
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.

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.
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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.
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Burbank Suite at Historic Cedar Mansion Bungalows
CEDAR MANSION BUNGALOWS Lovely spacious master guest suite on beautiful estate property one block off Sonoma Square. Historic home featured in Architectural Digest and California Homes Magazine. Gated entrance to private Master Suite in three bedroom guest house. Relax in the Burbank Suite featuring king size bed, private bath with shower/tub, and sitting area with fireplace. Enjoy the park like setting with private patio and outdoor seating. Off street parking. Walk to shops and restaurants.
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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
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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. 😎😜
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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.
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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.
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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.
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Tranquil Wine Country Guest Cottage
Our cozy guest cottage is located at 1300 feet on Sonoma Mountain, offering serenity and tranquility with all the fine dining and shopping options of downtown Sonoma only a few miles away. You’ll love the cottage's privacy, open space and natural light. We are pet-friendly! Well-behaved, trained pets are welcome, but we ask for prior approval and there is a $50 per stay charge. Electric car charging available upon request via 48 amp Tesla Wall Connector.
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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 -
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Romantic Garden Cottage - private outdoor hot tub
Shepherd Garden Cottage sits on farmland above the east shore of Tomales Bay. Cottage guests may visit sheep and llama on the property which is shared by hosts in a separate house. A private bayfront beach is available to Garden Cottage guests, a five-minute walk from the cottage. The pastoral town of Tomales (think Sunday morning bakery) is a five minute drive from the Cottage. We are .5 miles from Straus Home Ranch.
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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.
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Popular amenities for Wine Country guesthouses
Family-Friendly guesthouses

Welcome to My View
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Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt
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Charming Cozy Cottage in Eco-Garden Oasis
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707 BARREL LOUNGE Cottage
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Wine Country Gem - Sonoma Cottage with Pool Oasis
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Sun Drenched Flat
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The Olive House
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The Photographer's Studio
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Guesthouses with a patio

Jasmine Bungalow - 520 sqft Studio - Detached Bath
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Very Demure, Very Cozy, 2 bd guest home w/ hot tub
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Bucher Vineyard Cottage
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Walk to Downtown Sebastopol * Luxe Vacation Studio
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Newly built one-bedroom near wineries and redwoods
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Redwood River Retreat
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*New* Modern Studio Guest House
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Comfy Studio Near Trails and Beaches
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Guest house rentals with a washing machine and dryer

Private Marin Oasis/Garden+Sauna Near Wine County
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Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
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Luxe Guest Suite in Dry Creek 5 mins From Town!
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Alexander Valley: Wine Lover and Cycling Paradise
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Redwood Retreat Calistoga Private Quiet on a Creek
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Secluded luxury cottage & hot tub
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Willits Garden Cottage with full kitchen & spa
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Luxurious, Private, Healdsburg Guest Cottage
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- Mendocino National Forest
- VJB Vineyard & Cellars
- Trione-Annadel State Park
- Salt Point State Park
- Sugarloaf Ridge State Park
- Sonoma State University
- Ledson Winery & Vineyards
- Calistoga Spa Hot Springs
- Francis Ford Coppola Winery
- Chateau St. Jean
- St. Francis Winery and Vineyard
- Howarth Park
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