
Guesthouse holiday rentals in Wine Country
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Top-rated Guesthouses in Wine Country
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Lakeview Cottage A (No cleaning fee)
Recently remodeled one bedroom, one bathroom rustic cottage setting. Entrance door and Kitchen has low ceiling. Approximately 6’3” A reminder, please: kitchens are provided for convenience. Follow kitchen cleaning rules We are a pet friendly property. ($15 pet fee) paid in lock box or digital! 150 sf rustic deck lots and lots of plants and a spectacular view of the lake. Lots of hummingbirds, wild turkeys, deer, squirrels, quail etc… We are located up on a hill in a very quiet neighborhood.

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.

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.

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.

Casa Vita Bella. Easy Walk to the Plaza
Escape to the heart of wine country in our charming, cozy cottage, perfectly located just a 20 minute walk to the historic Sonoma Plaza. Our property is close to world class family owned wineries, award winning restaurants, and scenic hiking trails. As our guest, you’ll enjoy our complimentary, award winning homemade wine, great recommendations to enhance your visit, and the convenience of no fees!! It is also a short 25 minute drive to that other wine region, Napa. Sonoma County TOT #2993N

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. Bring your own firewood.

Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

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.

Sonoma Wine Country Cottage
Private cottage on wooded lot in Sonoma Valley wine country with a separate gated entrance. Recently renovated, fully equipped, and very clean. Perfect for couples, weddings, or remote work. We love longer stays, with 30% weekly and 60% monthly discounts. Only 5-10 minutes to top Sonoma wineries, restaurants, hiking and Sonoma Plaza. Open studio design with queen bed, full sofa bed, bathroom/shower, full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, EV charger.

The Barn (with Electric car charging station)
On the outside, it looks like a barn. However, on the inside it’s like a modern hotel suite. On a country lane just outside the town limits, The Barn is the perfect spot for a getaway. When it’s time to relax, you can lounge in the living room with the big screen, cozy up to a good book, or relax on the porch. When it’s time to explore, we are a few minutes away from the Plaza, 400+ wineries and wonderful food options. TOT Certificate 3235N. Check us out on Insta: the_barn_sonoma

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.

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.
Popular amenities for Wine Country guesthouses
Family-Friendly guesthouses

Mill ValleyTreehouse Lightworks ReTREEt+Sauna

The Hideaway-Private Garden Studio

Immaculate Vintage Airstream in Mill Valley

Wine Country Gem - Sonoma Cottage with Pool Oasis

Cottage on lakeside property.

The Henhouse

The Olive House

Thoreau cabin/woods/write your book
Guesthouses with a patio

Walk to Downtown Sebastopol * Luxe Vacation Living

Mermaids View Ocean Front! Beautiful Pets Welcome

Charming Cottage with Private Patio in San Anselmo

Schoner Haus at the Sea Ranch

Downtown Farmhouse Retreat

Newly built one-bedroom near wineries and redwoods

Redwood River Retreat

*New* Modern Studio Guest House
Guest house rentals with a washing machine and dryer

Comfy Santa Rosa B&B in the Trees

Newly built Elegant, Modern, Stunning Guest house

Sonoma Wine Lovers Getaway - Walk to Sonoma Plaza

Luxe Guest Suite in Dry Creek 5 mins From Town!

Redwood Retreat Calistoga Private Quiet on a Creek

Secluded luxury cottage & hot tub

Willits Garden Cottage 1 bedroom guesthouse & spa

Be Happy! Cozy Sonoma Wine Country Hideaway
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Sugarloaf Ridge State Park
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Iron Horse Vineyards
- Francis Ford Coppola Winery
- Harbin Hot Springs
- Salt Point State Park
- Mendocino National Forest
- Ledson Winery & Vineyards
- Bodega Head
- Clear Lake State Park
- St. Francis Winery and Vineyard
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