
Vacation rentals with a pool in Calistoga
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Calistoga

Total vacation rentals
Explore 60 vacation rentals in Calistoga

Nightly prices starting at
Calistoga vacation rentals start at $140 CAD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Calistoga vacation 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
Top-rated rentals with a pool in Calistoga
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Silverado! Luxe King Suite Mountain View Balcony
Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

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.

Vineyard Haven: Pool, Hot Tub & Wine Country Charm
Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.

Designer Sonoma Getaway with Pool, Hot Tub & 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.

Pool & garden getaway 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

Modern wine country stunner with pool & pickleball
Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4481N

Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard
Welcome to your private retreat on a fenced 1.3-acre property minutes from Sebastopol & Occidental. Enjoy a heated, covered pool (shallow end for kids), hot tub, and a large outdoor area with orchard, vegetable garden, and outdoor kitchen w/ pizza oven & grill. The game barn features a projector, air hockey, ping pong, darts, and cornhole. Pet & family-friendly, with a 2-car garage, EV charger, and fast WiFi. Minutes to top wineries. Spotless, designer-decorated home with a responsive host.

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

Pool View Retreat at Silverado Resort 10 min to DT
Soak up sunny days at Silverado Resort, perfectly located near Napa Valley’s top wineries and attractions. This light-filled condo features two king beds, a well-equipped kitchen, cozy fireplace, and a balcony overlooking the pool—ideal for morning coffee or an evening glass of wine. Enjoy resort dining, pools, Tesla charging, on-site laundry, and more. Guests love the spotless space, coastal-inspired decor, and responsive host—a perfect spring escape in the heart of Wine Country.

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
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Modern Log Cabin w/ Pool, Spa & FP Near DT & River

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

Silverado Napa Remodeled 3 bed 2 bath

Homestead with Pool Hot Tub and Tastings Included

Large Charming Home Surrounded by a Vineyard

Pacific Gardens Retreat
Condo rentals with a pool

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

1 bed | 1 bath | Silverado Resort Experience

Resort Living w/ Pools - 2 Bdm Condo Slps 6

Beautiful Premium Jr Suite, Silverado Resort & Spa

Fairway Escape | BBQ | Firepit | Golf Course View
Other vacation rentals with a pool

An Italian Villa in the heart of Napa Valley!

Alta Mayacama | Views, Hot Tub, Plunge Pool

Hidden Apartment at UpValley Inn & Hot Springs

Farm Cottage With Private Pool

Wine Country Gem - Sonoma Cottage with Pool Oasis

2bdr/2ba Silverado Resort : Gated + Golf Views

When in Glen | Views | Pool & Hot Tub

Romantic Tropical Garden Casita
When is the best time to visit Calistoga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $377 CAD | $369 CAD | $433 CAD | $499 CAD | $597 CAD | $576 CAD | $613 CAD | $604 CAD | $561 CAD | $404 CAD | $412 CAD | $365 CAD |
| 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 |
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