Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Ashland, Oregon
$213 avg/night
Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 2

Max Sleeps

Night 1 nights

Min Stay

Considering the central location of this little gem, it is amazingly peaceful. There is a long driveway that takes you up to the cottage, nestled in trees, with a lovely view across the valley from the balcony, the deck, or the little fenced yard.
Being in downtown Ashland, it is across the street from the Cabaret Theater and a block from Lithia Park, three Oregon Shakespeare Theaters & the Green Show, the downtown movie theater, shops, restaurants, and a comprehensive hike & bike trail system. Southern Oregon University is also just a few blocks away with more art venues to enjoy. Ashland is nestled between 3 mountain ranges also, so there is plenty to explore, including the fruit orchards, lavender farms, and wineries in the valley. After skiing on Mt. Ashland, it is a great place to come back to relax with the fireplace and soaking tub.
NEW: a high speed 50 AMP nema 14 50 FOR LEVEL 2 charging of your electric vehicle is available in the driveway.
City of Ashland Business License: 1400-51-06

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Composting Double-glazed Windows Local Artist Showcase Recycling Unit Size: 440 Sq Ft (41 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Stovetop
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony Fenced Yard Garden Outdoor Furniture
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • ENTERTAINMENT

    Books Games Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    15 Stairs To Reach Property Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Stairway Handrail Height (inches): 32 Tile Flooring In Public Areas Visual Alarms In Hallways Well-lit Path To Entrance

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Availability

Review Review

  • Kris

    Submitted Jun 26, 2025

    Stayed Jun 20, 2025

    Excellent property and quality. The proximity to the theatre was great

  • Casey S.

    Submitted Jun 19, 2026

    Stayed Jun 14, 2026

    We’ve been VRBO-ing for several years when we come to Ashland for OSF shows, and this property is hands down one of the best price in the town and almost on top of the theaters! It is literally one block from the Thomas Theatre….. as close as the Ashland Springs Hotel, and the closest VRBO I’ve seen. Clean, quiet, well appointed. From the old downtown, you do have a steep stroll up 1st Street to Hargadine, and then about 100’ up a driveway to the unit, but just take your time! It’s worth it! Peaceful serene backyard, even had a deer eating the flower garden :)One other comparable VRBO we like, is twice as far to the theaters and nearly twice the price. This unit is definitely on our very very short list!Casey

  • Justine M.

    Submitted Jun 12, 2026

    Stayed Jun 5, 2026

    This is a sweet, well provisioned place, close to downtown, with all the theatre within a couple blocks. My favorite part was finding a back trail into beautiful Lithia park. If you have pups, the owner is clearly a dog lover and has made it easy to bring them. Lots of sweet little outdoor spaces. Easy place to spend a weekend. Just right.

  • Donald H.

    Submitted Jun 3, 2026

    Stayed Jun 1, 2026

    The room was beyond our expectations. Very clean and beautifully remodeled. The host provided everything needed for our and our pet's stay. We would highly recommend this place.

  • Anne P.

    Submitted Jun 1, 2026

    Stayed May 15, 2026

    It is a lovely apartment in a prime location.

  • Jennifer S.

    Submitted May 20, 2026

    Stayed May 17, 2026

    Fantastic place overall and will book again. Pretty inside and out, gorgeous views and ideal location. We loved out stay.

  • Karen M.

    Submitted May 17, 2026

    Stayed May 13, 2026

    Very well equipped. Great location for walking to downtown, restaurants, and OSF shows. Great communication with owner. We'll be back.

  • Lynda L.

    Submitted May 14, 2026

    Stayed May 9, 2026

    We absolutely loved this carriage house! It was very clean and comfortable, and had everything we needed. It has a convenient little kitchen, wonderful soaking tub (and shower). And having two balconies was an added bonus. The views were beautiful! The location was perfect. All theaters and restaurants downtown are within walking distance. We only used our car one time in three days to explore some hiking trails. Kathy is an excellent host, responds quickly, and is just a kind person. We felt good vibes here. We love Ashland and hope to stay here every time we visit in the future!

