
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.

Redwood Retreat Calistoga Private Quiet on a Creek
The meadow, creek, and redwoods are stunning! Country setting 12 minutes to Calistoga, Napa Valley or Santa Rosa! Beautiful views, listen to water, and have coffee from your deck with table and chairs. Watch deer through a wall of private windows! Plush carpet, granite counter tops, fireplace, large flat screen TV, Netflix, DVD, books, yoga equip. Electric gate opens to beautiful acreage. High-quality, bedding. Large space, kitchen area, Keurig/cups, drip coffee maker. Your own BBQ,washer/dryer

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.

The Henhouse
The Henhouse is like a tiny resort. Tiny cabin amongst the giant redwoods. one acre of Deep forest, quiet, Hot tub tucked into the forest, Koi pond, water sounds, romantic and cozy yet so very private. The Apartment is small, so cozy and cute, 300 sq ft, low ceilings, 6 ft 1”. surrounded by 300 square foot decking. Open pattern bedroom, kitchen with additional small bedroom. Russian River is a short drive, 30 min walk or hike down the hill. Two level cabin with manager in upstairs cabin.

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

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. 😎😜

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

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.

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.

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.
Popular amenities for Wine Country guesthouses
Family-Friendly guesthouses

Welcome to My View

Charming Cozy Cottage in Eco-Garden Oasis

Arbor View

707 BARREL LOUNGE Cottage

Wine Country Gem - Sonoma Cottage with Pool Oasis

Schoner Haus at the Sea Ranch
Sun Drenched Flat

The Olive House
Guesthouses with a patio

Walk to Downtown Sebastopol * Luxe Vacation Living

Jasmine Bungalow - 520 sqft Studio - Detached Bath

Very Demure, Very Cozy, 2 bd guest home w/ hot tub

Bucher Vineyard Cottage

Newly built one-bedroom near wineries and redwoods

The Little House

*New* Modern Studio Guest House

Comfy Studio Near Trails and Beaches
Guest house rentals with a washing machine and dryer

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Private Marin Oasis/Garden+Sauna Near Wine County

Luxe Guest Suite in Dry Creek 5 mins From Town!

Alexander Valley: Wine Lover and Cycling Paradise

Cottage on lakeside property.

Secluded luxury cottage & hot tub

Willits Garden Cottage with full kitchen & spa

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
- Mendocino National Forest
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
- 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
- Manchester State Park
- Howarth Park
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