
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

Eco-Chic Sunset Glidehouse-hottub, mountain views
G-oogle's architect in-residence, Michelle Kaufmann, designed this beautiful 3 bedroom, 2 bath, bright open concept home - the Sunset Glidehouse- named one of the 10 homes that changed America by PBS. The house is surrounded by sliding glass and embodies modern indoor/outdoor living. Quiet & perched on a mountain, home is only 5 minutes from the 101 above beautiful wineries.House, deck, pool & hot tub command views of surrounding mountains and vineyards. 03/21 new listing!@'Stellar Jay Valley'

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.

Modern wine country stunner with pool & pickleball
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

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.

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.

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

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

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

Romantic Tropical Garden Casita
As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.
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

Wine Country Retreat- Privacy-Spa/Pool/Games

Wine Country Escape: Pool & Hot Tub. Fast WiFi

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

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

Wine Country Retreat | Pool, Hot Tub + Vibes
Apartment 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

Spring Escape | Silverado 2BR Golf Course View

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Beautiful Premium Jr Suite, Silverado Resort & Spa

Silverado Resort Condo with Pool
Other holiday rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Luxurious 3-Bedroom Home in Healdsburg

Mid-Century Sea Ranch Retreat Private Hot Tub + EV

When in Glen | Views | Pool & Hot Tub

Jago Bay - Vineyard Home with Pool and Hot Tub

Fir Wood: Meadowside Architectural Cabin

ALBA | A modern luxury retreat in Healdsburg

La Cava -Valley of the Moon
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
- San Joaquin River Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Pet-friendly rentals Wine Country
- Rentals with a hot tub Wine Country
- Tent rentals Wine Country
- Beachfront rentals Wine Country
- Rentals with a firepit Wine Country
- Fitness-friendly rentals Wine Country
- Rentals with a washing machine and dryer Wine Country
- Villa rentals Wine Country
- Private suite rentals Wine Country
- Flat rentals Wine Country
- Rentals with a kayak Wine Country
- House rentals Wine Country
- Resort rentals Wine Country
- Tiny house rentals Wine Country
- Rentals with an EV charger Wine Country
- Rentals with beach access Wine Country
- Bed and breakfasts Wine Country
- Boutique hotels Wine Country
- Rentals with lake access Wine Country
- Cottage rentals Wine Country
- Hotel rooms Wine Country
- Rentals with outdoor seating Wine Country
- Rentals with an accessible-height toilet Wine Country
- Barn rentals Wine Country
- Motorhome rentals Wine Country
- Loft rentals Wine Country
- Townhouse rentals Wine Country
- Smoking-friendly rentals Wine Country
- Luxury rentals Wine Country
- Waterfront rentals Wine Country
- Rentals with a fireplace Wine Country
- Rentals with breakfast Wine Country
- Family-friendly rentals Wine Country
- Holiday home rentals Wine Country
- Farm stay rentals Wine Country
- Guest house rentals Wine Country
- Cabin rentals Wine Country
- Rentals with a patio Wine Country
- Rentals with a sauna Wine Country
- Apartment rentals Wine Country
- Serviced apartment rentals Wine Country
- Rentals with pools California
- Rentals with pools United States
- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Sonoma Coast State Park
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Healdsburg Plaza
- Sonoma State University
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Francis Ford Coppola Winery
- Salt Point State Park
- Chateau St. Jean
- Manchester State Park
- Mendocino National Forest
- Bodega Head
- Howarth Park
- Things to do Wine Country
- Tours Wine Country
- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
- Entertainment Wine Country
- Things to do California
- Food and drink California
- Tours California
- Sightseeing California
- Art and culture California
- Entertainment California
- Nature and outdoors California
- Wellness California
- Sports activities California
- Things to do United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States