  • Karen G.

    Submitted May 5, 2026

    Stayed May 2, 2026

    This is an excellent place to stay. It is well equipped with everything you might need for your stay. And the location is perfect.

  • Billie C.

    Submitted May 2, 2026

    Stayed Apr 27, 2026

    Lovely spacious studio. Very clean and quiet area. Amazing view of downtown and the mountains. I plan to stay there again.

  • Lennon N.

    Submitted Apr 7, 2026

    Stayed Apr 4, 2026

    The visit was everything I needed it to be. Close to everything and a beautiful view of the mountains.

  • Robert W.

    Submitted Feb 26, 2026

    Stayed Feb 23, 2026

    This place was just what a tired soul needed. Everything provided, clean, welcoming and Quiet. I would have stayed another month if the world was calling. Everything in walking distance. The park restaurants. I’ll be back again in the future if the host will have me.

  • Seth M.

    Submitted Feb 16, 2026

    Stayed Jan 26, 2026

    Wow, what a great place to stay! We came here for a weeklong getaway and it was such a perfect spot to immerse ourselves in the city - it is right next to downtown. The cottage itself was luxurious, with a decadent bath, tall shower, balcony seating, and a little private bit of yard and seating area. There are a lot of little touches that made it feel extra homey (incredibly plush towels, high end blinds, bedside plugs that are easy to get to, motion sensor lights on the stairs outside, and more).Kathy also has put a lot of personal effort into helping you have a good stay in Ashland. Her binder has instructions for things in the cottage, as well as places to walk your dog, restaurants, and other local places of interest. A final thing to note: the kitchen was better stocked than we expected! We packed a hotplate, some pots and pans and a sharp knife - none of this was needed. It's probably tricky to keep an updated inventory for this stuff, but I recommend reaching out before you pack to see if you need everything.

  • Eva H.

    Submitted Jan 11, 2026

    Stayed Jan 10, 2026

    This was a perfect place to stay in Ashland -Location is great and the studio I set up thoughtfully for the guest.

  • Randi L.

    Submitted Dec 28, 2025

    Stayed Dec 22, 2025

    This carriage house was fantastic! The finishes were beautiful the bed was very comfortable!It was a very dog friendly place with a doggy door dog bed and a safe yard .The kitchen was well equipped but the bathroom was like a five star hotel with a huge soaking tub and heated floors!We will be back!

  • PETER F.

    Submitted Dec 19, 2025

    Stayed Dec 18, 2025

    Lovely room, friendly host, and allowed us to bring our Pomeranian! 10/10

  • jim p.

    Submitted Dec 12, 2025

    Stayed Dec 4, 2025

    What an amazing place to stay . We enjoyed every bit of it - from the attention to detail, to the thoughtful extras, the perfect location and the cozy room. Kathy was great to work with. We look forward to staying there again.

  • Dominic M.

    Submitted Nov 23, 2025

    Stayed Nov 22, 2025

    Kathy was great! She was very communicative and very kind. The location was great and the room was very clean. 10/10 would recommend

  • Dawn W.

    Submitted Nov 11, 2025

    Stayed Nov 6, 2025

    Kathy is honestly the best host ever! This is our most favorite spot to stop on our way from Lake Oswego to La Quinta, twice a year. The room is so private and comfortable and we LOVE the bed bathtub...super cozy and quiet!

  • Heather R.

    Submitted Oct 28, 2025

    Stayed Oct 24, 2025

    This lovely property was perfectly located and beautifully appointed. We enjoyed all that Ashland had to offer without driving. All dining, entertainment, and shopping was easily walkable. We enjoyed a fantastic show at the cabaret theater that was steps from the driveway of the property. The owner is responsive with easy no contact entrance and exit to property.

  • Beverley B.

