
Holiday rentals with a pool in Geyserville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Geyserville
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard
This beautifully designed 3bd/2bth luxury home is bursting with resort-like amenities to ensure your stay is relaxing & fun. Comfortably sleeps 8, incl. a pull-out couch in a private bonus room - 1mi - Dwntwn Healdsburg & 20+ wineries. - Pool & Hot Tub - Lush 3/4 acre lot w/20+ orchard trees - 6 Adults Bikes - Shuffle Board, Outdoor Giant Chess & Jenga, Croquet, Ping Pong - Outdoor Dining, BBQ, Lounge Seating, Fire Pit - Pac N Play & High Chair - 3 Smart TV's -Netflix/Disney+ - Pet friendly

Luxe WineCountry getaway with Pool, hottub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool, hot tub and bocce. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

Vineyard Home • Walk to Tastings • Press Pick
WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready kitchen, fully stocked -Helpful host—quick responsive communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Bold Italic | Esquire | Refinery 29| Bon Traveler | Sunset Magazine

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

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

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!!

Happy House Getaway - Pool, Hot Tub & Wine Country
Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194

Wine Country Gem - Sonoma Cottage with Pool Oasis
Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N
Popular amenities for Geyserville rentals with a pool
House rentals with a pool

Magical Wine Country Compound – Epic Views & Pool

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

Modern wine country stunner!

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Spacious home w/heated pool/hot tub, lovely yard

Luxury home (+ pool house) with views, pool & spa

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Leo’s Lodge - Lux Retreat with Pool and Hot Tub
Apartment rentals with a pool

WorldMark Clear Lake 2 Bedroom@NICE!

WorldMark Windsor, CA

WM-Clear Lake-1BD nature - 1BD

Clearlake Baecation for 2 Luxury Resort - Sleeps 2

3bdm-condo Windsor-WorldMark Resort

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

Windsor, CA. - Windsor Resort - 3-Bd

Wine Country, CA, 3-Bedroom #1
Other holiday rentals with a pool

Pool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.

Wine Country Retreat | Near Healdsburg

Creekside Zen Writer's Cabin, Hottub, Tearoom

Sebastopol Retreat w/Hot Tub, Pool, Barn + Orchard

Lazy Coyote Ranch: 3bd 2ba, + pool on 42 acres

Adventures surround this charming 2bedroom home.

Casa Pavone, by Vinifera Homes

Healdsburg Homestead | A Wine Country Escape
When is the best time to visit Geyserville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 107 | € 123 | € 107 | € 119 | € 122 | € 123 | € 107 | € 120 | € 119 | € 116 | € 108 | € 107 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about holiday rentals with a pool in Geyserville

Total holiday rentals
Explore 30 holiday rentals in Geyserville

Nightly prices starting at
Geyserville holiday rentals start at € 77 per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
30 of Geyserville holiday rentals include wifi 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
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- Rentals with a hot tub Geyserville
- Pet-friendly rentals Geyserville
- Rentals with a washing machine and dryer Geyserville
- Family-friendly rentals Geyserville
- Rentals with a fireplace Geyserville
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- Rentals with pools Sonoma County
- Rentals with pools California
- Rentals with pools United States
- Lake Berryessa
- Jenner Beach
- Brazil Beach
- Santa Maria Beach
- Manchester State Park
- Clam Beach
- Schoolhouse Beach
- Point Reyes Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Drakes Beach
- Caymus Vineyards
- Johnson's Beach
- Bowling Ball Beach
- Mayacama Golf Club
- Limantour Beach
- Trione-Annadel State Park
- Sonoma Coast State Park
- North Salmon Creek Beach
- Portuguese Beach
- Silver Oak Cellars
- The Links at Bodega Harbour
- Cooks Beach




