Holiday rentals in Two Rock

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Top-rated holiday rentals in Two Rock

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Guest favourite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.91 out of 5 average rating, 470 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

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Top guest favourite
Home in Sebastopol
4.97 out of 5 average rating, 339 reviews

Vino & Views, Artisan Hues |Spa, Eggs & Equine Too

A boutique farm retreat, elevated and rare, with concrete floors and artisan care. Rainbow eggs greet you when you arrive, alongside rich coffee and wide-open sky. Horses roam pastures just beyond the glass, a private hot tub, and room to relax. Barn doors glide, natural light pours, a curated escape with thoughtful decor. Designed for rest, crafted with style, luxury that greets you with a wine country smile. Slow down, settle in, savor the stay -this is where comfort meets your unique getaway!

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Guest favourite
A private hot tub is positioned on the deck, overlooking Tomales Bay. Clear blue water sparkles in the sunlight, with green hills visible in the background. Wooden decking surrounds the hot tub, providing space for relaxation while enjoying the scenic views.
Home in Marshall
4.92 out of 5 average rating, 263 reviews

Family Beach Cottage

Third generation family cottage with beach, private hot tub on the deck and amazing views of Tomales Bay. The gravel frontage road leading from State Route 1 to the Beach Cottage was once part of the narrow gauge railroad that took vacationers, farm animals and lumber up and down the coast from 1871 to 1930. If you need more space, you can also book our Rustic Beach Cottage, which is directly next door and offers 2 bedrooms and 1 bath, as well as its own outdoor hot tub and fabulous bay view.

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Top guest favourite
Tiny home in Sebastopol
5.0 out of 5 average rating, 225 reviews

The Sonoma Spyglass | Incredible Views + Sauna

🏵️ Featured as one of “California’s Most Wishlisted Airbnbs!” 🏵️ 🌈 Come enjoy deep rest, romance & rejuvenation! ❤️ 🌺 Our Sonoma Spyglass is a gorgeous retreat, designed and built by Artistree Home, seamlessly blending sustainability with a deep connection to nature. 🍇 Tucked in the heart of Sonoma’s wine country, the space offers access to nearby walks and local wineries. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay. 🌺🙏 🌺

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Guest favourite
The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.
Villa in Santa Rosa
4.91 out of 5 average rating, 195 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

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Top guest favourite
A bedroom features a spacious bed with white linens, positioned against a leafy green wallpaper. Natural light pours in from large windows, illuminating the room. Two white dressers are placed on either side, and a distinctive pendant light adds character.
Home in Penngrove
4.99 out of 5 average rating, 171 reviews

Willow Farm Cabin & Farm Retreat

Say hello to our friendly farm animals! Willow Farm Cabin is magical 100 - year old home in the heart of Penngrove. This is true country living and a short 12 min drive to downtown Petaluma and very close to wine country, Napa & Sonoma . The home is spacious and warm, filled with natural light and cozy rooms. A perfect place to create, read, write, draw, eat meals and gather. It includes 3 bedrooms and 2 full baths (including a clawfoot tub), a private garden patio and an outdoor shower.

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Guest favourite
A hot tub filled with clear water is positioned in a grassy area surrounded by tall redwood trees. Two lounge chairs are set nearby, facing a cozy cottage in the background, which is partially shaded by the tree canopy.
Guest house in Sebastopol
4.88 out of 5 average rating, 117 reviews

Redwood Haven | Hot Tub, Alpacas, and Play

Nestled among towering redwoods and overlooking a pasture of craggy oaks and grazing alpacas, this Sebastopol retreat blends nature and comfort. Enjoy the hot tub under the redwoods, two bedrooms with queen beds, and a queen sofa bed. Explore Sonoma’s farms, dining, and on-site yoga. Walk to a winery; the coast is 25 minutes away. Wi-Fi, TV, desk. Kids love the outdoor space with trampoline, treehouse, swings, zipline. Our dogs can be in their own space or mingle; guest dogs are welcome.

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Superhost
A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.
Treehouse in Bodega Bay
4.94 out of 5 average rating, 236 reviews

Eagle's Nest Treehouse Farm Stay

Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

ValueFamilySleep quality

Guest favourite
A spacious property sits atop a knoll, surrounded by lush greenery and vineyards. A private pool glistens in the sunlight, while lounge chairs are arranged nearby. The outdoor seating area features a cozy fire-pit, inviting relaxation amidst scenic views of rolling hills.
Home in Sebastopol
4.91 out of 5 average rating, 127 reviews

Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres

Make your way to this beautiful property, driving through lush greenery and charming farm life. Drive up thru 6 acres of active Pinot Noir vineyards, up a meandering driveway and feel the rest of the world melt away behind you. As you feel welcomed by the expansive view of rolling vineyards and the open blue sky; you ask yourself- are we in Provence or Champagne? Welcome to The Naidu Vineyards, a serene property nested atop a knoll in the tranquil rolling hills of Sonoma wine country.

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Guest favourite
A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.
Home in Santa Rosa
4.93 out of 5 average rating, 122 reviews

Centrally Located Modern Wine Country Home

Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

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Top guest favourite
A custom-designed beach house with large windows offers panoramic views of the Pacific Ocean. Its multiple decks invite relaxation with direct access to the surrounding landscape. The natural setting is complemented by a clear blue sky and a gentle wave-lapping shoreline.
Home in Dillon Beach
4.99 out of 5 average rating, 231 reviews

Dillon Beach Nirvana

Our custom-designed beachhouse is perched on a bluff overlooking the Pacific Ocean and offers spectacular panoramic views from every room. It's a perfect retreat from everyday life. Relax in one of two living areas or on one of the decks, and toast the sunset with local wines. Walk along sandy Dillon Beach, hike to the estero, fish from the many coves, kayak, surf, paddleboard or kiteboard at the beach, eat oysters from the pristine Tomales Bay, or curl up with a book on the couch.

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Top guest favourite
The modern container home is surrounded by lush greenery and grapevines. Floor-to-ceiling windows reflect the natural light, offering unobstructed views of the landscape. The structure is elevated, enhancing the connection to the surrounding redwoods and vineyards.
Guest house in Sebastopol
5.0 out of 5 average rating, 215 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 -

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