
Vacation rentals in Healdsburg
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Top-rated vacation rentals in Healdsburg
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Popular amenities for Healdsburg vacation rentals
Other great vacation rentals in Healdsburg
Guest favourite

Cottage in Healdsburg
4.95 out of 5 average rating, 63 reviewsVineyard views close to town w/ free EV charger
Top guest favourite

Home in Geyserville
5 out of 5 average rating, 61 reviewsSpectacular views from hot tub
Top guest favourite

Place to stay in Sebastopol
5 out of 5 average rating, 100 reviewsThe Sonoma Spyglass | Incredible Views + Sauna
Guest favourite

Home in Healdsburg
5 out of 5 average rating, 49 reviewsSpacious Healdsburg Home - Walk to the Square!
Guest favourite

Home in Healdsburg
4.94 out of 5 average rating, 90 reviewsVineyards Edge: Pool, Spa, 1G, Bikes- 1m to town
Top guest favourite

Home in Healdsburg
5 out of 5 average rating, 32 reviewsHealdsburg Vineyard Home - 3BD + Den, Spa, Bocce
Top guest favourite

Home in Healdsburg
5 out of 5 average rating, 36 reviewsHealdsburg Plaza Charmer w/ Hot Tub!
Top guest favourite

Cottage in Healdsburg
5 out of 5 average rating, 95 reviewsModern, Secluded Retreat - Walk to the Plaza!
Quick stats about vacation rentals in Healdsburg
Total rentals
140 properties
Nightly prices starting at
$136 CAD before taxes and fees
Total number of reviews
6.5K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Brazil Beach
- Clam Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Drakes Beach
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Doran Beach
- Safari West
- Dominus Estate
- Bowling Ball Beach
- Caymus Vineyards
- Mayacama Golf Club
- Sonoma Coast State Park
- Trione-Annadel State Park
- Point Reyes Beach
- Johnson's Beach
- Cooks Beach
- Pebble Beach
- Gleason Beach