Guest house holiday rentals in Ashland

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Ashland

Family-friendly guest house rentals

Guest favourite
Guest house in Berkeley Hills
4.9 out of 5 average rating, 127 reviews

North Berkeley Hills Tranquil Writer's retreat

ZacharyRating, 5 stars1 month ago
Camille’s place is great. Beautiful setting in a lovely neighborhood. Camille was very responsive, helpful and flexible. Would definitely stay here again.
Top guest favourite
Guest house in Walnut Creek
4.93 out of 5 average rating, 310 reviews

Private&Comfy! Everything you need! No shared Area

SharonRating, 5 stars3 weeks ago
We've stayed at this location multiple times. It has everything we need i.e comfortable bed, well supplied kitchen (Hope includes coffee, creamer and sugar), bathroom with plenty of towels, hair dryer. shampoo, condiioner and body wash included, laundry facilites, iron and ironing board. All great. The landscaping is so pretty and there is a private patio with comfy furniture for enjoying the CA sunshine. Highly recommend.
Top guest favourite
Guest house in Hillsborough
4.95 out of 5 average rating, 920 reviews

Little Cottage on the Hill

WynnRating, 5 stars1 week ago
We thoroughly enjoyed our stay. We were comfortable, slept well, and loved the private and beautiful surroundings
Superhost
Guest house in North Berkeley
4.84 out of 5 average rating, 1,341 reviews

Traditional Japanese Tea House

SamanthaRating, 5 stars3 days ago
We had a quiet one night stay in this relaxing backyard tea house. Love North Berkeley and it was so nice to walk to our anniversary dinner at Chez Panisse.
Guest favourite
Guest house in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars6 months ago
This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!
Guest favourite
Guest house in Berkeley
4.94 out of 5 average rating, 481 reviews

Sunny studio near UCB

DavidRating, 5 stars2 weeks ago
It was a great stay. They have a beautiful property and garden. Berkley is a great walking city. It was fun to explore. This was my 2nd time to Berkeley, and my wife and kid's first. She loved the city. Thanks for a great stay.
Top guest favourite
Guest house in Albany
4.93 out of 5 average rating, 210 reviews

Cozy backyard cottage

ChristianRating, 5 stars1 week ago
This apartment has a lovely garden, which makes a stay very special. People should know that the apartment does not provide much space for cooking and clothes, especially for two guests, since it is just a tiny house. Raquel is very supportive, friendly, helps where she can very quickly and is flexible with the check-in and check-out times, which helped us a lot. It also great that a washer and dryer is included.
Top guest favourite
Guest house in Redwood City
4.97 out of 5 average rating, 214 reviews

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

AmberRating, 5 stars3 weeks ago
Perfect place for 2 people. Clean, all the amenities we needed, private and quiet.

Guest house rentals with a patio

Top guest favourite
Guest house in San Francisco
4.98 out of 5 average rating, 105 reviews

La Casita - a quiet studio, Crocker Amazon area!

NiyaRating, 5 stars5 days ago
Had a wonderful time at Linda’s place. The room was clean and cozy. Linda gave great recommendations on local places and gave some useful knowledge on the city. Would definitely book again!
Guest favourite
Guest house in San Jose
4.93 out of 5 average rating, 144 reviews

Newly built stylish guesthouse

GloriaRating, 5 stars4 weeks ago
Yao was a perfect host. She was always responsive to my inquires and was very accommodating when I asked for an earlier check in. Yao Airbnb was very clean, in a quite neighborhood and just a short drive to Kaiser Santa Clara where I had an early morning appointment.
Top guest favourite
Guest house in Point Richmond
4.98 out of 5 average rating, 117 reviews

Private garden retreat

RayRating, 5 stars1 month ago
When we entered Mary Lee’s backyard where the unit is located, we were instantly pleased with how beautiful and well landscaped it is. The studio is well built, with attention to detail and the use of quality materials. The décor was also pleasant and well thought out. In addition, we were satisfied with the fact that they provide 100% cotton towels and linen for the bed. The kitchen was well stocked with stainless steel cookware and everything we needed. Mary Lee and her husband David were friendly and responsive to all our requests. We would be happy to stay at their place again.
Top guest favourite
Guest house in San Carlos
4.99 out of 5 average rating, 106 reviews

Delightful Hideaway in San Carlos

FloreRating, 5 stars4 weeks ago
This spot is very well located, quiet, clean with everything you need. Very comfortable bedding. Very pleasant shaded patio. Marilynn is very friendly and responsive. An example, broken coffee maker changed within the next hour. We had a very good stay in this accommodation. Thanks again!
Top guest favourite
Guest house in Berkeley Hills
4.99 out of 5 average rating, 191 reviews

Berkeley Bitty House - a little bit of home

AaronRating, 5 stars3 weeks ago
Eugenia’s place and Eugenia and her husband are fantastic… One of the most comfortable organic cotton beds I’ve ever slept on, the most enchanting, beautiful property, and every appliance state of the art, efficient and intentional with the touch of love. Eugenia brought me teas, and various unconventional items I asked for. And the natural light and airflow were wonderful. And very healing and the most peaceful and healing neighborhood I’ve stayed at in the East Bay. For anyone looking for a healing retreat, Book this place as soon as possible
Top guest favourite
Guest house in Woodside
4.97 out of 5 average rating, 275 reviews

SkyHigh Redwoods Retreat with Bay Views

MorganRating, 5 stars3 days ago
My sister and I had the most magical stay here! The property is absolutely insane and the views are unmatched. I felt right at home the entire time and the level of responsiveness and care and attention to detail they've put into every aspect of this location is immaculate. Hands down worth your money and a must stay! 100/10!
Superhost
Guest house in Alameda
4.87 out of 5 average rating, 127 reviews

Pet-Friendly Guest House with Private Patio

RobynRating, 5 stars1 month ago
Super spot for us! We were in town for a party and the host was great at checking in to make sure we had everything we needed! Lovely Airbnb!
Top guest favourite
Guest house in San Rafael
4.96 out of 5 average rating, 163 reviews

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

VanessaRating, 5 stars2 days ago
Look no further as this is a peaceful paradise! My husband and our two young children had a wonderful stay. The home is calming and very private. The solar panel heated pool is amazing and very kid friendly. Melodie is a super-host and we hope to get the chance to visit again!

Guest house rentals with a washing machine and dryer

Superhost
Guest house in North Oakland
4.93 out of 5 average rating, 301 reviews

Private Garden Studio, fast wifi near Bart

BridgetRating, 5 stars1 month ago
Loved my stay! It was the perfect home base while exploring the Bay Area. Felt super safe—especially as a woman traveling alone—to be behind the main house, a locked gate, and with my own personalized entrance code. The space had everything I needed for a comfortable stay. Would definitely recommend!
Top guest favourite
Guest house in La Honda
4.95 out of 5 average rating, 440 reviews

Bicycle Shack @ La Honda Pottery

YevgineRating, 5 stars1 week ago
Stayed here for a weekend to attend a wedding. Devora was very helpful and friendly and made sure my stay was comfortable and seamless. The neighborhood is absolutely gorgeous and I found lots of things to do in the area. The space had everything I needed, couldn’t have asked for better hosts! 100% would come return.
Top guest favourite
Guest house in Alameda
4.99 out of 5 average rating, 233 reviews

Cozy Alameda Garden Cottage

MarkRating, 5 stars2 weeks ago
A hidden gem in Alameda!! We thoroughly enjoyed our stay in Mary’s place. It’s perfect - filled with lovely linens and a comfortable bed. Her kitchen is stocked with everything you’ll need if you wish to cook plus a snack basket with delicious goodies. There’s an air purifier in the bedroom, a heating pad, bathrobes, and a high end laundry off the kitchen. We’d love to stay again in this squeaky clean house if it’s available. Mary is so friendly and helpful… this is one of the best rentals in Alameda!
Guest favourite
Guest house in Highland of Adams Point
4.88 out of 5 average rating, 386 reviews

Unique tiny house w huge windows & deck, near lake

LoganRating, 5 stars2 weeks ago
I absolutely loved staying here, and would recommend this space to anyone who wants a unique and quiet space to stay in a really lovely part of town. It is worth mentioning that this space comes with some well communicated restrictions on sound during certain hours so make sure to read the listing closely before booking.
Top guest favourite
Guest house in Oakland
4.97 out of 5 average rating, 111 reviews

Lulu's Place: a safe gated retreat min to Downtown

BasilRating, 5 stars2 months ago
What a great spot!! Totally private and safe, but right by the best park in Oakland. Special bonus that there was kids books!
Top guest favourite
Guest house in Walnut Creek
4.95 out of 5 average rating, 288 reviews

Private in-law unit cute and cozy

EmaRating, 5 stars1 week ago
It was very clean and spacious, and we were able to relax completely. Highly recommended!
Guest favourite
Guest house in Redwood City
4.88 out of 5 average rating, 601 reviews

Charming cottage, walk to Caltrain

SueRating, 5 stars3 weeks ago
We really enjoyed staying with Kate. I really appreciate that she reached out to ask about special dietary needs. The neighborhood was wonderful and very quiet! Loads of interesting things to do nearby. It was our first time to the San Francisco area and we enjoyed our stay! Your place was very convenient to all our activities. The information about Redwood forests was helpful and we ended up At Purisima Creek Redwood preserve after spending some time at Half Moon Bay! Both fabulous places and close to our location! Thank you!
Guest favourite
Guest house in Sunnyvale
4.9 out of 5 average rating, 277 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

TramRating, 5 stars6 days ago
We enjoyed our stay very much. It was clean and the room was organized. A very nice extra that they offered were the washer and dryer. We checked out at 8 AM so we didn’t use them. The kitchen has all the important things you need. There are plenty of towels. Thank you so much for having us.

Quick stats about guest house rentals in Ashland

  • Total rentals

    20 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    780 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore