stay with you once again!
Our best,
Karen and Jim
10.0 / 10.0
Cottage was spotless and well apportioned. Our 18 year old daughters slept well on the very comfortable and well designed pull out sofa bed. Charming neighborhood was extremely quiet.
10.0 / 10.0
Beautiful little cottage inside, great neighborhood and perfect location. Very comfortable. I would definitely stay there again.
10.0 / 10.0
We enjoyed our stay at Ashland Cottage. The property is beautiful, well stocked and has amenities we didn’t even expect….love the heated floors.
10.0 / 10.0
We much enjoyed our stay at Ashland Cottage. The cottage is very cozy, the setting is lovely, and the location is perfect for walking to Main Street, OSF, and the Park. We really enjoyed feeling like we were living in a treehouse.
10.0 / 10.0
We enjoyed our stay. It was delightful. The cabin was clean and well stocked, There are chickens on the property, but they did not bother us.
10.0 / 10.0
This is an ideal home for a trip to Ashland. It is close to everything that makes Ashland Ashland!!! Shakespeare Theaters, Caberet Theater, Lithia Park, downtown shops and restaurants.
The hosts are very friendly and helpful and have paid attention to all the details to make you feel at home. The kitchen has everything needed to make a gourmet meal and the barbecue on the deck is well maintained.
We stay in Ashland 2 or 3 times a year and now that we have found this home we will plan our trips around vacancies at The Cottage!!
10.0 / 10.0
Staying there, gave us a great taste of what it was like to live in Ashland. Proximity to downtown was great.
10.0 / 10.0
A real nice property within walking distance to Lithia Park and downtown. Many nice touches and thoughtfulness from the hosts.
10.0 / 10.0
Lovely property and setting. Plenty of room for all of our needs with a great view of the mountains.
10.0 / 10.0
We enjoyed our stay at the Ashland Cottage. It is obvious the owners take great pride in providing an inviting and cozy place to stay with many nice extras such as a well supplied kitchen, nice assortment of teas and coffee, local maps and nice views. We really loved the heated flooring in the bathroom! We would definitely stay here again!
10.0 / 10.0
Repeat stay, close to our family in Ashland and super convenient to town. Quiet and well appointed space, love the complimentary coffee and fresh creamer!!!
10.0 / 10.0
Beautiful property. Well-appointed. Fantastic location, walking distance to theaters, restaurants and Lithia Park! Love staying here on our trips to Ashland!
10.0 / 10.0
We had a wonderful weekend at this beautiful cottage! Close enough to downtown for walking to theaters, shops & restaurants. Far enough from downtown to be peaceful & serene. Hosts were great. Thank you!
5.0 / 10.0
We enjoyed leisurely mornings at the Ashland Cottage before the 10 minute walk to the play venues. We had everything we needed and very much enjoyed the location up the hill a little from Main Street. It really is a perfect location and the hosts, Mark and Margeret, make the Cottage a wonderful place to stay.
10.0 / 10.0
The Ashland Cottage was quiet and conveniently located near many local restaurants and shops. We appreciated having the half bath upstairs in the sleeping loft. It was our first time in the area and we felt welcomed at the cottage.
10.0 / 10.0
Such a cute place! So great for walking around Ashland and seeing a play, completely walkable. Loved it!
10.0 / 10.0
Excellent cottage. Well air conditioned in the triple digit summer temperatures.
10.0 / 10.0
Great stay!
My husband and I stayed here for the start of our honeymoon and it was the cutest place! We had a wonderful time. Thanks!
10.0 / 10.0
Excellent experience
The property was spotless and as advertised. It's clear they were very thoughtful about the amenities. Everything we needed was there. It's in a good location with a short, if hilly walk to downtown Ashland.
10.0 / 10.0
Beautiful Ashland guesthouse
We loved our stay at Margaret and Mark’s beautifully appointed guesthouse. The king bed upstairs was very comfortable and our young ladies slept great on the new pullout couch. The kitchen, deck, and bbq made our stay very comfortable and the location kept our car parked for most of the trip with downtown Ashland a short walk away. Mark even provided us with fresh eggs from their chickens.
Thanks so much, we will definitely be back!
10.0 / 10.0
Great Location & Cottage!
This is the perfect location for walking around the Oregon Shakespeare Festival and downtown Ashland area. The loft has a great bed with beautiful views, and we enjoyed the bathroom up there. Really high quality finishes throughout. The sofabed, sadly, was super uncomfortable, so we don't recommend that for anyone staying longer than one night. Otherwise, the space easily accommodated 2 adults and 2 children.
10.0 / 10.0
Beautiful home, lovely stay.
Excellent location. Loved the loft, which had a powder room.
The homeowners were great.
10.0 / 10.0
Great Location in Ashland!
