+49
Calistoga, California
Calistoga Wine Country Ranch
6 Beds
6.5 Baths
12
$2,100/night
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Napa Valley Vacation Rentals with Pool
Private pools, vineyard views, and wine country luxury. Cool off after a day of tasting with your own pool — book direct and save.
21 Properties
With Pool
No Fees
Book Direct
4.9 Rating
Guest Reviews
Handpicked homes in the most desirable neighbourhoods
Unparalleled level of service and attention to detail
Tailor-made stays with our exclusive concierge service
Your Private Pool Retreat in Wine Country
Nothing complements a Napa Valley wine tasting day quite like returning to your own private pool. With summer temperatures regularly reaching 90 to 100 degrees Fahrenheit, a pool transforms your vacation rental from a place to sleep into a full resort-style experience — on your own terms, with no reservations or crowds.
Our pool properties span the best neighborhoods in wine country, from Calistoga estates with volcanic mountain views to St. Helena homes minutes from world-class wineries and dining. Many feature heated pools for shoulder-season comfort, hot tub combinations for evening relaxation, and generous deck areas designed for outdoor entertaining.
Whether you are planning a couples getaway, a family reunion, or a friends trip centered around wine tasting, a private pool adds a layer of luxury that makes the difference between a good trip and an unforgettable one. Browse our collection below and contact our team for personalized recommendations.
Peak Season Ready
June through September brings perfect pool weather with temps reaching the mid-90s. Beat the heat between winery visits.
Wine Tasting Recovery
After 3-4 winery visits, a private pool provides the perfect cool-down. No noise, no crowds — just your group.
Group Friendly
Properties with pools accommodate groups of all sizes with generous deck space, lounge areas, and poolside dining.
12 luxury properties in Napa Valley
+33
Calistoga, California
'Modsita'
2 Beds
1 Bath
4
$950/night
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+80
Calistoga, California
Casa 1 at Ross Ranch
3 Beds
2 Baths
6
$850/night
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+49
Windsor, California
Russian River Estate
4 Beds
3 Baths
8
$2,150/night
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+46
Calistoga, California
Casa Blanca
5 Beds
5 Baths
10
$1,650/night
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+54
St. Helena, California
Villa Luba Helena
5 Beds
5.5 Baths
12
$800/night
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+45
Calistoga, California
Shygusta Ranch
4 Beds
3.5 Baths
8
$1,500/night
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+83
St. Helena, California
Morlet Hilltop House
3 Beds
3 Baths
6
$1,200/night
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+23
Calistoga, California
Morlet Montview House
3 Beds
2 Baths
8
$1,250/night
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+39
St. Helena, California
Napa Valley Vineyard View Estate
5 Beds
5.5 Baths
12
$2,750/night
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+105
Middletown, California
Calistoga Creek Side Mountain Estate
7 Beds
5 Baths
18
$2,750/night
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+31
Calistoga, California
Calistoga Retreat with Amazing Pool
4 Beds
4 Baths
8
$2,450/night
View DetailsShowing 1 to 12 of 21 properties
Frequently Asked Questions
Are the pools at Napa Valley vacation rentals private?
Yes. All pool properties in our collection feature private pools exclusively for your group. Unlike hotel pools, you will never share the space with other guests. Most pools include surrounding deck areas with lounge chairs, shade options, and poolside dining space.
Are pools heated during cooler months in Napa Valley?
Many of our pool properties offer heated pools, extending comfortable swimming from April through October. Some properties include pool heating in the nightly rate, while others offer it as an add-on (typically $50-150/day). Always confirm heating details when booking for shoulder season stays.
Do any Napa Valley rentals have both a pool and hot tub?
Several of our properties feature pool and hot tub combinations, which is the most popular configuration for wine country stays. The pool provides daytime cooling after wine tastings, while the hot tub extends outdoor enjoyment into cooler evenings. Check individual property amenities for specific details.
What is the best time of year for a pool vacation in Napa Valley?
Peak pool season runs June through September when temperatures regularly reach 85-100 degrees Fahrenheit. Shoulder season (April-May and October) offers pleasant pool weather with lower rates and fewer crowds. Properties with heated pools can extend the swim season even further.
Can I host a small gathering at my pool rental?
Most of our properties welcome small gatherings for your registered guests. Some properties accommodate poolside events with outdoor kitchens, BBQ grills, and entertainment areas. Contact us to discuss specific event needs and we will match you with suitable properties.
Read our complete guide: Napa Valley House Rentals with Pool: Summer Luxury Guide
Not sure which property is right?
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