
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

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.

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub
3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
With over 1 acre of flat wooded land, this private gated country estate is still just a few minutes from conveniences like Whole Foods and Safeway. And with a full-size bocce court, pool table, and dining pavilion, you might not want to leave. Our new saltwater pool and spa are gas-heated to be comfortable all year, at no extra charge. A rock river and pool waterfall add to the sound of rushing water. The house is a few minutes from downtown, and within 20 minutes of the highlights of Sonoma.

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).

Modern wine country stunner!
Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4481N

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.

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.

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

Vineyard-House Escape in Sonoma Wine Country
Gather your group and experience a stunning wine-country home just 5 minutes from vibrant downtown Sonoma. This 3 bedroom ensemble includes a main house + guest cottage, multiple outdoor lounges, hot tub, fire pit and pool, gas fireplace — perfect for lively group days and quiet restful nights. Surrounded by vineyards, yet just minutes to wineries, dining and town, this distinctive retreat invites you to book now and indulge in togetherness, adventure, and rejuvenation.

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

Casa Del Mar, Spectacular Ocean Views!

Sonoma Country Club Wine Country w/ pool

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

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

Seaward Bliss ★ (Private Hillside Retreat)

Happy House Getaway - Pool, Hot Tub & Wine Country

Ocean Views | Hot Tub | EV on the Sea Ranch

Balina: ocean views, hot tub, pets OK, remodeled
Condo rentals with a pool

Silverado! Luxe 1BR King Suite This 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

Winter Escape in Napa: King Bed • Pool • Balcony

Beautiful Premium Jr Suite, Silverado Resort & Spa

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

Magical Wine Country Compound – Epic Views & Pool

Sky View: Heated Pool & Hot Tub, 5 Acres

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

An Italian Villa in the heart of Napa Valley!

Farm Cottage With Private Pool

Sea Ranch Retreat @PacificPike

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Private Sonoma Vineyard Estate + pool, spa, views
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- Jenner Beach
- Manchester State Park
- Schoolhouse Beach
- Clam Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Healdsburg Plaza
- Mayacama Golf Club
- Sonoma Coast State Park
- Trione-Annadel State Park
- North Salmon Creek Beach
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach
- Gleason Beach
- Pebble Beach
- Shell Beach
- Sea Ranch Golf Links
- Black Point Beach
- Scotty
- Schooner Gulch State Beach
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- Nature and outdoors Wine Country
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