Guesthouse holiday rentals in Sonoma County

A bright living area features a leather couch with orange cushions, complemented by a comfortable armchair. Natural light enters through large windows, illuminating a wooden coffee table stacked with magazines. A fan hangs from the ceiling, and a flat-screen TV is mounted on the wall.

4.93 out of 5 average rating, 854 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.

FamilyLocationSolo travel

4.99 out of 5 average rating, 138 reviews

A covered patio is framed by wooden beams, offering a view of expansive vineyard landscapes and distant hills. Outdoor seating, including a dining table and lounge chairs, is arranged on the deck, inviting relaxation amid the tranquil scenery.

Guesthouse in Healdsburg

Bucher Vineyard Cottage

Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

FamilyValueHospitality

4.98 out of 5 average rating, 328 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

FamilyLocationHiking

A spacious living area features a large gray couch adorned with decorative cushions. A sleek television is mounted on the wall, and a gas fireplace is situated nearby. Tall windows invite natural light, revealing views of greenery from outside. A dining area with a table is visible in the background.

4.99 out of 5 average rating, 185 reviews

Casita Sebastopol

This charming tranquil private guest house is the perfect spot for a relaxing getaway. It's surrounded in a garden setting of lush plants, flowers and fruit trees. Enjoy the private patio and setting that will leave you wanting to return again. This Casita is located 0.5 miles from downtown Sebastopol, within the world-famous Sonoma County wine region, surrounded by organic agriculture, local breweries, golf courses, hiking trails and just a 30 minute drive from the scenic Pacific Coast.

FamilyValueView

Guest favourite

A hot tub filled with clear water is positioned in a grassy area surrounded by tall redwood trees. Two lounge chairs are set nearby, facing a cozy cottage in the background, which is partially shaded by the tree canopy.

4.88 out of 5 average rating, 118 reviews

Redwood Haven | Hot Tub, Alpacas, and Play

Nestled among towering redwoods and overlooking a pasture of craggy oaks and grazing alpacas, this Sebastopol retreat blends nature and comfort. Enjoy the hot tub under the redwoods, two bedrooms with queen beds, and a queen sofa bed. Explore Sonoma’s farms, dining, and on-site yoga. Walk to a winery; the coast is 25 minutes away. Wi-Fi, TV, desk. Kids love the outdoor space with trampoline, treehouse, swings, zipline. Our dogs can be in their own space or mingle; guest dogs are welcome.

LocationFamilyBreakfast

4.94 out of 5 average rating, 267 reviews

A Tuscan-inspired villa is set among rolling hills and vineyards. The property features a well-maintained front yard with a gravel drive, surrounded by lush grapevines. Elegant seating options are visible near the entrance, framed by vibrant trees and a scenic backdrop of the mountainous landscape.

Guesthouse in Cloverdale

Wing in Tuscan Villa with Vineyard and two bedrms

Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

LocationValueHiking

Guest favourite

A scenic view captures the studio and main house nestled among greenery. A mature olive tree stands prominently in the foreground, while the surrounding landscape features gentle hills and a gravel pathway that leads to the properties.

4.93 out of 5 average rating, 211 reviews

Cozy Sonoma Studio Nearby Wineries and Restaurants

Our super cozy Sonoma studio nestled on a twelve acre parcel has a welcoming living area, a comfortable king size bed, kitchen, and a recently refreshed bathroom. Self check in for privacy and social distancing. Home is cleaned and disinfected for 24 hours between guests, including all surfaces, sheets, towels, bedspreads, etc. This studio is a perfect wine country retreat, located about 4.4 miles from Sonoma Square, 3.7 miles to Glen Ellen, and surrounded by a multitude of wineries.

LocationFamilyLong stay

4.99 out of 5 average rating, 258 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!

LocationFamilySleep quality

A spacious interior features a queen bed with a light blue quilt, complemented by a cozy seating area. Large windows offer views of surrounding greenery, while a small dining table is positioned nearby. Natural light enhances the welcoming atmosphere of the room.

4.96 out of 5 average rating, 521 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.

ValueFamilyBreakfast

The modern container home is surrounded by lush greenery and grapevines. Floor-to-ceiling windows reflect the natural light, offering unobstructed views of the landscape. The structure is elevated, enhancing the connection to the surrounding redwoods and vineyards.

5.0 out of 5 average rating, 215 reviews

Modern Container Home with Vineyard Views

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 -

ValueFamilyQuiet

4.92 out of 5 average rating, 610 reviews

A spacious bedroom features a king bed adorned with a floral-patterned duvet. Natural light fills the room through multiple windows, with a cozy seating area visible. A flat-screen TV hangs on the wall, and a mini kitchen is positioned nearby, complemented by a small dining table.

Guesthouse in Glen Ellen

Glen Ellen Hideaway

One block to downtown Glen Ellen, with dining, shopping, & wine tasting. Hideaway is a charming, private guest house, suite-style behind our home. Spa-like bath, mini kitchen, comfy king bed! There is a large private patio for your enjoyment, great place to relax. Glen Ellen Hideaway is peaceful & private & has a separate entrance for your accommodations. Residents are Constance & Greig, and Franny, the dog, and Charm, the cat!-TOT#2398

LocationFamilyBiking

A modern cottage is set against a backdrop of vibrant landscaping, showcasing a large, clear salt-water pool. Various outdoor seating areas are visible, complemented by lush trees and greenery that enhance the serene environment.