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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, 369 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

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, 536 reviews

Designer Sonoma Getaway with Pool, Hot Tub & 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.

Guest favourite
The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.
Villa in Santa Rosa
4.91 out of 5 average rating, 179 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Top guest favourite
A modern living area features a spacious sectional sofa, minimalist coffee tables, and a cozy armchair beneath a wooden ceiling with exposed beams. A large window provides natural light and captures views of the surrounding landscape, while a sleek television is mounted on a wooden accent wall.
Home in Sea Ranch
4.97 out of 5 average rating, 190 reviews

Bright Modern Home | Ocean Side

Experience all The Sea Ranch has to offer when you stay at our modern Sea Ranch home in a light-filled living space with golden meadow views. Our family-friendly home with 2BR + kids loft / 2BA is located at the north end of Sea Ranch. We are a block to the 7-mile Sea Ranch Bluff trail that spans along the entire Sea Ranch coast and a 5 minute drive to the town of Gualala (stores and restaurants) as well as Gualala State Beach, Del Mar Rec Center, and Sea Ranch Golf Course (currently closed).

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
4.99 out of 5 average rating, 213 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.

Guest favourite
An outdoor view showcases a sparkling blue pool surrounded by a spacious wooden deck. Lush green hills and trees form a picturesque backdrop, enhancing the serene setting. Comfortable lounge furniture is positioned near the pool, inviting relaxation in this tranquil environment.
Home in Ukiah
4.91 out of 5 average rating, 481 reviews

Indoor outdoor expansive views above valley-pool!

House in Mendocino wine country, 1:40 hr drive from SF. Arrive to a clean, window-filled, open floorplan, remodeled kitchen & island, fireplace home w/ spectacular mountainside views above soaring birds. Step onto massive deck w/ pool, hot tub, heated shower. Create lifelong memories relaxing, bonding, dining, grilling, cocktailing, working poolside w/ friends & family-couples, solo, kids, pets-on 21 oak & madrone acres. 4 acre fenced in pet area! 03/21 new listing! @ 'Stellar Jay Valley'

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, 129 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
4.99 out of 5 average rating, 168 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, 703 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

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, 169 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.

Guest favourite
Home in Clearlake Oaks
4.96 out of 5 average rating, 138 reviews

Private Pool, Hot tub, lakeview w/family & friends

Relax with the whole family or friends at this peaceful private unique place to stay. Have fun or just enjoy quiet time. Swim or hang by the pool or hot tub. BBQ or cook in the kitchen and eat while you look at the lake view! There are smart phone jacks in each room, plenty of parking, a private fenced in yard and screen room. This property has all the added modern comforts of a forced air heating and cooling system, washer/dryer and safe play area for the kids!!

Top guest favourite
The interior features warm wooden walls and large windows offering views of the outdoors. Comfortable seating areas with green cushions flank a cozy wood stove. A decorative woven basket and a colorful, striped pouf enhance the inviting atmosphere.
Home in Sea Ranch
5 out of 5 average rating, 121 reviews

ROSEA Ranch: cozy, oceanfront, walk to beach

Located steps from premier sand beach, Walk on Beach. Entering the gates, you'll be greeted by a tranquil, mature garden blocked from the wind, a deck, and a hot tub. Inside this solar powered 1970s modern vernacular contemporary home, you'll find a cozy raised living room positioned for maximum views. Bedrooms are on the ground floor, along with bathrooms, living, dining, fully-equipped kitchen, and laundry. A study is upstairs. 1% of proceeds go to airbnb.org

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