Vacation 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.
Vacation 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 Kenwood
4.99 out of 5 average rating, 271 reviewsSonoma Vineyard Home With Pool & Stunning Views
Dec 8 – 15
Home in Santa Rosa
4.98 out of 5 average rating, 101 reviewsPacific Gardens Retreat
Apr 27 – May 4
Home in Glen Ellen
5.0 out of 5 average rating, 127 reviewsTuscan Wine Country Villa with Pool sleeps 6
Dec 17 – 24
Home in Santa Rosa
4.98 out of 5 average rating, 164 reviewsHappy House w/large pool, hot tub & chefs kitchen
Nov 28 – Dec 5
Home in Forestville
4.87 out of 5 average rating, 266 reviewsHazels Hideaway Hot Tub Redwoods Bonus Room
Jul 23 – 30
Home in Sebastopol
4.92 out of 5 average rating, 146 reviewsGorgeous West County Sonoma retreat
Jun 4 – 11
Home in Sonoma
4.94 out of 5 average rating, 140 reviewsCasa Sonoma-Pool, Spa, Bocce
Oct 22 – 29
Home in Sonoma
4.92 out of 5 average rating, 182 reviewsHouse on Broadway at the Plaza!
Sep 12 – 19
Condo rentals with a pool
Condo in Napa
4.99 out of 5 average rating, 327 reviewsSilverado Resort! Large 1BR Mountain View, Balcony
Aug 22 – 29
Condo in Napa
4.98 out of 5 average rating, 129 reviewsChic Retreat at Silverado: Pool Access, Kitchen
Jul 5 – 12
Condo in Napa
4.98 out of 5 average rating, 157 reviewsElegant Napa Escape
Sep 28 – Oct 5
Condo in Napa
4.87 out of 5 average rating, 223 reviews♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries
Dec 31 – Jan 7
Condo in Napa
4.95 out of 5 average rating, 136 reviewsSilverado Resort Condo with Pool
Sep 22 – 29
Condo in Napa
4.89 out of 5 average rating, 200 reviewsPrivate Cozy Romantic Resort Napa Valley Sleeps 4
Condo in Napa
4.99 out of 5 average rating, 153 reviewsChic 1 BR Condo Par Excellence at Silverado Resort
Jul 8 – 15
Condo in Napa
4.99 out of 5 average rating, 111 reviewsSilverado Resort Dual Suite golf course villa
Jan 10 – 17
Home rentals with a private pool
Home in Sonoma
4.93 out of 5 average rating, 241 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Sep 4 – 11
Home in Sonoma
4.82 out of 5 average rating, 346 reviewsFamily Home - Heated Pool, Hot Tub, bikes, firepit
Nov 26 – Dec 3
Home in Guerneville
4.91 out of 5 average rating, 162 reviewsRiverside Lodge House in Guerneville
Nov 4 – 11
Home in Guerneville
4.83 out of 5 average rating, 160 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
Jan 31 – Feb 7
Quick stats about vacation 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
$170 before taxes and fees
Destinations to explore
- Sacramento Vacation rentals
- Berkeley Vacation rentals
- Palo Alto Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Bay Vacation rentals
- Napa Valley Vacation rentals
- Oakland Vacation rentals
- Mountain View Vacation rentals
- Napa Vacation rentals
- Stanford Vacation rentals
- San Jose Vacation rentals
- San Francisco Vacation rentals
- Rentals with pools United States
- Rentals with pools San Francisco
- Rentals with pools California
- Rentals with pools Sacramento
- Rentals with pools Berkeley
- Rentals with a washer and dryer Healdsburg
- House rentals Healdsburg
- Cottage rentals Healdsburg
- Rentals with a patio Healdsburg
- Family-friendly rentals Healdsburg
- Villa rentals Healdsburg
- Monthly Rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Rentals with an EV charger Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Cabin rentals Healdsburg
- Rentals with a hot tub Healdsburg
- Rentals with a fireplace Healdsburg
- Rentals with pools Sonoma County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom