
Vacation rentals with a pool in Geyserville
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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

Wine Country Retreat w Pool & Spa-1 Acre Grounds
This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up hwy 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in an upscale, quiet, peaceful neighborhood.

Pacific Gardens Retreat
Enjoy a tranquil art filled garden escape at our pet friendly home! Whether you are soaking in the hot tub after a day of wine tasting or having dinner with friends this indoor/outdoor living retreat will leave you feeling relaxed. Well stocked kitchen, fast wifi and walking distance to downtown. Great restaurants and breweries nearby. Well behaved non destructive pets are welcome in this home. It may not be a fit if you have severe allergies though we do our best to clean very thoroughly.

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

Islands in the Sky, Views, Pool, Jacuzzi & Sauna
West of Cloverdale, 7 mi. Beautiful Yorkville, 1800 ft. elev. 164 ac. mountain ranch, vineyard & winery. Large private 2nd floor suite, 1-5 guests. 1 extra guest, have bed for 1 more. High ceilings, skylights & fans. Living rm, bedrm. area, kitchen, dining, full bath & balcony deck. Hardwood floors, Air cond. Heating. garden deck, hiking, pool, jacuzzi, sauna, cooling rm. 1/2 bath. Wine tasting by appoint. $25. per guest Rustic setting, valley views. Above the fogline, sunny & starry sky.

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

Name'Stay - A Peaceful Zen Retreat
Welcome to Nama'Stay. One of the most sought out rentals in the Russian River area, for a good reason. Featuring fastest local Internet available. Low cleaning fee and minimal check-out requirements. Located steps away from the Rio Nido Roadhouse resort. Immediate neighbor to Korbel. Just 1.25 miles from downtown Guerneville. Perfect for a couple, or group up to 4. Modern and renovated 2BD with Private hot tub. Professionally cleaned and managed. Fully stocked with amenities.

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

2 Wine Country Gem 2 Bedroom Upstairs
Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Modern mid-century-inspired, Deer Ranch
Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

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!!
Popular amenities for Geyserville rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

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

Spectacular Stone Pool/Spa with Views; Near Plaza

Serene Wine Country Retreat with Pool & Hot Tub

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

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Eco-Chic Sunset Glidehouse-hottub, mountain views
Condo rentals with a pool

WorldMark Clear Lake 2 Bedroom@NICE!

WorldMark Windsor, CA

WM-Clear Lake-1BD nature - 1BD

Santa Rosa - Self Contained Suite 5 Mins Away

2Bdm Condo Windsor WM Resort#4

Clearlake Baecation for 2 Luxury Resort - Sleeps 2

1 BR Worldmark Windsor Resort Condo Wine Country

AMAZING Studio Condo in Clear Lake, CA! GREAT VIEW
Other vacation rentals with a pool

An Italian Villa in the heart of Napa Valley!

Creekside Zen Writer's Cabin, Hottub, Tearoom

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

Wine Country Estate: Pool, Spa & Vineyard Views

Adventures surround this charming 2bedroom home.

Chianti | Luxury Ranch w/Pickleball, Pool, Hot Tub

Wildwood Retreat and Pool

Haven with Pool, Hot Tub and Tastings Included
When is the best time to visit Geyserville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ459 | ﺩ.ﺇ529 | ﺩ.ﺇ459 | ﺩ.ﺇ510 | ﺩ.ﺇ521 | ﺩ.ﺇ529 | ﺩ.ﺇ459 | ﺩ.ﺇ514 | ﺩ.ﺇ510 | ﺩ.ﺇ496 | ﺩ.ﺇ463 | ﺩ.ﺇ459 |
| 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 |
Destinations to explore
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- Pet-friendly rentals Geyserville
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- Rentals with a hot tub Geyserville
- Family-friendly rentals Geyserville
- Rentals with pools Sonoma County
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- Lake Berryessa
- Jenner Beach
- Manchester State Park
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Shell Beach
- Charles M. Schulz Museum
- Chateau St. Jean
- Jack London State Historic Park
- V. Sattui Winery
- Point Reyes National Seashore
- Healdsburg Plaza
- Francis Ford Coppola Winery
- Artesa Vineyards & Winery
- St. Francis Winery and Vineyard
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Sugarloaf Ridge State Park




