
Holiday 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.

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.

Luxe WineCountry getaway with Pool, hottub & 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.

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.

Winter special on now in beautiful Sonoma Valley!
Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

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

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.

Luxury home, heated spa tub, walk to restaurants
Luna Lodge, a 3 bedroom 2 bath Glen Ellen village luxury home in the heart of Sonoma wine country. The home has a beautiful garden with spa pool by a peaceful creek. Everything you need for a great vacation is at your fingertips. Situated on a quiet lane, 5 min walk to wine tasting rooms, top restaurants, food markets. Enjoy a gourmet private chef dinner while at the home. Let us know if you are interested and we will help you arrange a very special dining experience.

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 # SVR25-160

Vineyard Retreat • Press Pick • Walk to Wineries
WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Stylish interior with thoughtful amenities - Chef-ready, fully stocked kitchen - Ultra-fast, reliable WiFi - Attentive, responsive host
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

House on Broadway • Steps to Plaza + Pool

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Vineyard Vista, Modern Farmhouse Cottage with Pool

Sonoma Country Club Wine Country w/ pool

Vineyard-House Escape in Sonoma Wine Country

STAY AWHiLE Guerneville Hot Tub Fireplace Yard

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

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

Silverado Resort Dual Suite golf course villa

Silverado! Luxe 1BR King Suite This View! Balcony

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
Other holiday rentals with a pool

Hidden Apartment at UpValley Inn & Hot Springs

707 BARREL LOUNGE Cottage

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Immaculate 2 bd 2 bath at Silverado Country Club

Calistoga Cottage - Hot Tub and Tastings Included

Best View Wine Country Oasis: Pool-Hot tub-Sauna

Ravenwood Wine County Retreat w/ Pool & Hot Tub!

Wildwood Retreat and Pool
When is the best time to visit Calistoga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £232 | £241 | £239 | £265 | £317 | £306 | £326 | £321 | £298 | £217 | £290 | £235 |
| 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 Calistoga

Total holiday rentals
Explore 50 holiday rentals in Calistoga

Nightly prices starting at
Calistoga holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Calistoga holiday rentals include wifi 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!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Flat rentals Calistoga
- House rentals Calistoga
- Cottage rentals Calistoga
- Rentals with a fireplace Calistoga
- Boutique hotels Calistoga
- Rentals with a washing machine and dryer Calistoga
- Villa rentals Calistoga
- Family-friendly rentals Calistoga
- Rentals with a patio Calistoga
- Hotel rooms Calistoga
- Rentals with breakfast Calistoga
- Cabin rentals Calistoga
- Rentals with a firepit Calistoga
- Rentals with a hot tub Calistoga
- Rentals with outdoor seating Calistoga
- Pet-friendly rentals Calistoga
- Beachfront rentals Calistoga
- Rentals with a sauna Calistoga
- Rentals with pools Napa County
- Rentals with pools California
- Rentals with pools United States
- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Bolinas Beach
- Jenner Beach
- Mount Tamalpais State Park
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Jack London State Historic Park
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Point Reyes National Seashore
- Francis Ford Coppola Winery
- Healdsburg Plaza
- University of California - Davis
- Artesa Vineyards & Winery
- Buena Vista Winery
- St. Francis Winery and Vineyard




