
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.

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.

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.

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

14Acres Estate Main House · Pool + Hot Tub
Step onto the sun-warmed pool deck, hear the water, feel the Sonoma heat settling into the afternoon — and know you have 14 private acres and nowhere to be until check-out. Lovall Glen by KEVALA TERRA is a wine-country estate 3.5 miles from Sonoma Plaza, built for the kind of trip where the pool never closes, the outdoor kitchen handles dinner, and the Wolf range handles Sunday morning. This is where your group stops rushing.

Art & Nature Retreat at The Ridge Collection
Discover unparalleled privacy at The Ridge Collection, a serene Sea Ranch refuge surrounded by towering fir trees. This artfully designed retreat blends comfort and craftsmanship, featuring handmade furniture, curated paintings, and original sculptures. Perfect for those seeking quiet inspiration and connection to nature, the home offers a majestic yet cozy escape along the Sonoma Coast.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Woodhawk Manor of Alexander Valley

Casa Del Mar, Spectacular Ocean Views!

The Bluffs at Sea Ranch - Expansive Ocean Views

Seaward Bliss ★ (Private Hillside Retreat)

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

Wine Country Retreat | Pool, Hot Tub + Vibes

Lakefront family retreat!

Whitecap Lookout w/Ocean Views@Sea Ranch, 1 Pet OK
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

Luxurious 3-Bedroom Home in Healdsburg

Sky View: Heated Pool & Hot Tub, 5 Acres

Romantic Mtn Studio - Pool, Sauna, Views!

Wine Country Gem - Sonoma Cottage with Pool Oasis

Mid-Century Sea Ranch Retreat Private Hot Tub + EV

Owl House - Hideaway Sanctuary

Jago Bay - Vineyard Home with Pool and Hot Tub

Fir Wood – Original Sea Ranch Cluster House
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Chateau St. Jean
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Iron Horse Vineyards
- V. Sattui Winery
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Francis Ford Coppola Winery
- Healdsburg Plaza
- Sonoma State University
- Salt Point State Park
- Harbin Hot Springs
- Mendocino National Forest
- Bodega Head
- Clear Lake State Park
- St. Francis Winery and Vineyard
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