
Vacation 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.

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

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.

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!

Spectacular Stone Pool/Spa with Views; Near Plaza
A spectacular stone pool and spa with bubbling stream compliments the warm and welcoming Summers House. (Please see notes below regarding pool and spa fees.) The house exudes charm. Sweeping views reach to the San Francisco Bay. Art, antiques and books create an embracing ambiance. Nestled into three, private wooded acres, Summers House is near wineries, and just 10 minutes from Sonoma Plaza restaurants, shops, and events. Well equipped kitchen, great dining spaces, large deck, comfy beds.

Unique Stay! Pool/ Hot tub/ Game Room/ Bar/ Views
This 3,700 sqft open floor plan home will leave you awestruck the minute you enter. This home was constructed using old-growth timber from the Fort Bragg bridges and the Potter Valley Lumber Mill, with over 1,300 linear feet of large timber mixed with patina sheet metal and 36' high ceilings. It features an arched bridge spanning over 20' across open air space to access the master bedroom. The home also offers a 40,000 gallons deep water swimming pool, hot tub, gas fire pit, and a large bar.

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.

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'

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.

Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

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.

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.

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!!
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Woodhawk Manor of Alexander Valley

Argonautica: Oceanfront Sea Ranch Escape

The Wild Kindness: 3BR/2BA, Hot Tub, EV charger

Sonoma Ranch, private pool on 7 acres!

Verona: Awesome Views, Pool, Vineyard, Hot Tub!

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries

Wine Country Retreat | Pool, Hot Tub + Vibes

Lakefront family retreat!
Condo rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Your wine and wellness retreat at Silverado Resort

Beautiful Premium Jr Suite, Silverado Resort & Spa

Serene 1 BR Condo at Silverado Resort
Other vacation rentals with a pool

Sky View: Heated Pool & Hot Tub, 5 Acres

707 BARREL LOUNGE Cottage

Mid-Century Sea Ranch Retreat Private Hot Tub + EV

Fir Wood – Original Sea Ranch Cluster House

ALBA | A modern luxury retreat in Healdsburg

SeaHorse Retreat: ocean views, tall trees, privacy

Private HBG Retreat -Pool, Hot Tub, Wine Tastings

La Cava -Valley of the Moon
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Sugarloaf Ridge State Park
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Iron Horse Vineyards
- Francis Ford Coppola Winery
- Harbin Hot Springs
- Salt Point State Park
- Mendocino National Forest
- Ledson Winery & Vineyards
- Bodega Head
- Clear Lake State Park
- St. Francis Winery and Vineyard
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- Food and drink Wine Country
- Nature and outdoors Wine Country
- Art and culture Wine Country
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