Vacation rentals in Healdsburg
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Healdsburg
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Healdsburg vacation rentals
Other great vacation rentals in Healdsburg
Guest favourite
Cabin in Healdsburg
4.95 out of 5 average rating, 139 reviewsStarlight Grove-a redwood retreat (fiber internet)
Oct. 17 – 24
$1,797 CAD per night
Guest favourite
Home in Healdsburg
4.98 out of 5 average rating, 395 reviewsVineyard Modern Barn House - Dry Creek Valley
Jan. 4 – 11
$761 CAD per night
Guest favourite
Cottage in Cloverdale
4.97 out of 5 average rating, 113 reviewsAsti Ridge Ranch - Private One Bedroom Cottage
May 8 – 15
$285 CAD per night
Guest favourite
Home in Healdsburg
4.93 out of 5 average rating, 526 reviewsHealdsburg Garden House
Jan. 8 – 15
$359 CAD per night
Guest favourite
Cottage in Healdsburg
4.96 out of 5 average rating, 112 reviews❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
Aug. 21 – 28
$923 CAD per night
Guest favourite
Cottage in Healdsburg
5.0 out of 5 average rating, 158 reviewsBee Haven Cottage
Aug. 3 – 10
$468 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 54 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Nov. 17 – 24
$534 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 37 reviewsVineyard views, stunning house & deck
Jan. 3 – 10
$781 CAD per night
Quick stats about vacation rentals in Healdsburg
Total rentals
100 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
$111 CAD 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 a firepit Healdsburg
- Rentals with a washer and dryer Healdsburg
- Villa rentals Healdsburg
- Family-friendly rentals Healdsburg
- Monthly Rentals Healdsburg
- Cabin rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- House rentals Healdsburg
- Rentals with a patio Healdsburg
- Rentals with a hot tub Healdsburg
- Rentals with a fireplace Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with pools Healdsburg
- 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