We've been coming to Ashland 2x yearly since 2003. This was our first stay the the Cottage, but it won't be the last! The Cottage is located a " perfect in between" from down town shopping/theater and the 50+ miles of hiking that the area offers! It's placement on the lot allows private easy in-out parking and plenty of sun light throughout dwelling. Summer sun rise through the master loft bedroom?- no better way to start the day's adventures! The quarters are well equipped and the hosts available w/ ease. Looking fwd to our return!
FAQs
How much does this cottage cost compared to others in Ashland?
The average price for a rental in Ashland is £125 per night. This rental is £109 above the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at The Ashland Cottage, walk to town. For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.
Is The Ashland Cottage, walk to town pet friendly?
Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at The Ashland Cottage, walk to town?
We found 10 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.
Explore similar vacation rentals in Ashland
Explore all rentals in Ashland
The Perfect Vacation Cottage
House
in Ashland4 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
House in Ashland, for £245 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
££££
1907 Charmer, Perfect Downtown Location, So Clean!
House
in Ashland8 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Ashland? Look no further than our House, 1907 Charmer, Perfect Downtown Location, So Clean!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
Stacy's 2nd St Cottage. Steps to downtown.
Cottage
in Ashland4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner
Top rated
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Ashland, at £246 per night for your next great vacation.
££££
Start earning One Key rewards
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
House
in Ashland6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Nestled in Ashland, this House is perfect for your next vacation. Enjoy BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
Premier Downstairs Flat in Perfect Down Town Location
House
in Ashland8 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Enjoy the best of Ashland in our House, Premier Downstairs Flat in Perfect Down Town Location . A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
Villa
in Ashland7 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
This attractive Villa in Ashland, £216 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Charming Space Next to Everything, Walk Anywhere!
House
in Ashland4 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette
This House for £206 in Ashland, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
££££
232-Duplex-Private Bathroom-Mountain View
House
in Ashland6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
House in Ashland, for £216 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
££££
Ashland's Mountain View Vacation Rental.
Cottage
in Ashland6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience the best of Ashland with this Cottage available for £223. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
New Downtown 3 Bedroom Upstairs Flat with views
House
in Ashland7 guests · 4 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at New Downtown 3 Bedroom Upstairs Flat with views, our elegant House in Ashland. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
230-Downstairs-Duplex-Private Bathroom-Mountain View
House
in Ashland6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Enjoy the best of Ashland in our House, 230-Downstairs-Duplex-Private Bathroom-Mountain View. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
££££
Luxury condo with king bedroom, two bathrooms, full kitchen.
Apartment
in Ashland4 guests · 1 bedroom · 2 baths
Kitchen or Kitchenette · Air conditioner · Fireplace
Looking for a Apartment in Ashland, this Apartment for £267 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
££££
Mountain Ave House by WanderLodges
House
in Ashland6 guests · 3 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a House in Ashland, this House for £265 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
££££
Updated 3BR Escape: Valley Views, Pet-Friendly
House
in Ashland5 guests · 3 bedrooms · 1 bath
Garden · Pets allowed · Kitchen or Kitchenette
This attractive House in Ashland, £257 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Start earning One Key rewards
Spacious 2 bedroom historic home with two king beds and kitchenette.
Apartment
in Ashland6 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Ashland in our Apartment, Spacious 2 bedroom historic home with two king beds and kitchenette.. With a range of amenities such as Air conditioner and Kitchen or Kitchenette, you'll feel right at home.
££££
Start earning One Key rewards
Barclay Klum House by WanderLodges | Blocks to OSF
House
in Ashland4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner
This House in Ashland, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
££££
#3 President Hayes @ The McCall House Boutique Hotel
Bed and Breakfast
in Ashland4 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner
This attractive Bed and Breakfast in Ashland, £199 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
££££
Start earning One Key rewards
Artsy Downtown Historical House: Steps to Shakespeare
House
in Ashland4 guests · 2 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
This House in Ashland, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
££££
Start earning One Key rewards
3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.
Apartment
in Ashland8 guests · 3 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Ashland at 3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette. for £228 for your next trip.
££££
Start earning One Key rewards
2 Budget Friendly Rooms, Scottish Inns, Near Southern Oregon University
House
in Ashland8 guests · 2 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Discover the beauty of Ashland with a stay at 2 Budget Friendly Rooms, Scottish Inns, Near Southern Oregon University, a top rated House with amenities such as Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.
££££
Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
House
in Ashland8 guests · 2 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Ashland, at £239 per night for your next great vacation.
££££
Start earning One Key rewards
Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower
House
in Ashland8 guests · 3 bedrooms · 2 baths
Garden · Pool · Pets allowed
Discover the beauty of Ashland with a stay at Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
££££
Ashland travel inspiration
Read our blogGuides
Best Dining in Myrtle Beach: A Food Lover’s Dream
Guides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida