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Guesthouse holiday rentals in Wine Country

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Wine Country guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Petaluma
4.96 out of 5 average rating, 109 reviews

The Oaks in Cherry Valley

JoelRating, 5 stars3 weeks ago
One of the most perfect AirBnBs we've ever stayed at. The Oaks was cozy, comfortable, and had absolutely everything we needed. It's obvious the hosts took a lot of time and care in the setup, and it creates a great experience for guests as a result. If you're thinking about booking, do it.
Guest favourite
Guesthouse in Healdsburg
4.94 out of 5 average rating, 334 reviews

The Roost - Sun Room

ClareRating, 5 stars1 week ago
Loved staying in this efficient, so adorable, and amazingly located Airbnb. I was in town for a wedding, and this spot was everything I needed! The unit was so cozy and quaint, while still having everything I could have needed for a comfy stay (amazing hot shower, nice bathrobes, great fan & AC to keep the room cool, super comfortable bed, and coffee/tea - all my essentials!). The hosts were incredibly attentive too, offering local recommendations and regularly checking in to see if I needed anything. Above all, this Airbnb’s location is unbeatable, just 2min from all the shops and restaurants around the town square. Couldn’t picture a more perfect stay for my weekend!
Top Guest favourite
Guesthouse in Santa Rosa
4.91 out of 5 average rating, 546 reviews

Comfy Santa Rosa B&B in the Trees

WolfhardRating, 5 stars1 week ago
Geoffrey's and Camille's place is easy to find, cozy, quiet, and offers all the needed amenities. I would recommend this AirBnB for a party of three or fewer. Kitchen and living room are very cozy but would not accommodate a larger crowd. Geoffrey and Camille are excellent hosts, living next door, which made us feel very safe. Geoffrey responded within minutes to all questions. This AirBnB felt cozy and quiet, which was helped by many beautiful trees around the property. Geoffrey has a bike business, and his passion shows in the foldable bicycle showpieces in the rooms. The kitchen had pretty much everything we needed (except for the rare lemon press), and Geoffreys green soul shows in the careful way in which garbage collection is organized. As a European, I marvel at the antique bathroom fixtures (many from my continent will never have seen this type of "one handle does it all, full blast all the time" shower fixture ), but everything was functional. All in all, a great stay!
Guest favourite
Guesthouse in Sebastopol
4.94 out of 5 average rating, 331 reviews

Mod Podge Lodge

MichelaRating, 5 stars2 weeks ago
Loved staying here! Donna is a fantastic host and her place is lovely, comfortable, and clean. There’s a pretty garden to enjoy and so many things to do in the area and in town. It’s a tranquil retreat in Sonoma County!
Top Guest favourite
Guesthouse in Oakland
4.97 out of 5 average rating, 248 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

MariaRating, 5 stars5 days ago
simply Laura's family are so wonderful hostess, beautiful persons and the house is very nice place, peaceful, beautiful and for my wife and I will be thinking to return again soon.
Guest favourite
Guesthouse in Sonoma
4.96 out of 5 average rating, 487 reviews

Tranquil Wine Country Guest Cottage

GabriellaRating, 5 stars2 weeks ago
The perfect little spot for a weekend in Sonoma! Very clean, warm and cozy, plus amazing hosts who were so helpful ☺️ I would definitely stay here again! Thank you, Emilie and Chris for welcoming us into your space!
Superhost
Guesthouse in Kelseyville
4.88 out of 5 average rating, 281 reviews

Cottage on lakeside property.

MaureenRating, 5 stars1 week ago
It was a cozy cottage, perfect for me! It was clean and comfortable. The yard, right on the lake, was gorgeous and so inviting! Loved to swing in the hammock and listen to the birds! Great weekend stay!
Top Guest favourite
Guesthouse in Sebastopol
4.93 out of 5 average rating, 767 reviews

Sun Drenched Flat

ZoeRating, 5 stars2 days ago
I’m so happy I was able to stay at this beautiful and airy space! It was so conveniently located in a very walkable area, equipped with everything I could possibly need, and felt like a little oasis. Anyone would be lucky to spend time here!

