Guesthouse vacation rentals in Wine Country

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Top-rated guesthouse rentals in Wine Country

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Top guest favorite

A serene sleeping area is displayed, featuring a spacious bed adorned with soft linens and surrounded by natural light from large windows. A wooden table and chair provide a cozy setting, while decorative shoji screens and wood accents enhance the tranquil ambiance.

Guesthouse in Stinson Beach

4.98 out of 5 average rating, 261 reviews

Beach View at the Bird’s Nest Bungalow

Relaxing refuge set on a lush hillside in the quiet seaside town of Stinson Beach. Feel transported by the Asian inspired design and tranquil outdoor shower and soaking tub. Indulge in treetop ocean views from the comfort of a queen bed, and watch the sun set from the privacy of a wooden deck. Walk only five minutes to three miles of perfect beach. It's worth the journey down through the trees on uneven stone stairs and very steep wooden stairs to find yourself transported away from it all. A comfortable queen bed with plenty of pillows affords the perfect sitting spot to look out through the branches of the treetops at the ocean. The small kitchen area has all you need for simple cooking. You'll find extra blankets in the closet behind an antique Japanese room screen while the new handcrafted shoji screen conceals the toilet and bathroom sink. The outside shower is exhilarating (and for the adventurous in the rain and winter) while the soaking tub is beyond relaxing while looking at the ocean watching the sky change colors at sunset. Ahhhhh. Good WiFi, flashlights for night walking, aromatherapy for fully relaxing, eye masks for sleeping in! I like to give my guests total privacy, but I’m always available if needed. ( text is easiest) Stinson Beach is a quiet seaside town popular for its calm surf, smooth sand, and miles of mountain trails. The beach bungalow set on the hillside with wooden and stone stairs to arrive. Worth the trek, but if you have a bad knee, a tricky ankle or a hitch in your get-along, this is not the property for you. A car is recommended for day trips to Muir Woods, the Point Reyes National Seashore, Mt Tamalpais, a ferry ride to San Francisco and shopping in Sausalito. The Marin Airporter will get you from SFO to Mill Valley and then you can hop on the Stage Coach to town. (See Marin Transit Website). The Stage will take you in and around Marin County. However the best way to get around our small beach town is to park the car and walk. Our tiny town has three restaurants, one with fresh baked bread and take out, a library, bookstore , surf shop, kayak and surf rental shop, photography gallery, upcycled denim and hand dyed clothing shop, art galleries, jewelry, flower shop, and more. The Stinson Beach Market has all you'll need for a weekend getaway. You'll want to take a long or short hike on the beautifully maintained hiking trails of the Matt Davis or Steep Ravine and stroll the three miles of perfect sand of one of the best beaches in Northern California. You can surf, boogie board, paddle board, kite sail, or just plain put your feet in the water and marvel at the wonder of the ocean. Whether it's mountain or sea it's all about nature here in our coastal town. Guests must be realistic about climbing stairs. If you have a trick knee, an ankle that aches, or a hitch in your get-along, this is not the place you'll want to be.

Top guest favorite

A spacious deck features wooden lounge chairs arranged for relaxation, overlooking the ocean. Glass railings provide an unobstructed view of Black Sands Beach and the surrounding cliffs. Natural light from the horizon casts a soft glow, enhancing the tranquil scene.

Guesthouse in Whitethorn

5 out of 5 average rating, 113 reviews

Mermaids View Breathtaking Ocean View-Pet Friendly

Take it easy at this unique and tranquil getaway overlooking the beautiful Black Sands Beach. The bottom level of the house is on the cliffs edge so you will have a Birds Eye view of all the whale activity and people watching on the beach. The large deck has glass railing which makes it completely unobstructed. There are no neighbors directly on either side so it is very quiet and private. Newly renovated small-scale kitchen & living room. Just a short walk to the restaurants. Perfect for R&R.

Guest favorite

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, 920 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.

Top guest favorite

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, 435 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

Guest favorite

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.

Guesthouse in Sonoma

4.92 out of 5 average rating, 185 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.

Top guest favorite

A cozy living room is presented, featuring a light-colored sofa adorned with throw pillows and a plush blanket. A white coffee table sits atop a patterned area rug, accompanied by a small dining table. Sunlight filters through multiple windows, illuminating the soft earth-toned walls.

Guesthouse in Ukiah

4.98 out of 5 average rating, 192 reviews

Luxurious Downtown Guest Cottage/2 Bd/Garden Oasis

Experience Luxury in this Chic Carriage House (guest house) getaway, downtown Ukiah, your home away from home! Features 1 bedrm w/queen size bed, 1 bath, 1 sofa sleeper, cozy living room, and well-equipped kitchen. Enjoy the stunning garden oasis, lounge around the intimate firepit, take a short walk to downtown restaurants and shopping, or to one of the best coffee houses just around the corner. Continental Breakfast Items Provided. A MAXIMUM OF 2 ADULTS & 1 CHILD ARE PERMITTED.

Top guest favorite

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

4.97 out of 5 average rating, 418 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.

Top guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 242 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!

Top guest favorite

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, 428 reviews

Lakeview Cottage A (No cleaning fee)

DISCOUNT: BOOK 4 days or more (message me first and I’ll send you an offer) (Kitchen area) has low ceiling. Approximately 6’3” AIRBNB kitchen rules: leave the kitchen the way you found it or don’t use it. 150 sf deck with spectacular views of the lake. Lots of hummingbirds, wild turkeys, deer, squirrels etc. There is a futon in the living room with Linens available in bedroom County of Lake charges an occupational tax of 11.5%. Which is added to your total.

Top guest favorite

A bright and airy living space includes a comfortable seating area featuring a cozy sofa and an accent chair. A modern dining table with two chairs is positioned next to a wall-mounted television. Light streams in through large windows, illuminating the space with a serene ambiance.

Guesthouse in Sonoma

4.98 out of 5 average rating, 155 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.

Top guest favorite

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, 179 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 -

Guest favorite

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.

Guesthouse in Sonoma

4.95 out of 5 average rating, 262 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