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Holiday rentals with a pool in Wine Country

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wine Country

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A welcoming living room features a gray sectional sofa and two green armchairs, arranged around a round coffee table. A wood-burning stove is positioned on a raised platform, surrounded by stacked firewood. Large windows provide views of the forest and allow natural light to fill the space.
Home in Sea Ranch
4.96 out of 5 average rating, 351 reviews

Award-Winning Forest Getaway: @thesearanchhouse

**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Guest favourite
The exterior of a mid-century home is set among towering redwoods, showcasing a rustic wooden facade. Large windows offer views into the cozy interior. A private hot tub is located nearby on a gravel path, surrounded by the natural landscape.
Cabin in Sea Ranch
4.94 out of 5 average rating, 187 reviews

Mini-Mod #3 at The Sea Ranch.

Despite accolades from esteemed international design and travel publications (which it has from Monocle, Dwell, Travel + Leisure and many more), this perfectly designed and laid out home isn’t about pomp; it’s about simplicity and reliance upon the natural environment that surrounds it. That was the point when it, and a handful of others, were built in the mid 1960’s to showcase Northern California’s famed Sea Ranch project —and the way humans might one day find a better way to live with nature.

Top guest favourite
A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.
Home in Sonoma
4.95 out of 5 average rating, 513 reviews

Luxe WineCountry getaway with Pool, hottub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Top guest favourite
The interior space features exposed wood beams and a high ceiling with skylights, allowing natural light to fill the common area. Two large pendant lights hang from the ceiling, complementing the warm wood tones. A glimpse of modern furnishings is visible in the background.
Cabin in Sea Ranch
4.98 out of 5 average rating, 199 reviews

Historic Baker House available for the first time

As seen in Dwell, Turnbull's Baker House is a Sea Ranch classic Binker Barn resting on 2 acres of redwoods. While it was built in 1968, it's been updated to make sure you have everything you need for a private and relaxing stay: the separate office has monitors and 300+ Mbps internet, the kitchen is fully-equipped, and the garage has a level 2 EV charger and a Peloton. Enjoy the outdoors year-round from the hot tub or the Galanter & Jones heated furniture that overlooks the forest and ocean.

Top guest favourite
A serene seating area features sleek lounge chairs positioned to face expansive glass windows, showcasing panoramic views of the Pacific Ocean. Natural light floods the space, highlighting the minimalist design and wooden flooring. A private outdoor deck is accessible through the glass door.
Home in Sea Ranch
5 out of 5 average rating, 122 reviews

Design & Style with White Water View

A truly one-of-a-kind, stylish retreat with unobstructed, cliffside Pacific views and all the comforts of a boutique hotel. Located in historic Condo Unit 2 and designed by the original architects, Moore Lyndon Turnbull Whitaker. The home sits adjacent to The Sea Ranch Lodge, with direct access to 10 miles of coastal trails & all The Sea Ranch amenities . It has been thoroughly updated with today's convenience and comfort in mind. Unwind, unplug, relax in this unique paradise on the coast.

Top guest favourite
The living room features a circular design with large windows showcasing views of the surrounding forest. A comfortable sofa and armchair are positioned on a textured area rug, complemented by a stone fireplace. The high ceiling enhances the spacious feel of the room.
Home in Sea Ranch
5 out of 5 average rating, 157 reviews

Private and spacious redwoods retreat at Sea Ranch

Tucked away in the redwoods, this newly furnished home is a serene retreat at Sea Ranch. It enjoys near-total privacy on three acres of forest, plus the sound, smell and sight of the ocean through a gap in the trees on a clear day. The main room and the master bedroom are spacious, with views of the forest from every angle. The house has fiber-optic internet and has sufficient space for two people to work remotely very comfortably. More pictures on IG: @theseaforesthouse. TOT 3398N.

Top guest favourite
A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.
Home in Graton
5 out of 5 average rating, 682 reviews

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Top guest favourite
The outdoor area features a large swimming pool surrounded by lounge chairs and umbrellas. A spacious barn-like structure is visible in the background, nestled among trees, while a hot tub is situated adjacent to the pool, creating a serene and functional outdoor retreat.
Home in Santa Rosa
4.97 out of 5 average rating, 115 reviews

Sustainable Luxury Barn - Secluded Sonoma Retreat!

Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Guest favourite
An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.
Home in Occidental
4.95 out of 5 average rating, 165 reviews

Modern mid-century-inspired, Deer Ranch

Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

Top guest favourite
A contemporary structure is nestled among tall trees, with a wooden deck extending in front. Warm light spills from multiple windows, creating a welcoming ambiance. The surrounding greenery adds a natural touch to the tranquil hillside setting.
Home in Sea Ranch
4.97 out of 5 average rating, 214 reviews

Gray Fox Dacha: The Sea Ranch Retreat

The Gray Fox Dacha, a concept design retreat in Sea Ranch, outfitted with elemental, organic materials. With spectacular ocean views and perched on a hillside amongst fragrant shore pines, towering redwoods, and rugged, windswept cypress, this sunlit, eclectically designed smart home is ethereal and airy. The Gray Fox Dacha offers a constellation of lovingly curated spaces with globally-sourced artifacts from the host’s personal collection.

Top guest favourite
Home in Glen Ellen
4.96 out of 5 average rating, 192 reviews

Vineyard Home • Press Pick • Walk to Wineries

WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Stylish modern interior with thoughtful amenities - Chef-ready, fully stocked kitchen - Ultra-fast, reliable WiFi - Attentive, responsive host

Guest favourite
A modern cottage is nestled among tall trees, constructed with natural wood materials. The exterior features a sloped roof and large windows, offering a view of the surrounding forest. A wooden deck with seating is present, seamlessly blending with the natural landscape.
Guest house in Sea Ranch
4.91 out of 5 average rating, 470 reviews

Schoner Haus at the Sea Ranch

Whether you’re looking for the perfect romantic getaway, a calm space to finish your novel, or just a place to stay while you take in the local sights and sounds, our guest cottage is sure to have something to offer. Located in the exclusive Sea Ranch community alongside California’s majestic coast, Schoner Haus is a one-of-a-kind woodland retreat nestled on one acre of temperate forest.

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