Holiday rentals with a pool in Healdsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Healdsburg
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg rentals with a pool
House rentals with a pool
Home in Sebastopol
4.98 out of 5 average rating, 150 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
13–20 Feb
Home in Santa Rosa
4.98 out of 5 average rating, 101 reviewsPacific Gardens Retreat
6–13 Dec
Home in Kenwood
4.99 out of 5 average rating, 270 reviewsSonoma Vineyard Home With Pool & Stunning Views
5–12 Dec
Home in Sonoma
4.92 out of 5 average rating, 182 reviewsHouse on Broadway at the Plaza!
6–13 Oct
Home in Sonoma
4.99 out of 5 average rating, 215 reviewsQuiet Mid Century Sonoma with Pool/Spa
10–17 Nov
Home in Forestville
4.87 out of 5 average rating, 265 reviewsHazels Hideaway Hot Tub Redwoods Bonus Room
22–29 Aug
Home in Cazadero
4.95 out of 5 average rating, 182 reviews"La Masia" -Stunning! Heated Pool, Spa
1–8 Oct
Home in Santa Rosa
4.98 out of 5 average rating, 164 reviewsHappy House w/large pool, hot tub & chefs kitchen
7–14 Jun
Apartment rentals with a pool
Apartment in Napa
4.82 out of 5 average rating, 126 reviewsStudio Suite at Napa Resort with Wine Tasting Cave
Apartment in Napa
4.98 out of 5 average rating, 125 reviewsChic Retreat at Silverado: Pool Access, Kitchen
16–23 Jun
Apartment in Napa
4.99 out of 5 average rating, 324 reviewsSilverado Resort! Large 1BR Mountain View, Balcony
7–14 Aug
Apartment in Napa
4.89 out of 5 average rating, 199 reviewsPrivate Cozy Romantic Resort Napa Valley Sleeps 4
19–24 May
Apartment in Napa
4.86 out of 5 average rating, 222 reviews♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries
26 Dec – 2 Jan
Apartment in Napa
4.98 out of 5 average rating, 156 reviewsElegant Napa Escape
21–28 Aug
Apartment in Napa
4.95 out of 5 average rating, 134 reviewsSilverado Resort Condo with Pool
25 Jul – 1 Aug
Apartment in Napa
4.99 out of 5 average rating, 153 reviewsChic 1 BR Condo Par Excellence at Silverado Resort
30 Jun – 7 Jul
Home rentals with a private pool
Home in Sonoma
4.93 out of 5 average rating, 240 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
14–21 Sep
Home in Sonoma
4.82 out of 5 average rating, 345 reviewsFamily Home - Heated Pool, Hot Tub, bikes, firepit
23–30 Oct
Home in Guerneville
4.91 out of 5 average rating, 161 reviewsRiverside Lodge House in Guerneville
8–15 Nov
Home in Guerneville
4.83 out of 5 average rating, 160 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
4–11 Dec
Quick stats about holiday rentals with a pool in Healdsburg
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
250 reviews
Nightly prices starting at
₹14,179 before taxes and fees
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