
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

Pool - Hot Tub - Sauna | Wine Country Oasis Views
Imagine waking up to 180° panoramic views of the Sonoma Mountains, stepping onto a sun-warmed deck with coffee in hand, then spending the afternoon drifting between a solar-heated pool, a 5-person hot tub, and a cedar sauna — all without leaving the property. That's the everyday rhythm at this hillside wine-country retreat in Santa Rosa. The house was fully renovated top-to-bottom with the kind of high-end detail that makes you forget the outside world: radiant-heat concrete floors that warm yo

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.

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

Indoor outdoor expansive views above valley-pool!
House in Mendocino wine country, 1:40 hr drive from SF. Arrive to a clean, window-filled, open floorplan, remodeled kitchen & island, fireplace home w/ spectacular mountainside views above soaring birds. Step onto massive deck w/ pool, hot tub, heated shower. Create lifelong memories relaxing, bonding, dining, grilling, cocktailing, working poolside w/ friends & family-couples, solo, kids, pets-on 21 oak & madrone acres. 4 acre fenced in pet area! 03/21 new listing! @ 'Stellar Jay Valley'

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.

Vineyard-House Escape in Sonoma Wine Country
Property is managed by Inspired in Sonoma. Gather your group and enjoy a stunning wine-country home just 5 minutes from downtown Sonoma. This 3 bedroom ensemble includes a main house + guest cottage, 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 indulge in togetherness, and rejuvenation

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

Luxury home, heated spa tub, walk to restaurants

Sonoma Country Club Wine Country w/ pool

Sonoma Ranch, private pool on 7 acres!

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

Sea Ranch Loft | Hot Tub | Pet Friendly | Sleeps 4

Wine Country Retreat- Privacy-Spa/Pool/Games

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

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Resort Living w/ Pools - 2 Bdm Condo Slps 6

Pool View Retreat at Silverado Resort 10 min to DT

Beautiful Premium Jr Suite, Silverado Resort & Spa

Fairway Escape | BBQ | Firepit | Golf Course View
Other holiday rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Farm Cottage With Private Pool

Villa Annadel - Stunning 5 Bedroom with a Pool

The Beach Chalet

Private Sonoma Vineyard Estate + pool, spa, views

Jago Bay - Vineyard Home with Pool and Hot Tub

Fir Wood: Meadowside Architectural Cabin

Romantic Tropical Garden Casita
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Trione-Annadel State Park
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Mendocino National Forest
- Ledson Winery & Vineyards
- Sugarloaf Ridge State Park
- Salt Point State Park
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Manchester State Park
- Howarth Park
- Things to do Wine Country
- Art and culture Wine Country
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- Nature and outdoors Wine Country
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