
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.

Charming Condo: King Bed, Pool Access, 2 Patios
Plan an unforgettable and romantic stay for 2 in this comfortable condo conveniently located just off the condominium pool and parking lot. You’ll love having intimate conversations on the front porch and backyard patio. Enjoy access to resort amenities, restaurants, pool, Tesla charging station, laundry, and more. Guests rave about cleanliness, décor, and responsive host. You’ll look forward to returning to your home base after experiencing wine-tastings or exploring downtown Napa/Yountville!

Vineyard Home • Steps 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 fully stocked kitchen -Helpful host—quick responsive communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

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.

Enjoy autumn and beyond 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

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

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.

Wine Country Luxury Retreat - Pool Sauna Spa Views
Welcome to Sonoma Valley Retreat! The Luxury Mediterranean-inspired resort style house in the middle of a world-class wine country. 3600 Square feet House is located in the world-famous Sonoma Valley and is perfect for all your vacation needs. It's where style and sophistication meets entertainment and fun. Enjoy stunning outdoor amenities; one of a kind round soaking pool private pool with spa, pine wood sauna and breathtaking garden, mountain views

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

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 County Oasis with Heated Pool
Spacious tropical-themed home with pool and hot tub in a very quiet neighborhood. Less than 15 minutes from groceries, restaurants, and wineries. No parties, events, smoking, or use of music speakers outside. No use of the outdoor space past 10pm. The pool is heated from March 20 - December 1. Permit SRV23-034 TOT #3476
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool

Sonoma Country Club Wine Country w/ pool

Wine Country Retreat- Privacy-Spa/Pool/Games

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

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

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat
Apartment 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

Fairways Silverado Golf and Country

One Bedroom Cottage Along the Napa River

*Fairway Retreat at Silverado

Your wine and wellness retreat at Silverado Resort
Other holiday rentals with a pool

Cozy Santa Rosa Home with Scenic Views

Hidden Apartment at UpValley Inn & Hot Springs

707 BARREL LOUNGE Cottage

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Wine Country Estate: Pool, Spa & Vineyard Views

Sunset Cottage Relax and Enjoy!

Glen Ellen Gem-2 Bed/2 Bath Oasis + Stunning Pool

Calistoga Vista | A Wine Country Escape
When is the best time to visit Calistoga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $406 SGD | $423 SGD | $419 SGD | $465 SGD | $556 SGD | $536 SGD | $570 SGD | $562 SGD | $522 SGD | $380 SGD | $508 SGD | $412 SGD |
| 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 40 holiday rentals in Calistoga

Nightly prices starting at
Calistoga holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Calistoga holiday rentals include wifi access

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

4.7 Average rating
Calistoga stays receive an average rating of 4.7 out of 5 from guests
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