
Vacation rentals with a pool in Calistoga
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Calistoga
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.

Wildwood Retreat and Pool
The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

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.

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.

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

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food
Escape to our cozy Mid-Century Modern home in the heart of Sonoma Wine Country. A 10 min drive to some of the best wineries in the world! Relax in the large pool & hot tub, grill on the Traeger for BBQ dinners + pets are welcome! Walking distance to Howarth Park, Spring Lake, in the neighborhood of Annadel State Park for hiking & biking. One block from Montgomery Village, full of boutique shops & Wine-Country restaurants. A 20 minute drive to Sonoma, & near Healdsburg, Kenwood + Bodega Bay.

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.

Nice home, wineries, heated pool, hottub fire pit
This newly remodeled home is your perfect vacation rental. It features a heated pool for you to enjoy year round! There is also a brand new hot tub for an extra dose of relaxation. Enjoy your meal outside around the fire pit table or in the large open kitchen area of the home. If you want a little more privacy, there is an additional side yard with its own fire pit for you to sneak away to. With its prime location (only 20 min to Sonoma) this is the Wine Country home for you!

Spring Stay at Silverado | King 1BR
Soak up Napa’s sunshine just steps from top wineries in this stylish retreat. Unwind in a king suite with two private patios—perfect for morning coffee or evening wine. Enjoy resort perks like a pool, on-site dining, Tesla charger, and laundry. Guests love the spotless space, chic décor, and attentive host. An ideal home base for wine tasting, downtown Napa, and Yountville. in Wine Country.
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Vineyard Vista, Modern Farmhouse Cottage with Pool

Sonoma Country Club Wine Country w/ pool

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

Serene Wine Country Retreat with Pool & Hot Tub

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
Condo rentals with a pool

Fairway Getaway

Silverado Resort Dual Suite golf course villa

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

*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

Creekside Zen Writer's Cabin, Hottub, Tearoom

Hidden Apartment at UpValley Inn & Hot Springs

Wine County Opulent Villa Pool/Hot Tub-Upper Level

1 BR suite in Rock & Roll History

Spacious wine country villa with pool

La Cava -Valley of the Moon

Peaceful 2BR 1.5BA Oasis, Seasonal Pool & Hot Tub
When is the best time to visit Calistoga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$64,896 GYD | G$67,609 GYD | G$66,983 GYD | G$74,286 GYD | G$88,893 GYD | G$85,763 GYD | G$91,188 GYD | G$89,936 GYD | G$83,468 GYD | G$60,097 GYD | G$61,349 GYD | G$54,254 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$20,867 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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