Guesthouse holiday rentals in Sonoma County

4.93 out of 5 average rating, 794 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.

Guest favourite

4.94 out of 5 average rating, 181 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, 248 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, 222 reviews

Guesthouse in Petaluma

Stylish Private Flat in Historic Neighborhood

Enjoy big discounts for weekly & monthly stays. 2 adults only for daily rate, flat 100. 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.

Guest favourite

4.96 out of 5 average rating, 497 reviews

Tranquil Wine Country Guest Cottage

Our cozy guest cottage is located at 1300 feet on Sonoma Mountain, offering serenity and tranquility with all the fine dining and shopping options of downtown Sonoma only a few miles away. You’ll love the cottage's privacy, open space and natural light. We are pet-friendly! Well-behaved, trained pets are welcome, but we ask for prior approval and there is a $50 per stay charge. Electric car charging available upon request via 48 amp Tesla Wall Connector.

4.98 out of 5 average rating, 159 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, 183 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 -

4.95 out of 5 average rating, 269 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

Guest favourite

Guesthouse in Healdsburg

4.97 out of 5 average rating, 215 reviews

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.

4.99 out of 5 average rating, 293 reviews

Guesthouse in Healdsburg

Luxurious, Private, Healdsburg Guest Cottage

1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.

4.95 out of 5 average rating, 920 reviews

Guesthouse in Petaluma

The Hay Loft - Downtown

Beautiful loft apartment, just one block from downtown Petaluma's Kentucky Street. Surprisingly quiet, this is a perfect romantic getaway spot for couples. Walk to over 30 great restaurants and bars, shopping, coffee houses, antique and art galleries. Besides exploring historic petaluma, you can use this as your home-base for wine and brewery tours as well as coastal day trips. PLV1-2024-0038