Holiday rentals in Bennett Valley

Guest house in Santa Rosa

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.

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.

ValueLocationWalkability

4.97 out of 5 average rating, 245 reviews

Guest suite in Santa Rosa

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.

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!

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4.98 out of 5 average rating, 344 reviews

5.0 out of 5 average rating, 233 reviews

Tiny home in Sebastopol

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. 🌺🙏 🌺

LocationValueSleep quality

An inviting living area features a large black sectional sofa complemented by a wooden coffee table atop a light area rug. Natural light streams through large windows adorned with sheer curtains, illuminating traditional wood accents and hardwood floors.

4.95 out of 5 average rating, 717 reviews

Craftsman 2 blocks from Russian River Brewery!

Tastefully updated craftsman w/ traditional wood accents & original hardwood floors. Perfect for a weekend getaway, or business trip, just 2 blocks from the Russian river brewery & down town there is no better location for food and an authentic wine country experience. City of SR STR requires max occupancy: 6 max add. daytime guests 3 quiet hours must be observed between 9 p.m. and 8 a.m. no outdoor amplified sound is allowed. 3 off street parking spaces, STR Permit number #SVR25-145

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Guest house in Santa Rosa

A kitchenette is equipped with modern appliances and features a red countertop. Two blue stools are positioned at a small dining area next to a window, allowing natural light to fill the space. A cozy bed is visible in the background.

Scenic Neighborhood Garden Cottage

Our charming, small, stand alone cottage is well back from the main house and very private. It has beam ceilings, kitchenette ( toaster oven, microwave, fridge), sleek bathroom, organic mattress queen bed, and seasonal air conditioning. We are located in an historic neighborhood with Victorian houses and large trees. Take an easy, scenic walk to downtown or enjoy your own private garden. Currently providing enhanced covid cleaning. Santa Rosa TOT# 1846 Short-Term Rental Permit# SVR24-075

FamilyLocationBeach

4.95 out of 5 average rating, 763 reviews

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.

4.99 out of 5 average rating, 212 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!

FamilyLocationQuiet

The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.

4.97 out of 5 average rating, 244 reviews

Elegant & Spacious Luxury Wine Country Estate

The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

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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

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.

ValueLocationHospitality

4.95 out of 5 average rating, 241 reviews

A spacious saltwater pool is surrounded by trees, offering a serene view of the landscape. Ten pool loungers are arranged alongside the pool, while an outdoor dining area is visible in the background, ideal for gathering and enjoying meals.

4.88 out of 5 average rating, 104 reviews

Haven: 5 King Bedrooms, Heated Pool and Hot Tub

This luxury home is perched among the trees with expansive views of wine country. Play on the enormous deck that includes outdoor dining, saltwater pool (gas heated all-year), 10 loungers, and the largest hot tub on the market. Relax in the social kitchen+dining room or large, bi-level living room. Incredible location: Safeway and many restaurants- 5 min, famous wineries in Healdsburg, Kenwood, Glen Ellen - 15-20 min, hiking/biking - 10 min. Everything for an unforgettable vacation!

LocationFamilyEV charging

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.

4.94 out of 5 average rating, 126 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

ValueFamilyBack garden

Guest house in Santa Rosa

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.

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.

FamilyLocationKitchen

4.89 out of 5 average rating, 248 reviews