Guesthouse vacation rentals in Wine Country

5 out of 5 average rating, 103 reviews

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

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.

4.96 out of 5 average rating, 911 reviews

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

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.

A serene pool area is surrounded by lush greenery, featuring palm trees and a vineyard backdrop. Multiple lounge chairs are scattered around the pool, accompanied by vibrant red umbrellas. The stone patio is lined with colorful flowering plants, creating a tranquil outdoor space.

4.93 out of 5 average rating, 309 reviews

Arches - Olive Grove Cottage

Relax in the best possible location that our charming Sonoma Valley has to offer. It's peaceful, beautiful and convenient (walking distance even) to wineries, hiking trails, horseback riding, dining and the town Plaza. If this unit is booked, try our other unit: Arches Vineyard View on AirBnb. https://www.airbnb.com/h/archesview. Pets are welcome SUBJECT TO PRIOR APPROVAL, for a fee along with house rules, so long as the guest assumes 100% responsibility for damage, disruption and liability.

4.85 out of 5 average rating, 281 reviews

A private deck area features a hot tub with tranquil waters beneath an open sky, surrounded by lush greenery. A small round table with two folding chairs offers a serene space for relaxation and enjoying the natural surroundings.

Guesthouse in Gualala

Oceanside Redwood Retreat with hot tub

Redwood Retreat at Lala Land is a place of peace & restoration. Perfect getaway from the city or stop-over along the coast. Set back from the town of Gualala, nestled among 10 private acres of coastal redwoods. Private deck faces the ocean, ideal for sunrise or sunset while sipping your favorite beverage in the hot tub, or stargazing free from lights. Located on the ridge above Highway 1, Redwood Retreat faces the Southern sky & is often sunny, warm, and wind-free compared to surrounding areas.

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.

4.92 out of 5 average rating, 180 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.

4.98 out of 5 average rating, 185 reviews

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

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.

The covered patio offers comfortable seating arranged around a glass-top table, adorned with a vase of fresh flowers. An open space in the background showcases well-maintained greenery and palm trees, along with a glimpse of the inviting pool under a clear blue sky.

4.99 out of 5 average rating, 237 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!

A private deck features two red Adirondack chairs positioned around a circular table. A gas barbecue grill is seen nearby, with a view of the surrounding greenery. Large glass doors open to the interior, providing access to the cottage.

4.98 out of 5 average rating, 244 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 always very clean. Perfect for couples, girls getaways, wedding weekends, or remote work. 5-10 minutes to top wineries, restaurants, hiking and the Sonoma Square. Open studio has queen bed, full sofa bed, bathroom with walk-in shower, new full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, and new EV car fast charger.

Superhost

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.

4.91 out of 5 average rating, 314 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.

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.

4.98 out of 5 average rating, 147 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.

5 out of 5 average rating, 173 reviews

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

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 -

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.