Guesthouse holiday rentals in Wine Country

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Top-rated Guesthouses in Wine Country

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

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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, 129 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, 980 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, 354 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

The exterior of the cottage is framed by lush gardens, a wooden deck hosts a large fire pit at its center, and soft lighting highlights the windows. Trees and shrubs surround the space, creating a serene atmosphere as twilight settles in.

Guesthouse in Fort Bragg

4.97 out of 5 average rating, 467 reviews

Zen Jewel Sanctuary

Architecturally exquisite! Set in quiet, beautiful, peaceful, gardens with large pond. Gorgeous custom-made furniture, stereo , spa-like glass block shower. Spa robes available. Radiant heat. One loft bedroom, one downstairs. Short walk over dunes to deserted Ten Mile Beach. Since access is limited, the beach is virtually empty- a coastal secret. I live on the property with my golden retriever and cat ( not allowed in the cottage) but after check-in I want my privacy just as much as you do

Top Guest favourite

Guesthouse in Nice

4.96 out of 5 average rating, 283 reviews

Lakeview Cottage B, 750+ 5 Star reviews

Beautiful New Deck with 10’x10’ Gazebo! Spectacular views of Mount Konocti and Clearlake, the largest freshwater lake in California. Between my two cottages we have over 750 five star reviews and we are a PET FRIENDLY COTTAGE 🐾🐶 The new deck and gazebo has a locking gate so you can leave your pet outside without worry of them running off There is a good chance you will see lots of hummingbirds , deer, Quail and their little flocks, wild Turkeys and occasional bald eagle sightings. 😎😜

Superhost

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

4.9 out of 5 average rating, 126 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. New propane fire table.

Top Guest favourite

Guesthouse in Little River

4.98 out of 5 average rating, 349 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

The image captures a serene landscape view featuring rolling hills and lush greenery. Sunlight filters through the leaves, illuminating the valley below. A tranquil atmosphere is conveyed by the soft colors of the sky and the natural surroundings.

Guesthouse in Cloverdale

4.95 out of 5 average rating, 160 reviews

Ideal romantic getaway...♥️♥️👨‍❤️‍👨👩‍❤️‍💋‍👩

A lovely studio , with a private entrance, above the world famous Alexander Valley. Just 20 minutes to Geyersville/Healdsburg wineries, shopping and fine dining. A secure gated property in this tranquil area of Northern California, yet just 10 minutes from the charming historic village of Cloverdale awaits. The perfect place to kick back and relax in a calm, stylish space. Let your stress melt away while you enjoy incredible views from your private patio, complete with hot tub.

Top Guest favourite

A cozy interior space features a queen bed adorned with a light-patterned coverlet. A comfortable gray couch is positioned nearby, with a small dining table and chairs visible. Natural light enters through windows, and a kitchen area is seen in the background.

Guesthouse in Orland

4.99 out of 5 average rating, 229 reviews

The Olive House

Discover tranquility just two minutes from downtown Orland, and 30 minutes from down town Chico nestled conveniently off I-5. Our cozy Airbnb offers countryside charm with quick access to local amenities. Enjoy a complimentary coffee and snack basket and pet-friendly stays, stroll through our enchanting olive orchard, and check out our century-old olive tree. Experience the best of both worlds—country tranquility meets small-town convenience.

Top Guest favourite

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.

Guesthouse in Sebastopol

5 out of 5 average rating, 208 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 -

Top Guest favourite

The octagonal bungalow features a spacious bed adorned with soft linens, complemented by a decorative blanket. The ceiling is accented with a painted sky, while large windows frame views of the surrounding nature. There are touches of floral decor on the walls, enhancing the serene ambiance.

Guesthouse in Inverness

4.96 out of 5 average rating, 258 reviews

Lovely guesthouse in gorgeous nature. (UNIT B)

"Lovely" (the name of the guesthouse) is a perfect, economical nature getaway to relax and explore the rugged, beautiful nature of Point Reyes, just 1 hour north of San Francisco. This private, cozy cottage is one of several structures comprising your host Micah's residence compound, which is part of the larger 5-acre Van der Ryn Eco Refuge, with its beautiful gardens, nature, and other architectural treasures to discover and enjoy.

Top Guest favourite

Guesthouse in Gualala

4.95 out of 5 average rating, 258 reviews

Beach Loft with Ocean View, Hot Tub

Escape to a stylish, romantic loft for two on the dramatic Mendocino Coast. Just steps from Cook's Beach, this retreat offers breathtaking whitewater ocean views from every spot, including the shower. Enjoy a private hot tub, king bed, and high-speed Starlink internet. The perfect coastal getaway with modern comforts and unparalleled scenery.