
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.

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

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 with 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.

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

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.

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

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!

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.

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.

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 -

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.

Designer Cottage | Garden Oasis | Walk to Plaza
✓ Fully equipped kitchen. ✓ On-site EV charger. ✓ Lush, private garden. ✓ Dedicated workspace. ✓ Just a 4-minute walk to Healdsburg Plaza. ✓ Stylish retreat created especially for couples. ✓ Private, architect-designed cottage for two. ✓ Comfortable Queen Bed with Hotel pressed Sheets. ✓ Close to world-class wineries and dining. ✓ Comfortably accommodates 2 guests. ✓ Seamless indoor-outdoor living.
Popular amenities for Wine Country guesthouses
Family-Friendly guesthouses

Wine Country Gem - Sonoma Cottage with Pool Oasis

Lovely guesthouse in gorgeous nature. (UNIT B)

707 BARREL LOUNGE Cottage

Thoreau cabin/woods/write your book

Romantic Tropical Garden Casita

Cottage on lakeside property.

Tranquil Wine Country Guest Cottage

Arbor View
Guesthouses with a patio

Bucher Vineyard Cottage

Welcome to My View

Ideal romantic getaway...♥️♥️👨❤️👨👩❤️💋👩

Incredible Views - Orr Springs Rendezvous!

Casita Sebastopol

Walk to Downtown Sebastopol * Luxe Vacation Living

The Olive House

Newly built one-bedroom near wineries and redwoods
Guest house rentals with a washing machine and dryer

Luxe Guest Suite in Dry Creek 5 mins From Town!

Luxurious, Private, Healdsburg Guest Cottage

Comfy Santa Rosa B&B in the Trees

Secluded luxury cottage & hot tub

Burbank Suite at Historic Cedar Mansion Bungalows

Alexander Valley: Wine Lover and Cycling Paradise

AMITABHA Wine Country Cottage

Sonoma Hideaway- Private Hot Tub & Close to Town!
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- V. Sattui Winery
- Iron Horse Vineyards
- Sonoma Coast State Park
- Charles M. Schulz Museum
- Harbin Hot Springs
- VJB Vineyard & Cellars
- Mendocino National Forest
- Healdsburg Plaza
- Trione-Annadel State Park
- Salt Point State Park
- Sugarloaf Ridge State Park
- Sonoma State University
- Ledson Winery & Vineyards
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Howarth Park
- Manchester State Park
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- Wildlife Wine Country
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