
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.

Farpoint: Heated Infinity Pool, Mountain Views
Nestled in the Mayacamas mountains, this elevated home offers a peaceful and luxurious retreat in the center of Sonoma wine country. The large infinity pool - gas-heated all year - perches over the magnificent view. Inside, the living room and dining room are furnished to comfortably seat 12 adults. A pool table, ping pong, three dining tables, 75" 4K TV, and large hot tub provide endless options. Hiking trails surround the house. Grocery stores and farmer’s markets are less than 8 minutes away.

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.

Luxe WineCountry getaway with Pool, hottub & 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.

Vineyard-House Escape in Sonoma Wine Country
Gather your group and enjoy 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, pool, hot tub, fire pit, lightning fast Wi-Fi, Sonos Indoor/Outdoor sound system and gas fireplace — perfect for lively group days and quiet restful nights. Surrounded by vineyards, yet close to dining and town, this distinctive retreat invites you to book now and indulge in togetherness, and rejuvenation

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

Argonautica: Oceanfront Sea Ranch Escape
Legendary Sea Ranch beauty, and the best of contemporary design await you at this oceanfront Cal-Green certified home. This 2017 newly-built home provides you a perfect floor plan, the latest technology for the tech-savvy, detail-oriented vacationer, and a bright interior amidst this incomparable natural setting. Ocean and cypress views abound from nearly every room in this Frank/Architects-designed home. Smuggler's Cove beach, and the best of Sea Ranch are steps away.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Casa Del Mar, Spectacular Ocean Views!

Modern mid-century-inspired, Deer Ranch

Architectural Treasure | Private Hot Tub!

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

Seaward Bliss ★ (Private Hillside Retreat)

Eco-Chic Sunset Glidehouse-hottub, mountain views

Balina: ocean views, hot tub, pets OK, remodeled

The Deer Retreat – Privacy and Comfort
Apartment rentals with a pool

Silverado! Luxe 1BR King Suite This View! Balcony

Romantic Winter Escape • Cozy 1BR at Silverado

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

Beautiful Premium Jr Suite, Silverado Resort & Spa

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

Mid-Century Modern Santa Rosa retreat

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

Private Sonoma Vineyard Estate + pool, spa, views

Sea Ranch Forest Retreat with Ocean Views

Idyllic Sonoma Vineyard Farmhouse With Pool
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Farm stay rentals Wine Country
- Rentals with breakfast Wine Country
- Fitness-friendly rentals Wine Country
- Rentals with a washing machine and dryer Wine Country
- Tent rentals Wine Country
- Cottage rentals Wine Country
- Boutique hotels Wine Country
- Apartment rentals Wine Country
- Rentals with a hot tub Wine Country
- Loft rentals Wine Country
- Beachfront rentals Wine Country
- Bed and breakfasts Wine Country
- Tiny house rentals Wine Country
- Rentals with outdoor seating Wine Country
- Hotel rooms Wine Country
- Serviced apartment rentals Wine Country
- Cabin rentals Wine Country
- Rentals with a patio Wine Country
- House rentals Wine Country
- Townhouse rentals Wine Country
- Rentals with an EV charger Wine Country
- Rentals with lake access Wine Country
- Rentals with a kayak Wine Country
- Barn rentals Wine Country
- Flat rentals Wine Country
- Rentals with a sauna Wine Country
- Family-friendly rentals Wine Country
- Private suite rentals Wine Country
- Holiday home rentals Wine Country
- Motorhome rentals Wine Country
- Guest house rentals Wine Country
- Rentals with beach access Wine Country
- Rentals with a fireplace Wine Country
- Luxury rentals Wine Country
- Waterfront rentals Wine Country
- Villa rentals Wine Country
- Rentals with a firepit Wine Country
- Pet-friendly rentals Wine Country
- Smoking-friendly rentals Wine Country
- Resort rentals Wine Country
- Rentals with an accessible-height toilet Wine Country
- Rentals with pools California
- Rentals with pools United States
- 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
- Portuguese Beach
- North Salmon Creek 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
- Things to do Wine Country
- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
- Things to do California
- Sightseeing California
- Food and drink California
- Tours California
- Wellness California
- Entertainment California
- Art and culture California
- Sports activities California
- Nature and outdoors California
- Things to do United States
- Entertainment United States
- Food and drink United States
- Wellness United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States
- Sports activities United States
- Sightseeing United States




