
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

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.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

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.

Verona: Awesome Views, Pool, Vineyard, Hot Tub!
Come enjoy the pool and and the spectacular scenery of Mendocino County! Watch the stars from the hot tub. Relax out on the decks and in our very private midcentury home with expansive views of the coast mountains and Ukiah Valley from any window. Explore the 10 acres of zinfandel and cabernet vines. Short hiking path on site. Only 2 hours from SF! *No extra guests allowed- 13 person max* *Must be at least 25 years old to book* *Please let me know if you are interested in bringing a dog*

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

Private Pool, Hot tub, lakeview w/family & friends
Relax with the whole family or friends at this peaceful private unique place to stay. Have fun or just enjoy quiet time. Swim or hang by the pool or hot tub. BBQ or cook in the kitchen and eat while you look at the lake view! There are smart phone jacks in each room, plenty of parking, a private fenced in yard and screen room. This property has all the added modern comforts of a forced air heating and cooling system, washer/dryer and safe play area for the kids!!

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

Modern mid-century-inspired, Deer Ranch

Casa Del Mar, Spectacular Ocean Views!

Vineyard-House Escape in Sonoma Wine Country

Modern wine country stunner with pool & pickleball

When Only the BEST Will Do (True Ocean Bluff)

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Lakefront family retreat!

Wine Country Retreat | Pool, Hot Tub + Vibes
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

Bright Napa Condo • Pool View + 10min to DT

Beautiful Premium Jr Suite, Silverado Resort & Spa

Serene 1 BR Condo at Silverado Resort
Home rentals with a private pool

Riverside Lodge House in Guerneville

Lafayette Treehouse - Relax and Rejuvenate

Eclectic Hideaway with Backyard Pool & Hot Tub

Lovely and Spacious Ranch-Style Home With a Poolside Oasis
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- 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
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- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
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