    Submitted Oct 25, 2025

    Stayed Oct 23, 2025

    We had a wonderful time. We were driving up from California and we appreciated the lovely, calm environment and proximity to great restaurants.

  • Ellen H.

    Submitted Oct 7, 2025

    Stayed Oct 6, 2025

    The place was very clean and comfortable. Would recommend it and will stay there again.

  • Jessica B.

    Submitted Oct 1, 2025

    Stayed Sep 28, 2025

    Very clean space. Kathy was a wonderful host and we look forward to returning for future stays!

  • Ana E.

    Submitted Sep 26, 2025

    Stayed Sep 22, 2025

    Perfect spot to enjoy all Ashland has to offer. We came to enjoy Shakespeare festival and visit friends. Didn’t need to use our car. One block to Main Street with all the shops, quick walk to the theaters and into Lithia Park. Studio cottage is very nicely appointed, quiet, comfortable. Will definitely stay here again.

  • Teresa W.

    Submitted Sep 15, 2025

    Stayed Sep 12, 2025

    This house was perfectly dog friendly - fenced in area with dirt/grass areas & blankets/dog bed/towel for the inside. The location was close to everything we wanted to do in Ashland. Very luxurious bathroom, too, which was unexpected. Would definitely stay again.

  • Terri T.

    Submitted Sep 12, 2025

    Stayed Sep 6, 2025

    Very nice VRBO The driveway is something to consider. It is definitely a difficult navigation in an SUV and on a Saturday night, there was no street parking.

  • Barbara V.

    Submitted Sep 11, 2025

    Stayed Sep 9, 2025

    We truly enjoyed our stay in this lovely & charming studio cottage. It was perfect for our one night visit. We had stopped at the Market of Choice to select some things from their amazing deli for our dinner. Once we'd settled into the cottage, we had our wine & cheese on the darling little balcony overlooking Ashland & the mountains beyond. What a spectacular view! Later, while watching a movie on Netflix, we had our dinner inside using the cute little table & chairs. Afterwards, we slept soundly in the most comfortable bed! Kathy is a great host, helpful & friendly! She has thought of every detail to make your stay comfortable & memorable: including plenty of big, fluffy towels; a great selection of tea & an electric kettle for boiling water; umbrellas; games & reading material; and there are several pretty outdoor areas to enjoy, as well! The only thing I would caution future guests about, and Kathy does mention this in her description, is the very steep driveway and the dozen or so stairs up to the unit itself. We are seniors in our 70's and managed ok, but it could be difficult for others. However, I highly recommend this lovely place to all those who are agile!!! You will most definitely enjoy it!!!

  • Teresa A.

    Submitted Aug 10, 2025

    Stayed Aug 7, 2025

    We've stayed in Ashland more times than I can count, coming sometimes twice a year for OSF. This is far and away the very best lodging we've ever enjoyed. Spotless, with very nice furnishings throughout, including kitchen necessities. Just one block from the theaters, it is a very private, quiet, hillside studio with lovely views. And if I could transfer that luxurious bathroom to my own home, I'd do it in a heartbeat.

  • Karen G.

    Submitted Aug 6, 2025

    Stayed Aug 3, 2025

    My husband and I rented this wonderful cottage for 3 nights. It was stocked with everything we needed . . . and more! The space is beautiful, comfortable and quiet. Due to the central location, I was able to walk everywhere. Kathy is a very thoughtful host. We hope to return one day.

  • Katie M.

    Submitted Aug 3, 2025

    Stayed Aug 1, 2025

    Lovey studio. Gorgeous and clean. Well stocked with all amenities! Would happily stay here again. Thank you!

  • Melissa S.

    Submitted Jul 13, 2025

    Stayed Jul 10, 2025

    Absolutely amazing! Designed well, thoughtful accommodation left to use to make our stay feel at home, and be able to enjoy Ashland. A must stay overnight while your visiting this great town.

