Guesthouse holiday rentals in Wine Country

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Top-rated Guesthouses in Wine Country

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Top Guest favourite
A turquoise hummingbird feeder hangs from the ceiling, contrasting with the warm wood railings of the deck. Beyond, the serene lake is visible, reflecting soft pastel hues of the sunset sky. Plants are arranged along the railing, adding greenery to the scene.
Guesthouse in Nice
4.96 out of 5 average rating, 494 reviews

Lakeview Cottage A (No cleaning fee)

Recently remodeled one bedroom, one bathroom rustic cottage setting. Entrance door and Kitchen has low ceiling. Approximately 6’3” A reminder, please: kitchens are provided for convenience. Follow kitchen cleaning rules We are a pet friendly property. ($15 pet fee) paid in lock box or digital! 150 sf rustic deck lots and lots of plants and a spectacular view of the lake. Lots of hummingbirds, wild turkeys, deer, squirrels, quail etc… We are located up on a hill in a very quiet neighborhood.

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, 118 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.

Guest favourite
A charming outdoor space features a wooden deck adorned with potted flowers in various hues. Curved branches and colorful plants create a vibrant garden atmosphere, while a seating area with two chairs overlooks the natural surroundings, offering a peaceful retreat.
Guesthouse in Gualala
4.96 out of 5 average rating, 967 reviews

Casita In The Redwoods

Casita In The Redwoods - On the Coast! This beautiful guesthouse has a private garden setting. Come shoot hoops on our basketball court. We're a seven minute drive to Gualala Point Beach, where one can park and enjoy a scenic, short 15 minute or 30 minute walk to the beach. "Gualala" means "Where The River Meets The Ocean." We are minutes away from the Gualala River - kayaking, The Gualala Arts Center, The Sea Ranch Golf Links, the Gualala Township shops, galleries, restaurants, and services.

Guest favourite
The modern log cabin is set on a hillside, surrounded by trees. Two vibrant red chairs are positioned beside a small table on a grassy area, offering a relaxing spot with panoramic views of the surrounding landscape.
Guesthouse in Ukiah
4.96 out of 5 average rating, 345 reviews

Incredible Views - Orr Springs Rendezvous!

Welcome to Orr Springs Rendezvous - a unique and aromatic mountaintop getaway with panoramic views of the north Ukiah valley, Lake Mendocino & several mountain ranges where you can wine & dine, sunbathe on the patio, watch satellite TV, and take a walk about the property. Go out on the town - prepare a meal - relax - enjoy life. Dance under the stars & gaze at the Ukiah valley nightlights and the moonbeam glowing off of Lake Mendocino! The property is a 6 min. drive to N. State St. in Ukiah.

Top Guest favourite
An outdoor bar named 'Ocean Beach' is illuminated by warm lighting, featuring a long wooden counter with ample seating. Rustic wooden beams and decor create a cozy atmosphere, while wall-mounted photographs and decor items add character to the space.
Guesthouse in Sonoma
4.98 out of 5 average rating, 305 reviews

Casa Vita Bella. Easy Walk to the Plaza

Escape to the heart of wine country in our charming, cozy cottage, perfectly located just a 20 minute walk to the historic Sonoma Plaza. Our property is close to world class family owned wineries, award winning restaurants, and scenic hiking trails. As our guest, you’ll enjoy our complimentary, award winning homemade wine, great recommendations to enhance your visit, and the convenience of no fees!! It is also a short 25 minute drive to that other wine region, Napa. Sonoma County TOT #2993N

Top Guest favourite
A sunset view over the Pacific Ocean is framed by lush greenery and white flowers in the foreground. The shoreline curves gently, creating a tranquil scene as the sun descends, casting warm hues across the water.
Guesthouse in Fort Bragg
4.95 out of 5 average rating, 111 reviews

Stunning Ocean Views from NEW Suite

This is a brand new 400 sq ft guest home. A peaceful place with stunning oceanfront views from a 6-acre paradise. Watch whales and bald eagles from your bed. Please note there is no TV. We offer the option of champagne, flowers, balloons etc - ask for our price list. Patio is fenced for privacy. No pets allowed. This guest suite is its own separate independent building and close to the main home. It's one floor but small step up into bathroom. New jacuzzi. Bring your own firewood.

Top Guest favourite
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
4.94 out of 5 average rating, 251 reviews

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

Top Guest favourite
Guesthouse in Little River
4.98 out of 5 average rating, 337 reviews

The Little River Love Shack-Romantic Spa Retreat

I'm a spa-themed sanctuary on the Mendocino Coast. I offer you complete privacy and a level of peace you won't find in any hotel. A garden hot tub. A greenhouse spa. A magic shower. Fresh air, forest light, and the kind of quiet you've been craving. If you're ready to be surrounded by beauty and magic, to sleep deeper than you have in years, and to leave different than you came, I'm waiting for you. Seven minutes from the village of Mendocino. A world away from everything else.

Top Guest favourite
Guesthouse in Sonoma
4.98 out of 5 average rating, 253 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 Barn is showcased with rustic wooden siding and a metal roof. A prominent 'Sonoma' sign made of rust-colored metal is positioned in front, surrounded by natural landscaping that includes shrubs and decorative plants.
Guesthouse in Sonoma
4.99 out of 5 average rating, 298 reviews

The Barn (with Electric car charging station)

On the outside, it looks like a barn. However, on the inside it’s like a modern hotel suite. On a country lane just outside the town limits, The Barn is the perfect spot for a getaway. When it’s time to relax, you can lounge in the living room with the big screen, cozy up to a good book, or relax on the porch. When it’s time to explore, we are a few minutes away from the Plaza, 400+ wineries and wonderful food options. TOT Certificate 3235N. Check us out on Insta: the_barn_sonoma

Top Guest favourite
Guesthouse in Little River
4.95 out of 5 average rating, 263 reviews

Mendocino Coast Townhouse - OCEAN VIEWS

Unwind in a modern bohemian retreat on the breathtaking Mendocino Coast. This spacious townhouse with 1 bedroom and 1.5 bathrooms features a plush king-size memory foam bed, natural decor elements, and inviting furnishings. A fully equipped kitchen with stainless steel appliances and butcher block countertops is perfect for cooking delicious meals. Enjoy stunning ocean views from the cozy bedroom balcony. The en-suite bathroom features a convenient double vanity.

Guest favourite
A tranquil pool reflects the vibrant hues of a sunset, bordered by lush greenery and palm trees. Comfortable seating areas are visible under shaded structures, enhancing an inviting outdoor space surrounded by colorful landscaping.
Guesthouse in Sonoma
4.91 out of 5 average rating, 329 reviews

Romantic Tropical Garden Casita

As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.

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