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
$400/night

Healdsburg Contemporary Cottage With Lush Backyard Patio

1 bed
1 bath
2 guests
Average Price:  
$548
27% Cheaper
than normal
AirDNA Score: 86
$219/night

Stay on Pony Ranch Vineyard Estate

1 bed
1 bath
2 guests
Average Price:  
$225
3% Cheaper
than normal
AirDNA Score: 86
$278/night

Gracianna Winery Vineyard Loft - Farm Stay

studio
1 bath
2 guests
Average Price:  
$280
1% Cheaper
than normal
AirDNA Score: 86
$199/night

Healdsburg Garden House

2 beds
2 baths
6 guests
Average Price:  
$216
8% Cheaper
than normal
AirDNA Score: 83
$485/night

Updated Russian River Cabin (beach/river access!)

2 beds
1.5 baths
6 guests
Average Price:  
$407
19% More
than normal
AirDNA Score: 81
$995/night

Starlight Grove-a redwood retreat (fiber internet)

4 beds
3 baths
8 guests
Average Price:  
$825
21% More
than normal
AirDNA Score: 81
$875/night

Contemporary New Home in the Heart of Wine Country

3 beds
2 baths
6 guests
Average Price:  
$917
5% Cheaper
than normal
AirDNA Score: 79
$500/night

The Wine Ranch

3 beds
2.5 baths
8 guests
Average Price:  
$506
1% Cheaper
than normal
AirDNA Score: 79
$389/night

Stay upstairs in our family winery

1 bed
1 bath
2 guests
Average Price:  
$345
13% More
than normal
AirDNA Score: 79
$495/night

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

3 beds
2 baths
6 guests
Average Price:  
$492
1% More
than normal
AirDNA Score: 77
$1275/night

Visit Famous Wineries from a Country House with a Pool

3 beds
3.5 baths
6 guests
Average Price:  
$1332
4% Cheaper
than normal
AirDNA Score: 76
$1100/night

Country Retreat With Pool And More

4 beds
3.5 baths
8 guests
Average Price:  
$1144
4% Cheaper
than normal
AirDNA Score: 73
$199/night

A - Russian river brewery, wineries 7 mins!

1 bed
1.5 baths
4 guests
Average Price:  
$208
4% Cheaper
than normal
AirDNA Score: 72
$579/night

Two Thirty-Five Luxury Suites: Foss Creek Suite

3 beds
3 baths
6 guests
Average Price:  
$828
30% Cheaper
than normal
AirDNA Score: 71
$400/night

Beautiful Mountain Top Retreat in Healdsburg!

3 beds
2 baths
6 guests
Average Price:  
$430
7% Cheaper
than normal
AirDNA Score: 71
$155/night

D - Enjoy cabin feels minutes from town

1 bed
1 bath
2 guests
Average Price:  
$142
9% More
than normal
AirDNA Score: 71
$800/night

Modern Home in Hburg Wine Country

3 beds
4 baths
6 guests
Average Price:  
$890
10% Cheaper
than normal
AirDNA Score: 71
$1000/night

Casa de Campo 4/3 house with pool

4 beds
3 baths
10 guests
Average Price:  
$1151
13% Cheaper
than normal
AirDNA Score: 71
$410/night

Chix Villa- on our family century+ Zin vineyard

1 bed
1 bath
2 guests
Average Price:  
$615
33% Cheaper
than normal
AirDNA Score: 71
$149/night

B - Wine Country Getaway

1 bed
1 bath
4 guests
Average Price:  
$149
0% Cheaper
than normal
AirDNA Score: 71
$225/night

Zinscape, Dry Creek Valley Cottage

studio
1 bath
2 guests
Average Price:  
$225
0% Cheaper
than normal
AirDNA Score: 69
$925/night

Private Dry Creek Family Retreat w/ Amazing Views

3 beds
2 baths
6 guests
Average Price:  
$1006
8% Cheaper
than normal
AirDNA Score: 69
$1850/night

5BR/5.5BA 17 Acre Estate, Pickleball/Pool/Hot Tub

6 beds
5.5 baths
10 guests
Average Price:  
$1907
3% Cheaper
than normal
AirDNA Score: 67
$1995/night

Zoella Vineyard-A Wine Country Vineyard Estate

5 beds
3.5 baths
10 guests
Average Price:  
$1864
7% More
than normal
AirDNA Score: 64
$210/night

Wine Country Cottage in Healdsburg

1 bed
1 bath
2 guests
Average Price:  
$219
4% Cheaper
than normal
AirDNA Score: 64
$280/night

