Guesthouse holiday rentals in Sonoma County

4.93 out of 5 average rating, 774 reviews

Sun Drenched Flat

Put up the burnt-orange parasol and settle down with book on the patio while the barbecue heats up. Sitting above a garage in a serene, walkable neighborhood, this sunlit retreat's beachy cream painted paneling gives it a chilled, refined vibe. Check out all that Sebastopol has to offer at: visitsebastopolnow.come This second story house is a very desirable space, located close to town, still being set on a very beautiful street in an friendly established older neighborhood. It is nestled between other structures on the property. One being a "Tiny House" that is right next door, my home sits behind the flat. The house has a full kitchen with all the utensils and necessary cooking items, pots pans etc. Large toaster oven that will even fit your frozen pizza. There is a space in front with some Adirondack chairs and BBQ if you want to relax outside. The house has its own separate entrance off the driveway. My house is in back of the flat, I may or may not see you, but I am available for any questions at any time. You will more than likely be greeted by our white cat with orange tips (named White Boy). If he gets a chance, Charlie our very exuberant Golden Doodle will give you a warm excited welcome. Located just 1 mile from the heart of the sweet town of Sebastopol, this area is a handy stepping off point to explore nearby wineries, scenic beaches, and shopping and restaurants at redwoods. A very nice mile walk to town or a five minute drive. There is a flight of stairs that you climb to get to the Flat space, it does not have wheelchair access. There are cats on the property, but they do not go inside the flat. Our Goldendoodle is extremely friendly. The leather couch folds flat into a double bed for accommodating two more guests. Access to the bathroom is through the bedroom however. There is no dedicated parking, however the street parking directly across from the flat, just up from, but not in front of the three mailboxes is usually always open.

4.98 out of 5 average rating, 294 reviews

Guesthouse in Healdsburg

Alexander Valley: Wine Lover and Cycling Paradise

The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N

4.98 out of 5 average rating, 216 reviews

Guesthouse in Petaluma

Stylish Private Flat in Historic Neighborhood

Enjoy big discounts for weekly/monthly stays at 100.-130. a night. 2 adults and 1 child under 12 for daily rate, 75. cleaning. Great WiFi, private ground floor apartment in a totally restored 3 story Victorian. Quiet street, historic district, 3 blocks to cool shops/downtown. Private patio/entrance, 740 sq ft, EZ street parking, well equipped full size kitchen, desk, in unit w/d, quality linens, cleaning supplies. Great for couples, wfh, to visit relatives, exploring the coast, or relocating.

4.97 out of 5 average rating, 401 reviews

Arbor View

Bright one-room studio cottage with queen bed, bathroom and kitchenette. City of Sebastopol Business License #1610 Private entrance. Windows overlook the kiwi arbor and gardens. Skylights. Quiet and private, yet right in the heart of town on Sebastopol's famous "sculpture street." Walk to restaurants, movie theater, The Barlow, Sebastopol Center for the Arts, town plaza with Sunday Farmer's Market, library, Ives Park (public swimming pool). Bike path is nearby. Bike to wineries.

4.99 out of 5 average rating, 236 reviews

707 BARREL LOUNGE Cottage

LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

4.95 out of 5 average rating, 169 reviews

Walk to Downtown Sebastopol * Luxe Vacation Living

Experience the epitome of luxury in our exquisite guest house. This stunning residence offers breathtaking views of the Sebastopol Laguna Preserve and the picturesque Sonoma County. Impeccably appointed, it provides everything you need for an exceptional stay. Located within walking distance of The Barlow, renowned wineries, farm-to-table restaurants, a vibrant farmers market, charming shops, and captivating galleries. It serves as the perfect base for a wine country retreat.

4.98 out of 5 average rating, 244 reviews

Sonoma Wine Country Cottage

Private cottage on wooded lot in Sonoma Valley wine country with a separate gated entrance. Recently renovated, fully equipped, and always very clean. Perfect for couples, girls getaways, wedding weekends, or remote work. 5-10 minutes to top wineries, restaurants, hiking and the Sonoma Square. Open studio has queen bed, full sofa bed, bathroom with walk-in shower, new full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, and new EV car fast charger.

4.98 out of 5 average rating, 146 reviews

Sonoma Wine Country Haven

ADORABLE WINE COUNTRY HAVEN In the heart of Sonoma, Boyes Hot Springs, walking distance to El Molino, Taqueria La Hacienda, Sonoma Eats (coffee and pastries too) 10 mins. drive to Sonoma Square. Perfect getaway for wine tasting & sightseeing. Join your events & wedding party. Enjoy this tranquil & private haven. Great care has been given to design with modern & cosy comforts. Open the french doors and sit on your private deck. Relax & enjoy.

5 out of 5 average rating, 172 reviews

Modern Container Home with Vineyard Views [NEW]

Welcome to Luna Luna House! - A modern container home, turned one-of-a-kind vacation retreat. Where the redwoods meet the vineyards, a serene sanctuary has been thoughtfully crafted where you can unwind and recharge. Luna Luna House is truly a place to commune with nature, enjoy modern conveniences, and indulge in an unforgettable travel experience! - * Designed by Owners + Honomobo Canada * Former location of The Rising Moon Yurt -

4.94 out of 5 average rating, 252 reviews

Wine Country Gem - Sonoma Cottage with Pool Oasis

Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N

4.97 out of 5 average rating, 207 reviews

Guesthouse in Healdsburg

Healdsburg Contemporary Cottage With Lush Backyard Patio

Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.