
Vacation rentals with a pool in Calistoga
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Top-rated rentals with a pool in Calistoga
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.

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa
Enjoy our vineyard view and a glass of wine by the firepit! Relax in our ONE BEDROOM SUITE, ON THE LOWER LEVEL OF OUR TRI-LEVEL HOME. Conveniently located in N. Napa, we're near Alston Park for hiking, wineries, places to eat & shop. Enjoy a fresh-baked BREAKFAST, a dip in the pool (heated mid-June to Sept), spa (year-round) & many places for relaxing. Our suite is well appointed with a comfortable bed, fine linens, duvet, robes & slippers. DRIVING SERVICES may be added to enhance your tours.

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.

Serene 1 BR Condo at Silverado Resort
Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

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

Happy House Getaway - Pool, Hot Tub & Wine Country
Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub 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

An Italian Villa in the heart of Napa Valley!
Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

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

Sustainable Luxury Barn - Secluded Sonoma Retreat!
Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Romantic Tropical Garden Casita
As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.

Silverado Resort Condo with Pool
Beautiful and spacious 1bd/1ba resort condo with a pool, ideal for relaxation! Explore everything Silverado has to offer, while staying in this bright and renovated condo, which features an open plan living room and dining area, a kitchen and a large bedroom suite with a king size bed, and is equipped with all the amenities you may need.

Sonoma Mountain Retreat
Your private poolhouse room comes complete with Queen bed , pool table, bathroom, outdoor kitchen with BBQ cooktop, refrigerator, 2 TV's (1 inside and 1 outside) and an outdoor fireplace. Rental includes use of pool (seasonal, during summer) and bocce ball court for entertaining. Several wineries are close by.
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Vineyard Vista, Modern Farmhouse Cottage with Pool

Private, Warm & Cozy + Spa + Pool + Fire Pit + WiFi!

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

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

Silverado Napa Remodeled 3 bed 2 bath

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

Vineyard Retreat • Press Pick • Walk to Wineries
Condo rentals with a pool

Fairway Getaway

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

*Fairway Retreat at Silverado

One Bedroom Cottage Along the Napa River

Your wine and wellness retreat at Silverado Resort

1 bed | 1 bath | Silverado Resort Experience
Other vacation rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

Hidden Apartment at UpValley Inn & Hot Springs

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Petaluma Wine Country relaxing get away w/pool/spa

Calistoga Vista-Pool, Hot Tub - Tastings Included

Peaceful 2BR 1.5BA Oasis, Seasonal Pool & Hot Tub

Historic D Street Private Bungalow!
When is the best time to visit Calistoga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,082 GYD | G$67,802 GYD | G$67,175 GYD | G$74,499 GYD | G$89,148 GYD | G$86,009 GYD | G$91,450 GYD | G$90,194 GYD | G$83,707 GYD | G$60,269 GYD | G$61,524 GYD | G$54,409 GYD |
| 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 vacation rentals with a pool in Calistoga

Total vacation rentals
Explore 50 vacation rentals in Calistoga

Nightly prices starting at
Calistoga vacation rentals start at G$20,927 GYD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Calistoga vacation rentals include wi-fi access

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

4.8 Average rating
Calistoga stays are highly rated by guests—averaging 4.8 out of 5!
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