The Best Airbnb Deals in
Healdsburg, California

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Healdsburg, California. Enter your travel dates to find the best deals!

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AirDNA Score: 93
$550/night

Healdsburg Contemporary Cottage With Lush Backyard Patio

1 bed
1 bath
2 guests
Average Price:  
$632
13% Cheaper
than normal
AirDNA Score: 86
$189/night

Healdsburg Garden House

2 beds
2 baths
6 guests
Average Price:  
$210
10% Cheaper
than normal
AirDNA Score: 86
$250/night

The laundry room

1 bed
1 bath
2 guests
Average Price:  
$276
9% Cheaper
than normal
AirDNA Score: 85
$295/night

Bee Haven Cottage

1 bed
1 bath
2 guests
Average Price:  
$326
10% Cheaper
than normal
AirDNA Score: 81
$795/night

Contemporary New Home in the Heart of Wine Country

3 beds
2 baths
6 guests
Average Price:  
$896
11% Cheaper
than normal
AirDNA Score: 79
$240/night

Bunkhouse at Side Road Farm

1 bed
1 bath
2 guests
Average Price:  
$265
9% Cheaper
than normal
AirDNA Score: 79
$450/night

The Wine Ranch

3 beds
2.5 baths
8 guests
Average Price:  
$487
8% Cheaper
than normal
AirDNA Score: 79
$395/night

Tranquil location, hot tub, fire pit, game room!

3 beds
2 baths
6 guests
Average Price:  
$523
24% Cheaper
than normal
AirDNA Score: 78
$1490/night

Large Outdoor Kitchen, Pool, Hot Tub, Firepit

3 beds
2.5 baths
8 guests
Average Price:  
$1860
20% Cheaper
than normal
AirDNA Score: 75
$163/night

Dry Creek Valley Vineyard Cottage Long Term Stay

1 bed
1 bath
4 guests
Average Price:  
$315
48% Cheaper
than normal
AirDNA Score: 71
$1250/night

Casa de Campo 4/3 house with pool

4 beds
3 baths
10 guests
Average Price:  
$1155
8% More
than normal
AirDNA Score: 71
$119/night

B - Wine Country Getaway

1 bed
1 bath
4 guests
Average Price:  
$164
27% Cheaper
than normal
AirDNA Score: 71
$620/night

Chix Villa- on our family century+ Zin vineyard

1 bed
1 bath
2 guests
Average Price:  
$649
4% Cheaper
than normal
AirDNA Score: 71
$109/night

D - Enjoy cabin feels minutes from town

1 bed
1 bath
2 guests
Average Price:  
$145
25% Cheaper
than normal
AirDNA Score: 71
$800/night

Modern Home in Hburg Wine Country

3 beds
4 baths
6 guests
Average Price:  
$863
7% Cheaper
than normal
AirDNA Score: 71
$261/night

Healdsburg Roost in city center

1 bed
1 bath
2 guests
Average Price:  
$267
2% Cheaper
than normal
AirDNA Score: 69
$925/night

Private Dry Creek Family Retreat w/ Amazing Views

3 beds
2 baths
6 guests
Average Price:  
$1077
14% Cheaper
than normal
AirDNA Score: 67
$1595/night

Zoella Vineyard-A Wine Country Vineyard Estate

5 beds
3.5 baths
10 guests
Average Price:  
$1907
16% Cheaper
than normal
AirDNA Score: 65
$150/night

Views, 50 Acres, 10 Min to Town

2 beds
2 baths
4 guests
Average Price:  
$104
44% More
than normal
AirDNA Score: 65
$1595/night

Grand Winery Estate House

3 beds
4.5 baths
10 guests
Average Price:  
$1926
17% Cheaper
than normal
AirDNA Score: 64
$175/night

Quail''s Gate River Cabin

2 beds
1 bath
2 guests
Average Price:  
$208
16% Cheaper
than normal
AirDNA Score: 64
$178/night

Wine Country Cottage in Healdsburg

1 bed
1 bath
2 guests
Average Price:  
$227
22% Cheaper
than normal
AirDNA Score: 64
$245/night

Morning Dew - A Riverfront Healdsburg Home

3 beds
2 baths
4 guests
Average Price:  
$292
16% Cheaper
than normal
AirDNA Score: 64
$725/night

Cypress House & Studio, Walk to Healdsburg Plaza

3 beds
3 baths
8 guests
Average Price:  
$782
7% Cheaper
than normal
AirDNA Score: 63
$425/night

Vineyard views close to town w/ free EV charger

1 bed
1 bath
2 guests
Average Price:  
$527
19% Cheaper
than normal
AirDNA Score: 60
$1700/night

Trinite Estate

5 beds
4.5 baths
10 guests
Average Price:  
$1761
3% Cheaper
than normal
AirDNA Score: 60
$453/night

Dry Creek w/Hot Tub, Bocce, Vineyard Views

2 beds
1 bath
6 guests
Average Price:  
$495
8% Cheaper
than normal
AirDNA Score: 57
$300/night