Guesthouses with a patio

Guest favourite
Guesthouse in Sebastopol
4.95 out of 5 average rating, 165 reviews

Walk to Downtown Sebastopol * Luxe Vacation Living

EmmaRating, 5 stars1 week ago
Which a beautiful place! I wish I could live here.
Guest favourite
Guesthouse in Sea Ranch
4.91 out of 5 average rating, 423 reviews

Schoner Haus at the Sea Ranch

ValerieRating, 5 stars1 week ago
We had a lovely time at Richard and Yuka’s guesthouse. They were very kind and welcoming. We could access all the Sea Ranch amenities if we wished to do so (pool, pickleball, tennis, lodge). We took some gorgeous walks a short drive away. The Sea Ranch Chapel is a wonder unto itself. Any restaurants require a bit of a drive and the guesthouse has limited cooking capacity so do plan ahead. Overall a lovely stay with a lovely family.
Guest favourite
Guesthouse in Ukiah
4.96 out of 5 average rating, 338 reviews

Newly built one-bedroom near wineries and redwoods

AjayRating, 5 stars3 weeks ago
Had a great experience at this lovely location. The place was super clean, well-maintained, and exactly as described. Check-in instructions were very clear and easy to follow, which made the arrival smooth and hassle-free. The apartment itself was comfortable, thoughtfully set up, and had everything needed for a restful stay. I truly appreciated the attention to detail and the welcoming atmosphere. I would highly recommend this place to future travelers looking for a reliable and comfortable stay. Thank you for hosting!
Guest favourite
Guesthouse in Orland
4.92 out of 5 average rating, 139 reviews

The Little House

MichelleRating, 5 stars2 days ago
We loved this Airbnb. We had an issue with something we forgot. They stepped right up and helped us solve the problem. Definitely stay here in a road-trip
Top Guest favourite
Guesthouse in Orland
4.99 out of 5 average rating, 120 reviews

The Olive House

RobertRating, 5 stars2 days ago
Super clean and quiet guest house while my wife and I were doing a track weekend at Thunderhill. We would definitely stay here again!
Top Guest favourite
Guesthouse in Glen Ellen
4.99 out of 5 average rating, 133 reviews

*New* Modern Studio Guest House

AustinRating, 5 stars1 week ago
Katie’s guest house studio was an amazing find. The space was clean, comfortable, and had everything we needed for a relaxing stay. It felt peaceful and private, making it the perfect retreat. Katie was incredibly friendly and shared great tips about the area. The location in Glen Ellen was ideal—quiet and charming, yet just a short drive to the wineries in Napa and Sonoma. If you have the chance to stay here, take it—you’ll be glad you did.
Top Guest favourite
Guesthouse in Petaluma
4.98 out of 5 average rating, 204 reviews

Spacious West Side Garden Studio

IvarsRating, 5 stars2 weeks ago
Alexi's place was wonderful for a three night, mid-week stay. His place is clean and spotless. Quiet and peaceful. The pictures and description are accurate. I found the neighborhood behind his house to be a lovely and hilly place to walk. There is a teeny bit of a walk from parking on the street in front of the house to the unit at the back of the property, but that takes only one minute and is easily doable by anyone. Just keep that in mind if you need to make multiple trips to bring in your things. Alexi is a great host. Very communicative, kind, and easy to interact with.
Superhost
Guesthouse in Ukiah
4.83 out of 5 average rating, 132 reviews

*Cute 2 Bedroom* Close to Downtown!

NatalieRating, 5 stars3 weeks ago
Nice place to stay. The surroundings were quiet in the evening. The bed was comfortable and there were plenty of towels in the bathroom. Full kitchen.

