
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.
FamilyValueHeating
4.96 out of 5 average rating, 996 reviews
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
LocationFamilyDecor
4.98 out of 5 average rating, 322 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.
ValueLocationCondition
4.97 out of 5 average rating, 479 reviews
Garden House @ 455: A Sonoma Wine Country Cottage
It begins with the bed: a Tempur-Pedic king mattress dressed in all-cotton linens and four just-right pillows to sweeten your dreaming. There's a roomy sectional sofa, a huge smart TV, and a large and stylish spa bathroom. Green spaces outside the front and back doors offer welcoming spots to enjoy coffee or wine. A respite designed for comfort and calm, you'll be minutes from Sonoma's famous downtown square, and blocks from award-winning eateries found along the vibrant Springs Corridor.
FamilyLocationCleanliness
4.96 out of 5 average rating, 739 reviews
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.
LocationFamilyQuiet
4.9 out of 5 average rating, 138 reviews
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
FamilyValueCheckout
4.94 out of 5 average rating, 269 reviews
Coastal Forest Cabin, Walk to beach and waterfall
Keep it simple at this peaceful and centrally-located place that is minutes from downtown and the most beautiful hiking trails in Mendocino begin on property! This coastal forest cabin is the only property with access to the little known south headlands beach trail of Russian Gulch State Park. Bring your hiking shoes. Just steps from the beach and other connecting trails like the famous waterfall trail, Mendocino headlands trail, and the north headlands trail. Come experience the magic!
ValueLocationBathroom
4.93 out of 5 average rating, 594 reviews
Little Lakehouse-Romantic Getaway|Fishing Paradise
Welcome to The Little Lakehouse, a cozy lakeside retreat perfect for a peaceful & romantic getaway. This charming lakehouse offers everything you need for a relaxing stay, including private dock access located just down the hill from the home. Wake up to stunning lake views, enjoy your morning coffee on the dock, & cast a line for some of the best fishing around. Inside, you’ll find a thoughtfully designed space with a small but well-equipped kitchen and everything you need to unwind.
LocationFamilyNearby
4.97 out of 5 average rating, 112 reviews
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.
FamilyLocationCleanliness
4.95 out of 5 average rating, 290 reviews
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.
ValueLocationGetting around
4.96 out of 5 average rating, 523 reviews
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 -
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 217 reviews
Lakeview Cottage A 750+ 5 Star Reviews
Property has 750+ 5stars reviews 😁Entrance door and Kitchen has low ceiling. Approximately 6’3” We consider ourselves a cost value property A reminder, please: kitchens are provided for convenience. Follow kitchen cleaning rules We are a PET FRIENDLY PROPERTY. ($15 pet cleaning fee) paid in lock box 150 sf rustic garden deck lots Lots of hummingbirds, wild turkeys, deer, squirrels, quail etc…
FamilyLocationLayout
4.97 out of 5 average rating, 548 reviewsPopular amenities for Wine Country guesthouses
Family-Friendly guesthouses

Wine Country Gem - Sonoma Cottage with Pool Oasis
ValueFamilyView
4.95 out of 5 average rating, 298 reviews
Lovely guesthouse in gorgeous nature. (UNIT B)
LocationFamilyCheckout
4.96 out of 5 average rating, 271 reviews
Thoreau cabin/woods/write your book
ValueLocationWalkability
4.94 out of 5 average rating, 515 reviews
Romantic Tropical Garden Casita
FamilyValueAmenities
4.92 out of 5 average rating, 341 reviews
Cottage on lakeside property.
ValueLocationCondition
4.88 out of 5 average rating, 306 reviews
707 BARREL LOUNGE Cottage
LocationFamilyComfort
4.99 out of 5 average rating, 260 reviews
Casita Sebastopol
ValueFamilySleep quality
4.99 out of 5 average rating, 187 reviewsSun Drenched Flat
ValueFamilyHiking
4.93 out of 5 average rating, 855 reviewsGuesthouses with a patio

7 Min To Town Vineyards Hot Springs Close Private
LocationFamilyComfort
4.89 out of 5 average rating, 109 reviews
Bucher Vineyard Cottage
FamilyLocationAccess
4.99 out of 5 average rating, 140 reviews
2 Wine Country Gem 2 Bedroom Upstairs
ValueFamilyGetting around
4.89 out of 5 average rating, 248 reviews
Walk to Downtown Sebastopol * Luxe Vacation Living
ValueLocationTV
4.93 out of 5 average rating, 241 reviews
Ideal romantic getaway...♥️♥️👨❤️👨👩❤️💋👩
LocationFamilyHeating
4.95 out of 5 average rating, 167 reviews
Newly built one-bedroom near wineries and redwoods
FamilyValueCheck-in
4.95 out of 5 average rating, 416 reviews
Incredible Views - Orr Springs Rendezvous!
LocationFamilyDecor
4.96 out of 5 average rating, 366 reviews
The Olive House
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 257 reviewsGuest house rentals with a washing machine and dryer

Secluded luxury cottage & hot tub
ValueLocationParks
4.95 out of 5 average rating, 787 reviews
Alexander Valley: Wine Lover and Cycling Paradise
LocationValueAir conditioning
4.98 out of 5 average rating, 330 reviews
Comfy Santa Rosa B&B in the Trees
ValueLocationHeating
4.92 out of 5 average rating, 616 reviews
Cedar Mansion Estate & Bungalows - Burbank Suite
FamilyValueView
4.97 out of 5 average rating, 286 reviews
Luxe Guest Suite in Dry Creek 5 mins From Town!
ValueLocationGetting around
5.0 out of 5 average rating, 168 reviews
Be Happy! Cozy Sonoma Wine Country Hideaway
FamilyLocationHiking
4.92 out of 5 average rating, 405 reviews
Luxurious, Private, Healdsburg Guest Cottage
ValueLocationBeach
4.99 out of 5 average rating, 321 reviews
AMITABHA Wine Country Cottage
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 191 reviewsDestinations to explore
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Iron Horse Vineyards
- V. Sattui Winery
- Sonoma Coast State Park
- Charles M. Schulz Museum
- Trione-Annadel State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Mendocino National Forest
- Harbin Hot Springs
- Salt Point State Park
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Sonoma State University
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Howarth Park
- Bodega Head
- Things to do Wine Country
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