
Holiday 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.

Chic 1 BR Condo Par Excellence at Silverado Resort
Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, 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.

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.

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.

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.

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

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

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

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

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.
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

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

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
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

Cozy Winter Escape • King Bed & Patios

*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

Luxury Container Home w Infinity Pool + 360 Views

NO Cleaning Fee Vino bello Resort Napa - Studio

Hidden Apartment at UpValley Inn & Hot Springs

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Petaluma Wine Country relaxing get away w/pool/spa

Calistoga Cottage - Hot Tub and Tastings Included

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

[Egg Farm Ranch] Heated Pool-Water Slide-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 | € 260 | € 271 | € 268 | € 297 | € 356 | € 343 | € 365 | € 360 | € 334 | € 243 | € 325 | € 264 |
| 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 € 83 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!
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