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Oakland
4.99 out of 5 average rating, 203 reviews

Redwood Heights Cottage with Stunning Bay Views

EsmeraldaRating, 5 stars1 week ago
Sarah’s place was really cozy and quiet! We spent a lot of time in SF but it was really nice coming back to the cottage and sleep in the comfortable bed! We would definitely stay again. It wasn’t too far from public transportation and the view was amazing! The kitchen had everything we needed and we really enjoyed cooking breakfast and dinner with the view!
Top Guest favourite
Guesthouse in Sonoma
5 out of 5 average rating, 118 reviews

Sonoma Wine Lovers Getaway - Walk to Sonoma Plaza

SarahRating, 5 stars3 weeks ago
We were very pleased with all the accommodations. The place was updated, clean and nicely decorated. The owners were very kind and responsive. The property is beautiful, peaceful and private. We look forward to staying there again next year!
Top Guest favourite
Guesthouse in Petaluma
4.99 out of 5 average rating, 162 reviews

Newly built Elegant and Stunning Guest house !

JoanneRating, 5 stars4 days ago
We had a wonderful five days at Magesh’s guest house! The interior is beautiful and we soon felt right at home. The bed is very comfortable and the bathroom is spacious with a great shower. Magesh was very easy to communicate with, and even went out of his way to be sure we had everything we needed. When I asked if they had a Bluetooth speaker in the house, he sent his wife Rupa over with one for us to use! Rupa also made samosas for us, and on our last night, she brought us two beautiful little cakes from her favorite bakery!
Top Guest favourite
Guesthouse in Healdsburg
5 out of 5 average rating, 136 reviews

Luxe Guest Suite in Dry Creek 5 mins From Town!

JaniceRating, 5 stars1 week ago
What a lovely spot! I cannot speak to the local scene as I arrived and tucked in for a 48-hour staycation, bringing my own food, etc. The space really celebrates in-door/outdoor living with large sliding doors that open onto a small patio complete with heat lamps, a comfortable couch and chairs. Off to the right, there's a hot tub, which was well maintained and perfect for a little star-gazing. The bed was cozy and the shower spacious and well-maintained. I'd love to go back another time for a longer stay. Janice
Top Guest favourite
Guesthouse in Petaluma
4.99 out of 5 average rating, 134 reviews

Sunny, central, quiet flat + yard

MiriamRating, 5 stars2 months ago
Very clean and pleasant spot near downtown, with a private patio. The unit is above garages (so you don't hear anyone downstairs). Comfy bed. Well-equipped kitchen. It's tucked back from the street, but from the bedroom you can hear a little bit of the E. Washington traffic (less than a block away). We'd stay here again.
Top Guest favourite
Guesthouse in Willits
4.99 out of 5 average rating, 158 reviews

Willits Garden Cottage 1 bedroom guesthouse

LaurieRating, 5 stars1 day ago
her Airbnb is a very sweet little home, tucked in a private flower scented garden... we have enjoyed he place twice now and feel spoiled when we stay there
Guest favourite
Guesthouse in Gualala
4.94 out of 5 average rating, 140 reviews

Stairway to Heaven

MelissaRating, 5 stars1 week ago
This was the perfect, clean and comfortable place to stay for my family of four with two school-age kids. It is purpose-built to have everything needed for a short-term rental which was awesome. The kids loved the loft with all the toys, the cute towels, and the space in general. Having laundry facilities after a long road trip was sooo appreciated as was the full kitchen, second bathroom, and fridge. Definitely listen to their easy directions as Google maps takes you in the wrong driveway. The redwood fence was the best clue. The host knew it was my birthday and even left out a little gift, card, and chocolates! We would definitely stay here again.
Guest favourite
Guesthouse in Sea Ranch
4.95 out of 5 average rating, 377 reviews

Redwoods Treehouse

SharonRating, 5 stars2 weeks ago
Beautiful apartment, beautiful setting, great handbook for apartment and surrounding area. Highly recommend this airbnb!

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