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 Cloverdale
4.86 out of 5 average rating, 110 reviewsWoodhawk Manor of Alexander Valley
Home in Windsor
4.93 out of 5 average rating, 148 reviewsLuxurious home and pool
Home in Sonoma
4.94 out of 5 average rating, 141 reviewsCasa Sonoma-Pool, Spa, Bocce
Home in Sebastopol
4.98 out of 5 average rating, 153 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
Home in Glen Ellen
5.0 out of 5 average rating, 130 reviewsTuscan Wine Country Villa with Pool sleeps 6
Home in Sebastopol
4.93 out of 5 average rating, 149 reviewsGorgeous West County Sonoma retreat
Home in Santa Rosa
4.98 out of 5 average rating, 166 reviewsHappy House w/large pool, hot tub & chefs kitchen
Home in Sonoma
4.99 out of 5 average rating, 217 reviewsQuiet Mid Century Sonoma with Pool/Spa
Apartment rentals with a pool
Apartment in Napa
4.98 out of 5 average rating, 160 reviewsElegant Napa Escape
Apartment in Napa
4.98 out of 5 average rating, 133 reviewsChic Retreat at Silverado: Pool Access, Kitchen
Apartment in Napa
4.99 out of 5 average rating, 333 reviewsSilverado Resort! Large 1BR Mountain View, Balcony
Apartment in Napa
4.87 out of 5 average rating, 223 reviews♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries
Apartment in Napa
4.95 out of 5 average rating, 139 reviewsSilverado Resort Condo with Pool
Apartment in Napa
4.99 out of 5 average rating, 114 reviewsSilverado Resort Dual Suite golf course villa
Apartment in Napa
4.99 out of 5 average rating, 156 reviewsChic 1 BR Condo Par Excellence at Silverado Resort
Apartment in Napa
4.83 out of 5 average rating, 108 reviews2 bed I Silverado Resort & Spa in Napa - Wine Town
Home rentals with a private pool
Home in Sonoma
4.93 out of 5 average rating, 242 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Home in Sonoma
4.82 out of 5 average rating, 347 reviewsFamily Home - Heated Pool, Hot Tub, bikes, firepit
Home in Guerneville
4.91 out of 5 average rating, 162 reviewsRiverside Lodge House in Guerneville
Home in Guerneville
4.83 out of 5 average rating, 161 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
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
€ 157 before taxes and fees
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