Riverfront House With a View

2 beds
2 baths
4 guests
Average Price:  
$353
15% Cheaper
than normal
AirDNA Score: 57
$450/night

Beautiful Wine Country Views

2 beds
2 baths
4 guests
Average Price:  
$498
10% Cheaper
than normal
AirDNA Score: 56
$875/night

Whispering Oaks Estate

4 beds
3.5 baths
8 guests
Average Price:  
$743
18% More
than normal
AirDNA Score: 55
$495/night

Dog Friendly Healdsburg / Dry Creek Valley Cottage

1 bed
1 bath
2 guests
Average Price:  
$539
8% Cheaper
than normal
AirDNA Score: 54
$999/night

Ultimate staycation on the vineyard! Pool hot/tub

5 beds
6 baths
10 guests
Average Price:  
$1338
25% Cheaper
than normal
AirDNA Score: 51
$285/night

Slice of Country

2 beds
1 bath
4 guests
Average Price:  
$331
14% Cheaper
than normal
AirDNA Score: 51
$842/night

Interlude Healdsburg, 4Br/4Ba, POOL, WiFi, BBQ

4 beds
8 baths
9 guests
Average Price:  
$1489
43% Cheaper
than normal
AirDNA Score: 51
$165/night

3 Blocks from Downtown Plaza!

2 beds
2 baths
6 guests
Average Price:  
$198
17% Cheaper
than normal
AirDNA Score: 50
$825/night

Amazing Dry Creek Views, Pool, and Tesla charger!

3 beds
2 baths
8 guests
Average Price:  
$884
7% Cheaper
than normal
AirDNA Score: 50
$325/night

Healdsburg Riverside Cottage | Spa | River access

2 beds
2 baths
6 guests
Average Price:  
$454
28% Cheaper
than normal
AirDNA Score: 49
$950/night

Luxury Vineyard Estate- stunning view| SPA+POOL

4 beds
3.5 baths
10 guests
Average Price:  
$1286
26% Cheaper
than normal
AirDNA Score: 45
$316/night

"Dry Creek Villa" at Lavender Hill Vineyards

2 beds
1 bath
6 guests
Average Price:  
$390
19% Cheaper
than normal
AirDNA Score: 39
$515/night

Luxurious Cloud Suite in downtown Healdsburg

1 bed
1 bath
2 guests
Average Price:  
$558
8% Cheaper
than normal
AirDNA Score: 37
$1700/night

Modern Retreat - Spectacular View Above Dry Creek

5 beds
3 baths
10 guests
Average Price:  
$1772
4% Cheaper
than normal
AirDNA Score: 36
$695/night

Casa Chiquita - Coziest in town!

3 beds
3 baths
6 guests
Average Price:  
$876
21% Cheaper
than normal
AirDNA Score: 36
$845/night

Tuscan Vineyard Villa | fully private | SPA

4 beds
3.5 baths
8 guests
Average Price:  
$940
10% Cheaper
than normal
AirDNA Score: 36
$702/night

Pinot Hill Estate, 4bd/2.5 ba, Healdsburg, Spa, Bo

4 beds
10 baths
10 guests
Average Price:  
$1039
32% Cheaper
than normal
AirDNA Score: 35
$167/night

Healdsburg Private Home, near Plaza and River

2 beds
2 baths
4 guests
Average Price:  
$197
15% Cheaper
than normal
AirDNA Score: 32
$1700/night

Family Friendly WineCountry Retreat

4 beds
3.5 baths
9 guests
Average Price:  
$2256
25% Cheaper
than normal
AirDNA Score: 31
$275/night

Mochi''s Wine Cave

3 beds
1 bath
6 guests
Average Price:  
$388
29% Cheaper
than normal
AirDNA Score: 29
$550/night

Dry Creek Valley Vineyard Retreat

3 beds
2 baths
6 guests
Average Price:  
$606
9% Cheaper
than normal
AirDNA Score: 29
$880/night

Ivy House Healdsburg @Ivyhousehealdsburg

2 beds
1.5 baths
4 guests
Average Price:  
$957
8% Cheaper
than normal
AirDNA Score: 23
$425/night

VineHaven|Vineyard View|2 miles from Downtown

3 beds
2 baths
8 guests
Average Price:  
$563
25% Cheaper
than normal
AirDNA Score: 21
$1005/night

Private Chalk Hill Country Home on 10 acres

6 beds
4.5 baths
12 guests
Average Price:  
$1261
20% Cheaper
than normal
AirDNA Score: 21
$825/night

Rendezvous Under the Oaks | Private Pool and Spa

3 beds
2.5 baths
8 guests
Average Price:  
$957
14% Cheaper
than normal
AirDNA Score: 15
$725/night

Modern, Stunning, Eco-friendly | Heated pool & Spa

3 beds
2.5 baths
6 guests
Average Price:  
$1006
28% Cheaper
than normal
AirDNA Score: 14
$400/night

Sindisa Sanctuary

2 beds
1 bath
7 guests
Average Price:  
$392
2% More
than normal