
Guesthouse vacation rentals in Wine Country
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Top-rated guesthouse rentals in Wine Country
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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.
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 996 reviews
Cedar Mansion Estate & Bungalows - Burbank Suite
Your bungalow is one of the charming accommodations tucked within The Cedar Mansion Estate & Bungalows, giving you the privacy of your own space while enjoying the atmosphere and beauty of the larger estate. Gated entrance to lovely spacious private master guest suite featuring king size bed, vaulted ceilings, private bath with shower/tub, and sitting area with fireplace. Enjoy the park like setting with your own patio and outdoor seating. Off street parking. Walk to shops and restaurants.
FamilyValueCheckout
4.97 out of 5 average rating, 286 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
LocationValueGetting around
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.
LocationValueKitchen
4.97 out of 5 average rating, 479 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.
ValueLocationKitchen
4.9 out of 5 average rating, 138 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!
FamilyValueAccess
4.93 out of 5 average rating, 594 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
LocationFamilyGetting around
4.94 out of 5 average rating, 269 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.
ValueLocationWalkability
4.97 out of 5 average rating, 112 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.
LocationFamilyLayout
4.93 out of 5 average rating, 214 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.
LocationFamilyParks
4.95 out of 5 average rating, 290 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 -
LocationFamilyNearby
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…
ValueLocationCleanliness
4.97 out of 5 average rating, 548 reviewsPopular amenities for Wine Country guesthouse rentals
Family-friendly guest house rentals

Wine Country Gem - Sonoma Cottage with Pool Oasis
ValueFamilyBackyard
4.95 out of 5 average rating, 298 reviews
Cottage on lakeside property.
ValueFamilyAccess
4.88 out of 5 average rating, 306 reviews
Lovely guesthouse in gorgeous nature. (UNIT B)
ValueLocationParking
4.96 out of 5 average rating, 270 reviews
Romantic Tropical Garden Casita
FamilyValueHiking
4.92 out of 5 average rating, 341 reviews
Thoreau cabin/woods/write your book
ValueLocationBeach
4.94 out of 5 average rating, 515 reviews
Tranquil Wine Country Guest Cottage
LocationValueGetting around
4.96 out of 5 average rating, 523 reviews
707 BARREL LOUNGE Cottage
FamilyValueTV
4.99 out of 5 average rating, 259 reviews
GUEST HOUSE in young redwood forest
LocationValueDecor
4.92 out of 5 average rating, 503 reviewsGuest house rentals with a patio

Welcome to My View
ValueFamilyView
4.91 out of 5 average rating, 116 reviews
7 Min To Town Vineyards Hot Springs Close Private
ValueFamilyPets
4.89 out of 5 average rating, 109 reviews
Walk to Downtown Sebastopol * Luxe Vacation Living
LocationValueLaundry
4.93 out of 5 average rating, 241 reviews
Ideal romantic getaway...♥️♥️👨❤️👨👩❤️💋👩
FamilyValueSolo travel
4.95 out of 5 average rating, 167 reviews
Bucher Vineyard Cottage
ValueLocationCleanliness
4.99 out of 5 average rating, 140 reviews
Incredible Views - Orr Springs Rendezvous!
ValueLocationParks
4.96 out of 5 average rating, 366 reviews
Hillside Wellness Retreat | Pool, Gym & A/C
LocationFamilyKitchen
4.98 out of 5 average rating, 253 reviews
The Olive House
FamilyLocationView
4.99 out of 5 average rating, 257 reviewsGuest house rentals with a washer and dryer

Secluded luxury cottage & hot tub
ValueFamilyOutdoor spaces
4.95 out of 5 average rating, 787 reviews
Alexander Valley: Wine Lover and Cycling Paradise
FamilyValueBathroom
4.98 out of 5 average rating, 330 reviews
Comfy Santa Rosa B&B in the Trees
ValueFamilyQuiet
4.92 out of 5 average rating, 616 reviews
AMITABHA Wine Country Cottage
FamilyLocationView
4.96 out of 5 average rating, 191 reviews
Luxe Guest Suite in Dry Creek 5 mins From Town!
FamilyValueBiking
5.0 out of 5 average rating, 168 reviews
Sonoma Wine Lovers Getaway - Walk to Sonoma Plaza
LocationFamilyAmenities
5.0 out of 5 average rating, 136 reviews
Be Happy! Cozy Sonoma Wine Country Hideaway
FamilyValueLayout
4.92 out of 5 average rating, 405 reviews
Luxurious, Private, Healdsburg Guest Cottage
ValueLocationCheck-in
4.99 out of 5 average rating, 321 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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