
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.

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

Sonoma Valley Vacation Home with Seasonal Pool
Gather indoors and outside at our Sonoma Valley rancher with tons of amenities! Inside, find a comfortable modern interior with 3 private bedrooms, office room with twin daybed, 2 full baths, large dining table, a fully equipped kitchen and breakfast/bar table. The backyard has a large pool (seasonal), gas bbq, fire table, seats and dining table. Minutes by car to Sonoma Square, Glen Ellen, wineries, hiking trails, spas, shopping and dining. Blocks to a park, cafe & two local favorite eateries.

Seaward Bliss ★ (Private Hillside Retreat)
Seaward Bliss faces stunning expansive blue and white-water views of the Pacific Ocean. This dog-friendly 2 Bedroom (4 adults / 5 if you BYO-bedding) Sea Ranch home has a beautifully furnished open floor plan with full kitchen, dining areas that includes entertainment (stereo, TV, Wi-Fi). Dedicated office off Primary Bedroom Suite. Hot Desk off of Guest Bedroom. Private 15 min walk to beach. Hot tub overlooking ocean. Enjoy shared pool and tennis at one of three nearby rec centers.

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.

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.

The Bluffs at Sea Ranch - Expansive Ocean Views
At The Bluffs unobstructed ocean views and private gardens await! Location, Style and Value - The north end is arguably the best Location on the ranch for visitors! It's closest to the town of Gualala with it's shops, markets and eating/drinking establishments. This Property can be booked online up to 6 months in advance and the calendar is always up to date! Limited to 4 guests, no pets will be considered. An adult over 21 must be present at all times. Not recommended for small children.

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.

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

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.

Cozy Country Cottage- Ukiah, CA
Charming....three bedrooms, two bath vineyard cottage has everything you need to make your wine country vacation comfortable and memorable. Enjoy your days basking in the sun, and your nights on the patio stargazing. Expect a warm welcome. Located minutes from wineries, museums, and other famous Northern California attractions. In regards to the pool please check with host to make sure it’s available. The pool at times may be shared with other guest on the property.

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

Eclectic Hideaway with Backyard Pool & Hot Tub
Embrace the blissful ambiance of this tastefully appointed retreat. The home features terraced living areas, rustic wood accents, an array of furnishings and decor, central heat and air conditioning, well supplied kitchen and a backyard patio with a dining space, lounges, gas grill, a solar heated pool and a hot tub. The house is located on a small, private cul-de-sac. NO PARTIES: including bachelor, bachelorette, wedding rehearsal dinners, etc.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool

Vineyard-House Escape in Sonoma Wine Country

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

Architectural Treasure | Private Hot Tub!

When Only the BEST Will Do (True Ocean Bluff)

Luxury home (+ pool house) with views, pool & spa

Lakefront family retreat!

Sea Ranch Serenity
Condo rentals with a pool

Silverado Resort Dual Suite golf course villa

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

Romantic Luxurious Resort in Napa Valley, Sleeps 4

Spring Stay at Silverado | King 1BR

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience
Other holiday rentals with a pool

Wine Country Retreat w/ Private Pool - Sleeps 8

707 BARREL LOUNGE Cottage

Remodeled Napa, CA Silverado Golf Course Condo

Relax & Recharge at Hoff Lane

Sea Ranch Forest Retreat with Ocean Views

When in Glen | Views | Pool & Hot Tub

Fir Wood – Original Sea Ranch Cluster House

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