
Vacation rentals with a pool in Geyserville
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Geyserville

Total vacation rentals
Explore 30 vacation rentals in Geyserville

Nightly prices starting at
Geyserville vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
30 of Geyserville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Geyserville rentals

4.7 Average rating
Geyserville stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Geyserville
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.

Wine Country Retreat- Privacy-Spa/Pool/Games
Take it easy at this unique & tranquil getaway in the middle of wine country! Feel worlds away but just minutes to world-class wineries, restaurants & shopping. Enjoy your own private pool, spa & game room. The large private property is perfect for your family getaway, couples retreat, or those looking for their own slice of heaven with thoughtful amenities. You'll want to come back year after year! Separate 1/1 guest house not included in price but available upon request at time of booking.

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.

Woodhawk Manor of Alexander Valley
Welcome to Woodhawk Manor! We have completed our remodel. Previous guests will now find en suite bathrooms for the four main bedrooms, plus a new tub in the master bath. Brand new hardwood floors adorn the home with freshly painted walls and ceilings to add to the charm. As of May 2024, an outdoor kitchen is available for you at the swimming pool. The property is now gated and fenced, giving you additional exclusivity on your special getaway. We invite you to come and stay at Woodhawk Manor

Pony Ranch Vineyard Estate with Pool
Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

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

Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

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

Wine Country Escape: Pool & Hot Tub. Fast WiFi
Escape to our stylish Santa Rosa home, your perfect base for wine country! Comfortably sleeps 8 with 4 bedrooms. Relax in the private backyard oasis featuring a pool, soaking hot tub, and a cozy gas fire pit under a gazebo. Centrally located near world-class wineries, breweries, and dining. Ideal for families and friends seeking a memorable getaway in a quiet, convenient neighborhood. We are happy to help plan your trip or arrange a private wine tasting at the house. Just ask!

Wine Country Retreat | Pool, Hot Tub + Vibes
Summer-ready backyard + hot tub | Close to wineries Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

Tropical Oasis with Pool & Hot Tub 30min to Sonoma
This tropical oasis is located right in the heart of wine country, featuring 4 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Annadel State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.
Popular amenities for Geyserville rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Modern mid-century-inspired, Deer Ranch

Modern Log Cabin w/ Pool, Spa & FP Near DT & River

Unique Stay! Pool/ Hot tub/ Game Room/ Bar/ Views

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Serene Wine Country Retreat with Pool & Hot Tub

Lakefront family retreat!

Charming Home w Pool+Hot Tub. Walk to Shops & Wine
Condo rentals with a pool

WorldMark Windsor, CA

WM-Clear Lake-1BD nature - 1BD

Luxurious Private Napa Resort 10 mins to Downtown

2Bdm Condo Windsor WM Resort#4

Wine Country Luxury studio suite

2 Separate 3BR Apts with Resort Amenities

Windsor, CA, 2-Bdrm Twin #1

Nice, CA- Clear Lake Resort- Studio
Other vacation rentals with a pool

Luxurious 3-Bedroom Home in Healdsburg

Alta Mayacama | Views, Hot Tub, Plunge Pool

Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Cottage & Water Tower

Lazy Coyote Ranch 3BR, 2BA pool, hot tub, 42 acres

Wine Country Estate: Pool, Spa & Vineyard Views

Farmstay with Pool and Wine Tastings Included

ALBA | A modern luxury retreat in Healdsburg
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- Lake Berryessa
- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Limantour Beach
- Safari West
- Point Reyes National Seashore
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Jack London State Historic Park
- Trione-Annadel State Park
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Ledson Winery & Vineyards
- Lawsons Landing
- Sugarloaf Ridge State Park
- Salt Point State Park
- Oxbow Public Market