  • Julie G.

    Submitted Jul 12, 2025

    Stayed Jul 7, 2025

    This is the second time I’ve stayed here and I just LOVE it! You have everything needed for a relaxing break—the outside seating areas and the huge soaking tub make it extra special. Also so close to the downtown area and theater options.

  • Michele C.

    Submitted Jun 29, 2025

    Stayed Jun 25, 2025

    My husband and I stayed 3 nights at the downtown cottage. Just steps from the OSF theaters and downtown shops/restaurants. The cottage was clean and has all you need to make your stay enjoyable. Morning coffee was even better with the view of the hills. This is our new favorite place to stay when in Ashland.

  • Scott S.

    Submitted Jun 18, 2025

    Stayed Jun 16, 2025

    Perfect

  • Mary K E.

    Submitted Jun 4, 2025

    Stayed May 29, 2025

    We have been traveling to Ashland for the past 40 years and this was one of the top 2-3 destinations we've booked in all that time! There are so many good things to say about it. This location is an easy walk away from most places in Ashland including the Shakespeare Festival, so many great shops and restaurants, and the wonderful Food Co-op. To get that easy access while settling into a lovely neighborhood with a great view of the hills to the east was a real bonus. Inside, the accommodations are both beautiful and comfortable with plenty of space to do whatever you want. Since the weather was warm, we really appreciated having 2 options for outdoor seating - one that is more shaded in the morning as the sun rises and the other that is perfect for soaking up the view of the hills. We will definitely be back!

  • John R.

    Submitted Jun 2, 2025

    Stayed May 31, 2025

    We would certainly stay at this carriage house again!Everything exceeded our expectations.It is beautifully designed and decorated as well as very comfortable. From the decks, we could admire the gardens around the house and enjoy the view in the distance.Thank you very much for a wonderful stay!

  • Brenda S.

    Submitted May 19, 2025

    Stayed May 18, 2025

    We stayed for just one night and were delighted with the close proximity to OSF shops and restaurants. The stairs were easily managed with a handrail and non-slip mats, however we minimized our luggage needs. The sleeping and kitchen area are attractive and cozy. There is a small balcony too. The bath area is gorgeous and made a wonderful place to relax after our travels.

  • Carol P.

    Submitted Apr 21, 2025

    Stayed Apr 16, 2025

    The property was better than described. We had a lovely view of the mountains to the East, and it was conveniently located; we could walk everywhere.

  • Julie G.

    Submitted Mar 25, 2025

    Stayed Mar 21, 2025

    Everything about this place is amazing! It is close to downtown Ashland (restaurants, shopping, Shakespeare plays.). It's just a short walk to Lithia Park. The place itself has everything you need . . . and it is so quiet for sleeping! We just loved it!

  • Dawn W.

    Submitted Mar 8, 2025

    Stayed Mar 7, 2025

    Kathy is a wonderful host and their hideaway is perfect for our stop in Ashland on our way to our vacation home in CA! Cozy, comfortable and convenient!

  • Angus M.

    Submitted Feb 24, 2025

    Stayed Feb 18, 2025

    Nice and clean. Very quiet. A block or so from all of the most desirable restaurants and venues. Owner was very responsive to our few requests. Would definitely stay again.

  • Dawn W.

    Submitted Oct 28, 2024

    Stayed Oct 24, 2024

    My husband and I could not have been any happier to have stayed at Kathy's paradise! She was an incredibly responsive host and when we walked into this quaint little slice of heaven, it was just what we needed after hours of driving. The bed was very comfortable and I even took a bath in the beautful tub with heated floors in the bathroom! We wish we could have stayed longer and while traveling with two small dogs (one is my older service dog and the other is in training), she made us feel very welcomed, which is not always the case unfortunately. We will most certainly be back and can't wait to make this our bi-annual stop off between our Oregon and California homes. Thank you Kathy!!

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Total

Includes taxes and fees
$214+
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