
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.

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.

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.

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

The Deer Retreat – Privacy and Comfort
At the end of a private road (recently redone), the Deer Retreat offers privacy to enjoy the newly renovated pool, the hot tub, and the full outdoor kitchen. With sprawling views of a large private backyard, you will be sure to spot some deers or wild turkeys who call this peaceful place home. When staying inside, you will enjoy the privacy of the 2 large en-suite master bedrooms which are located at opposite ends of the house, or regroup in the large vaulted living room with open kitchen.

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

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!

Modern mid-century-inspired, Deer Ranch
Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

Luxe 1BR Condo Par Excellence at Silverado Resort
Experience the allure of Napa Valley in this sleek condo at Silverado Resort. Enjoy modern comforts and amenities in a stunning setting perfect for a romantic escape, a fun getaway with friends, or a peaceful retreat after wine tasting. Just 10 mins from downtown Napa, with wineries nearby and many more within a 15-min drive. Luxuriate in the modern design, a plush King bed with bamboo linens, and two electronic fireplaces for a cozy ambiance.

Getaway in Napa! Bowling, Spa and More all Open!
Many of the area's most awarded wineries are just a short drive away. Only 10 minutes from downtown, home to Oxbow Public Market and the Napa Valley Wine Train, shopping & world-class dining. • Guest checking in must be 21+ with valid ID & card for $250/night refundable security deposit (credit card only) • Resort fee of $6.32+tax/night paid at check-in • Name on reservation must match photo ID at check-in
Popular amenities for Calistoga rentals with a pool
House rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

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

Spectacular Stone Pool/Spa with Views; Near Plaza

STAY AWHiLE Hot Tub Walk 2 Guerneville Yard

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

Luxe Silverado Condo Golf Course View | 2 Bed

Silverado Resort Dual Suite golf course villa

Remodeled Napa, CA Silverado Golf Course Condo

Wine Country Living at it's best at Silverado CC

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 vacation rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Luxurious 3-Bedroom Home in Healdsburg

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

Hidden Apartment at UpValley Inn & Hot Springs

Luxury! Cigar Lounge, Pool, Hot Tub, BBQ, GAMES

Petaluma Wine Country relaxing get away w/pool/spa

Private Sonoma Vineyard Estate + pool, spa, views

Ravenwood Wine County Retreat w/ 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 | $425 CAD | $443 CAD | $439 CAD | $487 CAD | $583 CAD | $562 CAD | $598 CAD | $589 CAD | $547 CAD | $394 CAD | $402 CAD | $356 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 |
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 $137 CAD 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 and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Calistoga vacation 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!
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- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Jenner Beach
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- Doran Beach
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- Safari West
- Johnson's Beach
- Sonoma Coast State Park
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- Armstrong Redwoods State Natural Reserve
- University of California - Davis
- V. Sattui Winery
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