Morning Dew - A Riverfront Healdsburg Home

3 beds
2 baths
4 guests
Average Price:  
$294
5% 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:  
$497
14% Cheaper
than normal
AirDNA Score: 60
$1700/night

Trinite Estate

5 beds
4.5 baths
10 guests
Average Price:  
$1753
3% Cheaper
than normal
AirDNA Score: 57
$350/night

Riverfront House With a View

2 beds
2 baths
4 guests
Average Price:  
$352
1% Cheaper
than normal
AirDNA Score: 55
$495/night

Dog Friendly Healdsburg / Dry Creek Valley Cottage

1 bed
1 bath
2 guests
Average Price:  
$550
10% Cheaper
than normal
AirDNA Score: 54
$1700/night

Ultimate staycation on the vineyard! Pool hot/tub

5 beds
6 baths
10 guests
Average Price:  
$1297
31% More
than normal
AirDNA Score: 53
$1200/night

Secluded Vineyard Estate Healdsburg

4 beds
4 baths
10 guests
Average Price:  
$1692
29% Cheaper
than normal
AirDNA Score: 51
$581/night

Luxurious Garden Suite in downtown Healdsburg

1 bed
1 bath
2 guests
Average Price:  
$450
29% More
than normal
AirDNA Score: 50
$248/night

Remodeled & spotless! Only 3 blocks to Plaza!

2 beds
2 baths
4 guests
Average Price:  
$375
34% Cheaper
than normal
AirDNA Score: 50
$775/night

Amazing Dry Creek Views, Pool, and Tesla charger!

3 beds
2 baths
8 guests
Average Price:  
$893
13% Cheaper
than normal
AirDNA Score: 50
$395/night

Healdsburg Riverside Cottage | Spa | River access

2 beds
2 baths
6 guests
Average Price:  
$445
11% Cheaper
than normal
AirDNA Score: 45
$342/night

"Dry Creek Villa" at Lavender Hill Vineyards

2 beds
1 bath
6 guests
Average Price:  
$376
9% Cheaper
than normal
AirDNA Score: 39
$614/night

Luxurious Cloud Suite in downtown Healdsburg

1 bed
1 bath
2 guests
Average Price:  
$539
14% More
than normal
AirDNA Score: 37
$1700/night

Modern Retreat - Spectacular View Above Dry Creek

5 beds
3 baths
10 guests
Average Price:  
$1774
4% Cheaper
than normal
AirDNA Score: 36
$825/night

Casa Chiquita - Coziest in town!

3 beds
3 baths
6 guests
Average Price:  
$858
4% Cheaper
than normal
AirDNA Score: 36
$760/night

Tuscan Vineyard Villa | fully private | SPA

4 beds
3.5 baths
8 guests
Average Price:  
$959
21% 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: 34
$550/night

Spectacular Vineyard View!! SPA, Close to Plaza!

3 beds
2 baths
8 guests
Average Price:  
$590
7% Cheaper
than normal
AirDNA Score: 32
$1600/night

Family Friendly WineCountry Retreat

4 beds
3.5 baths
9 guests
Average Price:  
$2028
21% Cheaper
than normal
AirDNA Score: 31
$400/night

Mochi''s Wine Cave

3 beds
1 bath
6 guests
Average Price:  
$397
1% More
than normal
AirDNA Score: 29
$140/night

HBG Fitch House - 3 block walk to Downtown 30+days

2 beds
1 bath
3 guests
Average Price:  
$183
23% Cheaper
than normal
AirDNA Score: 29
$880/night

Ivy House Healdsburg @Ivyhousehealdsburg

2 beds
1.5 baths
4 guests
Average Price:  
$948
7% Cheaper
than normal
AirDNA Score: 23
$450/night

VineHaven|Vineyard View|2 miles from Downtown

3 beds
2 baths
8 guests
Average Price:  
$557
19% Cheaper
than normal
AirDNA Score: 21
$1250/night

Private Chalk Hill Country Home on 10 acres

6 beds
4.5 baths
12 guests
Average Price:  
$1306
4% Cheaper
than normal
AirDNA Score: 19
$250/night

Chic 2 bdrm Apt. blocks from Plaza

2 beds
1 bath
4 guests
Average Price:  
$229
9% More
than normal
AirDNA Score: 15
$925/night

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

3 beds
2.5 baths
6 guests
Average Price:  
$1009
8% Cheaper
than normal
AirDNA Score: 12
$43/night

Fitch Mountain Tree House

1 bed
1 bath
2 guests
Average Price:  
$100
57% Cheaper
than normal