Vacation rentals in Bennett Valley

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Top-rated vacation rentals in Bennett Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

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, 422 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)

Guest favorite

A covered outdoor space is framed by wooden beams and features a gravel floor. A rectangular table is surrounded by several chairs, with a bright green lounge chair visible in the background. A decorative sign reading 'HELLO WINTER' hangs on the fence.

Apartment in Santa Rosa

4.91 out of 5 average rating, 226 reviews

Sonoma County Getaway: Mins to Wineries & Downtown

Welcome to our cozy Rincon Valley (east Santa Rosa) apartment, where you'll experience the charm of Wine County. Whether you're here for a work trip or a family getaway, our space offers a private entrance, spacious bedrooms, a serene front yard, and a spacious backyard to enjoy. Located in a prime spot, you’ll have convenient access to world-renowned wineries and breweries in Calistoga, Kenwood, Glen Ellen, Sonoma, and Healdsburg. Plus, we’re only minutes from shopping centers and restaurants.

Top guest favorite

A cozy sleeping area features a queen-size bed with light blue bedding and decorative pillows. A small kitchenette is visible in the corner, equipped with a coffee maker. Soft lighting from lamps creates a calming ambiance, complemented by a small round table and a chair.

Guesthouse in Santa Rosa

4.97 out of 5 average rating, 230 reviews

KV garden Cottage/ private retreat

Welcome to our serene cottage. Relax and Immerse yourself in nature. Rejuvenate and enjoy a tranquil respite in a private garden refuge. Featuring a queen bed with crisp, cozy linens. The large bathroom boasts lots of extra special amenities. A kitchenette, providing coffee, assorted teas, sparkling water, A premiere bottle of wine and yummy snacks for your palette. Featuring a charming relaxing outside sitting area with dinning tables, chairs, hammic and a BBQ for your use. All waiting for you.

Guest favorite

A comfortable living room is presented, featuring a dark leather sofa, two armchairs, and a coffee table. Natural light enters through window coverings, and a decorative fireplace adds warmth. A simple artwork adorns the wall, complemented by a small welcome sign on a shelf.

Home in Santa Rosa

4.96 out of 5 average rating, 218 reviews

Cozy, Convenient, Central Wine Country Home

Quaint home located in a convenient location less than 20 minutes from Kenwood. Enjoy the fire pit in the backyard, the ping pong table, and the fireplace in the cozy living room. This home is less than a mile and a half to Howarth Park and Spring Lake, featuring renowned hiking and biking trails, tennis courts and a park. Just a short drive to both Montgomery Village and downtown Santa Rosa, where you will find shopping and superb restaurants, including the famous Russian River Brewing Company!

Superhost

A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.

Home in Santa Rosa

4.87 out of 5 average rating, 247 reviews

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Escape to our cozy Mid-Century Modern home in the heart of Sonoma Wine Country. A 10 min drive to some of the best wineries in the world! Relax in the large pool & hot tub, grill on the Traeger for BBQ dinners + pets are welcome! Walking distance to Howarth Park, Spring Lake, in the neighborhood of Annadel State Park for hiking & biking. One block from Montgomery Village, full of boutique shops & Wine-Country restaurants. A 20 minute drive to Sonoma, & near Healdsburg, Kenwood + Bodega Bay.

Guest favorite

An outdoor seating area is covered by a stylish pergola, featuring a cozy sectional sofa and a propane fire table. A hot tub is positioned nearby, with a play area visible in the background, showcasing a climbing dome. String lights hang overhead for ambiance.

Home in Santa Rosa

4.99 out of 5 average rating, 200 reviews

4bd Family-Friendly*Play Area*Hot Tub*

All the wonders of Sonoma County await you from the comfort of this family-friendly home. Short drive to wineries, beaches, redwoods, and charming towns to explore. Spacious yard and kitchen, cozy living room, dining area and bedrooms. Central location with groceries, restaurants, playgrounds, and parks just minutes away. A yard designed with families in mind with spaces for adults to relax and kids to play. Perfect for making memories with family and friends during your next vacation!

Guest favorite

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

4.95 out of 5 average rating, 194 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.

Guest favorite

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, 103 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

Guest favorite

Home in Santa Rosa

4.94 out of 5 average rating, 218 reviews

Downtown Santa Rosa Walk to Russian River Brewery

Stylishly remodeled 3-bed, 1-bath Santa Rosa home, ideal for families or friends seeking easy Wine Country adventures. Walk to downtown restaurants, bars, and cafés, or explore nearby wineries, vineyards, Armstrong Redwoods, and scenic coastlines. Enjoy a beautifully updated kitchen, comfortable bedrooms, and inviting living spaces. Book today and make this your gateway to Sonoma’s outdoor beauty and Wine Country lifestyle. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

Top guest favorite

An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.

Home in Santa Rosa

4.97 out of 5 average rating, 129 reviews

WineCamp - Russian River Valley AVA - No Pets

The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

Top guest favorite

A light-filled living area features a sectional sofa, coffee table, and a flat-screen television mounted on the wall. Large windows provide sweeping views of the surrounding vineyards and natural light. A patterned area rug complements the wood flooring, enhancing the cozy atmosphere.

Home in Santa Rosa

5 out of 5 average rating, 156 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.

Guest favorite

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

4.97 out of 5 average rating, 115 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.