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, 384 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)

Top guest favourite
A pathway of wooden planks meanders through lush greenery, leading towards a studio cottage nestled among trees. The exterior of the cottage features warm earth tones, blending with the natural surroundings. Sunlight filters through the foliage, casting dappled light on the ground.
Cabin in Sebastopol
4.94 out of 5 average rating, 223 reviews

Country Studio Cottage Sanctuary

Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

Top guest favourite
A round table with two chairs is positioned on lush green grass, overlooking a misty landscape at sunrise. The fog blankets the valley, enhancing views of rolling hills and distant trees. A potted plant adorns the table, creating a serene outdoor dining space.
Flat in Penngrove
4.97 out of 5 average rating, 470 reviews

Valley View-Sonoma Mountain Terrace

Take your wine country tour to a new level with a visit to Sonoma Mountain Terrace, a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of wine country, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our elite show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens, or enjoy million-dollar sunsets each night overlooking Petaluma & Rohnert Park.

Top guest favourite
The exterior of the studio cottage is shown, featuring a welcoming entrance with a dark door and a roof overhang. Surrounding foliage includes a bush and a tree, enhancing the natural setting. A gravel pathway leads to the entrance.
Guest house in Sebastopol
4.97 out of 5 average rating, 431 reviews

Arbor View

Bright one-room studio cottage with queen bed, bathroom and kitchenette. City of Sebastopol Business License #1610 Private entrance. Windows overlook the kiwi arbor and gardens. Skylights. Quiet and private, yet right in the heart of town on Sebastopol's famous "sculpture street." Walk to restaurants, movie theater, The Barlow, Sebastopol Center for the Arts, town plaza with Sunday Farmer's Market, library, Ives Park (public swimming pool). Bike path is nearby. Bike to wineries.

Guest favourite
A charming exterior view of a cottage is framed by lush birch trees and colorful blooming flowers. The cottage features a covered porch with decorative railing, complemented by greenery that surrounds the pathway leading up to the entrance.
Guest house in Petaluma
4.89 out of 5 average rating, 360 reviews

Rose Garden Charmer

A perfect setting for a weekend getaway or overnight stay. Easy access to downtown Petaluma, local farms, Sonoma, Sebastapool & Napa wineries. Nestled among the gardens, this private studio features a clawfoot tub, gas fireplace and 10 foot ceilings. 1 Queen bed, gas fireplace, sitting area, 1 bath, 1 off-street parking space. Maximum occupancy is 2 persons. Our guest house is subject to the limitations and performance standards set by Sonoma County. Permit#THR18-0045

Top guest favourite
A cozy living area features a gray sofa adorned with blue cushions, complemented by a decorative rug. A matching ottoman is positioned in front of the sofa, while natural light filters through multiple windows. A small table and a well-equipped kitchen are visible in the background.
Guest house in Cotati
4.97 out of 5 average rating, 212 reviews

Light-filled one bedroom guest house w/parking

This 400 square foot granny unit over our garage has beautiful wood floors, granite counters, stainless steel appliances (no washer/dryer) New HVAC unit, air filters, new water heater with chlorine filter. This space has a great deal of natural light, windows are well placed as to not see into neighbors windows. (Black out curtains on windows if light needs to be blocked) Must be able to climb a flight of stairs to access. Dedicated off street parking for one vehicle

Top guest favourite
The charming Victorian home features a welcoming front entrance with a vibrant door, surrounded by lush greenery and flowering plants. Seasonal orange and red foliage adds rich color to the exterior, complemented by stone steps leading up to the door.
Guest house in Petaluma
4.98 out of 5 average rating, 225 reviews

Stylish Private Flat in Historic Neighborhood

Enjoy big discounts for weekly & monthly stays. 2 adults only for daily rate, flat 100. cleaning. Great WiFi, private ground floor apartment in a totally restored 3 story Victorian. Quiet street, historic district, 3 blocks to cool shops/downtown. Private patio/entrance, 740 sq ft, EZ street parking, well equipped full size kitchen, desk, in unit w/d, quality linens, cleaning supplies. Great for couples, wfh, to visit relatives, exploring the coast, or relocating.

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 out of 5 average rating, 188 reviews

Modern Container Home with Vineyard Views [NEW]

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 -

Top guest favourite
A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.
Cabin in Occidental
4.97 out of 5 average rating, 570 reviews

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

Top guest favourite
A spacious room features a large arched window that frames scenic views of the surrounding vineyards. A freestanding soaking tub is positioned nearby, while a private deck is accessed through sliding glass doors. A person stands on the deck, enjoying the fresh air.
Place to stay in Sebastopol
4.99 out of 5 average rating, 143 reviews

The Sonoma Spyglass | Incredible Views + Sauna

The Sonoma Spyglass is a gorgeous 600 sqft retreat, designed and built by Artistree Homes, seamlessly blending sustainability with a deep connection to nature. Tucked in the heart of Sonoma’s wine country, this unique gem offers access to nearby walks and local wineries, making it perfect for couples or solo travelers. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay.

Top guest favourite
A bright living area features a cozy twin size daybed with patterned pillows. Two upholstered chairs with a cow print design sit across from each other on a colorful area rug. Natural light streams through the windows adorned with shutters, creating a welcoming atmosphere.
Flat in Santa Rosa
4.99 out of 5 average rating, 305 reviews

Robin's Nest

Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

Top guest favourite
A two-story guest suite is showcased with a covered balcony and white railing. The lower level features two wooden garage doors, while surrounding greenery, including trees and shrubs, adds a natural setting to the home.
Guest suite in Penngrove
4.98 out of 5 average rating, 121 reviews

Private In-Law Suite near SSU and Petaluma

Our one bedroom, one bath guest suite offers private accommodations in 600 square feet of living space. The suite is all on one level, with its own entrance, living/dining area, and space for simple food prep with a refrigerator, microwave, toaster oven, and coffeemaker. You’ll enter through your own beautifully landscaped private patio. (Sonoma County TOT Certificate #4569N)

Popular amenities for Two Rock holiday rentals

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