Guesthouse holiday rentals in Wine Country

Guesthouse in Stinson Beach

4.98 out of 5 average rating, 263 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.

4.93 out of 5 average rating, 316 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, 292 reviews

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.

4.99 out of 5 average rating, 243 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!

4.98 out of 5 average rating, 247 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.

4.98 out of 5 average rating, 156 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, 180 reviews

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 -

4.95 out of 5 average rating, 265 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

Guesthouse in Stinson Beach

4.99 out of 5 average rating, 444 reviews

Studio at Surfers Outlook

Located on the hill in Stinson Beach, this tidy studio is just a short walk down to town and the beach. Filled with the sound of the ocean, and close to the many hiking trails on Mt. Tam, the studio has a full kitchen and bath, and unobstructed panoramic views. 31 day stays have a 10% discount and are exempt from the 14% STR tax. Small dogs are welcome, and discounts on the pet fee will be considered for longer stays.

4.93 out of 5 average rating, 214 reviews

Guesthouse in Gualala

Little Dachita: Beach Loft on the Mendocino Coast

Enjoy this stylish, romantic loft just steps from Cook's Beach, near the village of Gualala on the Mendocino Coast. You'll have a private studio with its own secluded entrance and private hot tub. Walk to the beach and the beloved Saint Orres Hotel bar and restaurant. Excellent dining options are a short drive away in Gualala, Anchor Bay, and Point Arena, as is great hiking in Sea Ranch and Salt Point.

4.9 out of 5 average rating, 448 reviews

Guesthouse in Sea Ranch

Schoner Haus at the Sea Ranch

Whether you’re looking for the perfect romantic getaway, a calm space to finish your novel, or just a place to stay while you take in the local sights and sounds, our guest cottage is sure to have something to offer. Located in the exclusive Sea Ranch community alongside California’s majestic coast, Schoner Haus is a one-of-a-kind woodland retreat nestled on one acre of temperate forest.