Holiday rentals in Bennett Valley

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Top-rated holiday rentals in Bennett Valley

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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, 439 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 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.
Guest house in Santa Rosa
4.97 out of 5 average rating, 232 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.

Top guest favourite
A cozy cabana features comfortable seating arrangements with soft cushions and a central fire pit. The space is surrounded by flowing curtains and vibrant greenery, creating a welcoming spot for relaxation. The phrase 'From Coffee to Wine, You're on Sonoma Time' is displayed on the back wall.
Guest suite in Santa Rosa
4.98 out of 5 average rating, 327 reviews

Farmhouse Suite: a wine country escape!

Horses, Farmhouses and France. You'll find these themes woven throughout our accommodation. Extremely welcoming and charming, our first floor 950sq. Ft. space sits below the main house on the west side. . You'll find Pottery Barn linens, upscale decor and authentic barn doors that add a Wow factor. Plenty of fresh pillows and wonderful LATHER amenities. Start and end your day with coffee, then wine, on the patio under the cozy cabana with fire pit! Newly added French Camp room for summer fun!

Guest favourite
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, 222 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, 251 reviews

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

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 favourite
A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.
Home in Calistoga
4.96 out of 5 average rating, 113 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

Top guest favourite
The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.
Home in Santa Rosa
4.97 out of 5 average rating, 102 reviews

Wine Country Villa Heated Pool Hot Tub Upper Level

Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR25-100

Top guest favourite
Home in Santa Rosa
4.97 out of 5 average rating, 221 reviews

Wine Country Retreat w/ Pool, Hot Tub & Games

Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

Guest favourite
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, 208 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 favourite
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
4.96 out of 5 average rating, 203 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 favourite
A spacious outdoor space features a shimmering pool surrounded by wooden decking. A covered seating area with comfortable furniture is visible nearby, alongside a barbeque setup. Lush greenery encompasses the area, creating a tranquil retreat. A water slide adjoins the pool for added fun.
Guest house in Santa Rosa
4.89 out of 5 average rating, 231 reviews

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Guest favourite
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
4.98 out of 5 average rating, 122 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.

Popular amenities for Bennett Valley holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Santa Rosa
  6. Bennett Valley