Guesthouse holiday rentals in Santa Rosa

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Top-rated Guesthouses in Santa Rosa

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guesthouse in Sebastopol
4.93 out of 5 average rating, 817 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.

Top Guest favourite
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
4.99 out of 5 average rating, 111 reviews

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.

Top Guest favourite
The studio cottage features a balanced layout with a queen bed highlighted by wooden furnishings. A small desk and an ergonomic chair are positioned near a wall-mounted television. Natural light illuminates the space through two windows, creating a comfortable environment.
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 1,206 reviews

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

Top Guest favourite
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.
Guesthouse in Sebastopol
4.99 out of 5 average rating, 159 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.

Top Guest favourite
A kitchenette is equipped with modern appliances and features a red countertop. Two blue stools are positioned at a small dining area next to a window, allowing natural light to fill the space. A cozy bed is visible in the background.
Guesthouse in Junior College
4.95 out of 5 average rating, 740 reviews

Scenic Neighborhood Garden Cottage

Our charming, small, stand alone cottage is well back from the main house and very private. It has beam ceilings, kitchenette ( toaster oven, microwave, fridge), sleek bathroom, organic mattress queen bed, and seasonal air conditioning. We are located in an historic neighborhood with Victorian houses and large trees. Take an easy, scenic walk to downtown or enjoy your own private garden. Currently providing enhanced covid cleaning. Santa Rosa TOT# 1846 Short-Term Rental Permit# SVR24-075

Top Guest favourite
Guesthouse in Sonoma
4.98 out of 5 average rating, 251 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 very clean. Perfect for couples, weddings, or remote work. We love longer stays, with 30% weekly and 60% monthly discounts. Only 5-10 minutes to top Sonoma wineries, restaurants, hiking and Sonoma Plaza. Open studio design with queen bed, full sofa bed, bathroom/shower, full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, EV charger.

Top Guest favourite
The exterior of the studio cottage is shown, featuring a welcoming entrance with a dark door and a roof overhang. Surrounding foliage includes a bush and a tree, enhancing the natural setting. A gravel pathway leads to the entrance.
Guesthouse in Sebastopol
4.98 out of 5 average rating, 449 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.

Guest favourite
A spacious outdoor space features a shimmering pool surrounded by wooden decking. A covered seating area with comfortable furniture is visible nearby, alongside a barbeque setup. Lush greenery encompasses the area, creating a tranquil retreat. A water slide adjoins the pool for added fun.
Guesthouse in Santa Rosa
4.9 out of 5 average rating, 220 reviews

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Guest favourite
A serene bedroom area features a spacious bed with neutral bedding, accompanied by two bedside lamps on white nightstands. A large mirror reflects natural light from the windows leading to a relaxing bathroom with a freestanding soaking tub, enhancing the tranquil atmosphere.
Guesthouse in Sebastopol
4.83 out of 5 average rating, 160 reviews

Walk to Downtown Sebastopol * Luxe Vacation Studio

Experience a luxurious stay in our exquisite studio guest home. 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 galleriesI. It serves as the perfect base for a wine country retreat.

Top Guest favourite
A cozy sitting area features a blue sofa adorned with colorful throw pillows and a red accent pillow. A wooden coffee table rests on a soft area rug, while a small desk and chair provide a workspace. Decorative elements include plants and artwork on the wall.
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 292 reviews

Wine Country Retreat - Chic Sonoma County Getaway

Our retreat is located in the heart of Sonoma's wine country - close to wineries, breweries, restaurants and several state parks all less than 20 min away: Annadel State Park (4 mi) Spring Lake (3 mi), Sugarloaf Ridge State Park (10 mi). It's stylishly decorated, clean, modern and quiet. We offer a new King bed, private entrance, attached bathroom, off-street parking, and kitchenette. The space is newly built and ready for you to enjoy.

Guest favourite
An outdoor space is presented, featuring a comfortable seating area with woven chairs surrounding a fire pit. Lush greenery accents the scene, and a hammock is positioned nearby beneath a wooden trellis. A cozy lounge area is set against a backdrop of an inviting home.
Guesthouse in Santa Rosa
4.81 out of 5 average rating, 114 reviews

Wine Country Guest House

Keep it simple at this peaceful and centrally-located home. Travel 12 miles to Calistoga or 16 miles to Sonoma and taste some of the best wines in the world! Then come home to soak in the hot tub or doze off in the hammock enjoying the warm fire pit & perfect California weather. This 1 bedroom, 1 bath features a fully stocked kitchen, bathroom and bedroom with a sofa bed in the living room for extra seeping space.

Top Guest favourite
A charming single-story home is surrounded by mature trees, providing shade to the exterior. A spacious driveway leads to the entrance, while the front yard features greenery and landscaping. The neighborhood ambiance is calm and quiet, with homes in close proximity.
Guesthouse in Santa Rosa
4.92 out of 5 average rating, 156 reviews

Dan's Place** Cozy Santa Rosa Cottage

Cozy granny unit with nice private tree covered patio located in an older quiet Santa Rosa neighborhood, walking distance to grocery store, shops, and numerous restaurants. One mile from downtown Santa Rosa. Centrally located with easy access to highways leading to Sonoma County's Wine Country and other great attractions. City of Santa Rosa Transient Occupancy Tax Account Number: 3384

Popular amenities for Santa Rosa guesthouses

When is the best time to visit Santa Rosa?

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Quick stats about guesthouse rentals in Santa Rosa

  • Total holiday rentals

    Explore 60 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Santa Rosa holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa rentals

  • 4.9 Average rating

    Santa Rosa stays are highly rated by guests—averaging 4.9 out of 5!

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