
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.

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'
LocationFamilyAir conditioning
4.96 out of 5 average rating, 324 reviews
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.
FamilyLocationBathroom
4.98 out of 5 average rating, 243 reviews
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!
FamilyValueParks
4.91 out of 5 average rating, 199 reviews
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*
ValueFamilyCheckout
4.93 out of 5 average rating, 333 reviews
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.
LocationValueHeating
4.99 out of 5 average rating, 233 reviews
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.
LocationFamilyAccuracy
4.97 out of 5 average rating, 136 reviews
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
LocationValueBackyard
4.95 out of 5 average rating, 132 reviews
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.
FamilyLocationAmenities
5.0 out of 5 average rating, 147 reviews
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
LocationFamilyView
4.99 out of 5 average rating, 214 reviews
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.
LocationValueGetting around
4.99 out of 5 average rating, 175 reviews
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard
Welcome to Green Hill Retreat. Swim in the solar-heated pool, soak in the 6-person hot tub, or lounge poolside on the spacious wood deck with stunning views of the outdoor space. Stargaze at the dark sky among the apple trees or by the wood fire pit. Head to the entertainment barn for a wet bar, air hockey, big-screen TV projector, darts, and cornhole. The main house features TVs in every room and a new open-concept kitchen. Pet- and family-friendly, EV charging, and fast WiFi.
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 127 reviews
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!!
FamilyLocationTV
4.95 out of 5 average rating, 173 reviewsPopular amenities for Wine Country rentals with a pool
House rentals with a pool

Jago Bay - Vineyard Home with Pool and Hot Tub
LocationFamilyNearby
4.92 out of 5 average rating, 105 reviews
Casa Del Mar Spectacular Ocean Views!
FamilyValueTV
4.93 out of 5 average rating, 270 reviews
Eco Luxury Private Sanctuary / The Farmhouse Oasis
LocationFamilyCondition
5.0 out of 5 average rating, 729 reviews
Art & Nature Retreat at The Ridge Collection
ValueLocationCleanliness
5.0 out of 5 average rating, 129 reviews
Wine Country Luxury Retreat - Pool Sauna Spa Views
LocationFamilyLayout
4.99 out of 5 average rating, 142 reviews
Lakefront family retreat!
FamilyValueOutdoor spaces
4.96 out of 5 average rating, 216 reviews
Large Charming Home Surrounded by a Vineyard
LocationValueSleep quality
4.97 out of 5 average rating, 168 reviews
Woodhawk Manor of Alexander Valley
FamilyLocationShared spaces
4.87 out of 5 average rating, 126 reviewsCondo rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony
FamilyValueCondition
4.99 out of 5 average rating, 553 reviews
Silverado Resort Condo with Pool
LocationValueBiking
4.95 out of 5 average rating, 218 reviews
Pool View Retreat at Silverado Resort 10 min to DT
ValueLocationTV
4.98 out of 5 average rating, 235 reviews
Serene 1 BR Condo at Silverado Resort
ValueFamilyBathroom
4.99 out of 5 average rating, 143 reviews
2 bed I Silverado Resort & Spa in Napa - Wine Town
LocationValueCleanliness
4.89 out of 5 average rating, 213 reviews
Fairway Escape | BBQ | Firepit | Golf Course View
ValueFamilyView
4.99 out of 5 average rating, 104 reviews
♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries
ValueFamilyCheckout
4.87 out of 5 average rating, 258 reviews
Wine Country Living at it's best at Silverado CC
FamilyLocationKitchen
4.93 out of 5 average rating, 124 reviewsOther vacation rentals with a pool

An Italian Villa in the heart of Napa Valley!
ValueLocationCheckout
4.95 out of 5 average rating, 207 reviews
Heart’s Reach: Cozy Cabin + Ocean Views
LocationValueTV
4.95 out of 5 average rating, 243 reviews
Sonoma Family Cottage with Pool & Hot Tub
FamilyValueBathroom
4.95 out of 5 average rating, 105 reviews
Idyllic Sonoma Vineyard Farmhouse With Pool
ValueLocationCleanliness
4.98 out of 5 average rating, 161 reviews
Sonoma Country Club Wine Country w/ pool
LocationValuePool
4.81 out of 5 average rating, 128 reviews
Award-Winning Forest Getaway: @thesearanchhouse
ValueFamilyPets
4.96 out of 5 average rating, 389 reviews
The Wild Kindness: 3BR/2BA, Hot Tub, EV charger
LocationValueCleanliness
4.97 out of 5 average rating, 157 reviews
Wing in Tuscan Villa with Vineyard and two bedrms
FamilyValueBackyard
4.94 out of 5 average rating, 270 reviewsDestinations to explore
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Iron Horse Vineyards
- V. Sattui Winery
- Sonoma Coast State Park
- Charles M. Schulz Museum
- Trione-Annadel State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Mendocino National Forest
- Harbin Hot Springs
- Salt Point State Park
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Sonoma State University
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Howarth Park
- Bodega Head
- Things to do Wine Country
- Tastings Wine Country
- Cooking Wine Country
- Art workshops Wine Country
- Food tours Wine Country
- Cultural tours Wine Country
- Wildlife Wine Country
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- Art workshops California
- Landmarks California
- Flying California
- Cooking California
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- Wildlife California
- Wellness California
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- Museums California
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