Healdsburg, CA 95448, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States California Healdsburg vacation rental compare prices direct by owner 138731

Secluded Vineyard Estate Healdsburg

4.9 (189)

4 Bedrooms • 10 Guests

$1,848 avg/night

United States California Windsor vacation rental compare prices direct by owner 23817429

Studio 2Queens Windsor- Wine Country

4.3 (155)

1 Bedroom • 4 Guests

$114 avg/night

United States California Windsor vacation rental compare prices direct by owner 1114227

Luxurious Windsor Condo - 1bed/1bath

5.0 (3)

1 Bedroom • 4 Guests

Available on

United States California Windsor vacation rental compare prices direct by owner 1236428

June Worldmark Windsor/Santa Rosa Last Minute stay

5.0 (20)

2 Bedrooms • 6 Guests

Available on

United States California Windsor vacation rental compare prices direct by owner 33288420

Worldmark Windsor/Santa Rosa Short Notice!

5.0 (6)

2 Bedrooms • 6 Guests

Available on

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United States California Healdsburg vacation rental compare prices direct by owner 147942

Large Outdoor Kitchen, Pool, Hot Tub, Firepit

5.0 (214)

4 Bedrooms • 10 Guests

Available on

United States California Healdsburg vacation rental compare prices direct by owner 10176319

Heavenly Hideaway - Wine Tastings Included

5.0 (12)

2 Bedrooms • 4 Guests

$413 avg/night

United States California Windsor vacation rental compare prices direct by owner 24927192

5bd/4ba w/ Poolside Guest House - near Healdsburg

5.0 (40)

5 Bedrooms • 8 Guests

Available on

United States California Windsor vacation rental compare prices direct by owner 28477983

Luxury Private Pool Home near Healdsburg

5.0 (37)

4 Bedrooms • 8 Guests

Available on

United States California Healdsburg vacation rental compare prices direct by owner 32503160

Luxurious 3-Bedroom Home in Healdsburg

5.0 (58)

3 Bedrooms • 8 Guests

$997 avg/night

United States California Windsor vacation rental compare prices direct by owner 32740371

Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA

5.0 (77)

5 Bedrooms • 8 Guests

$750 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 33542880

Luxurious 3-Bedroom Home in Healdsburg

5.0 (33)

3 Bedrooms • 6 Guests

$1,435 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 33543222

Serenity with Hot Tub and Wine Tastings Included

5.0 (10)

3 Bedrooms • 8 Guests

$1,118 avg/night

United States California Windsor vacation rental compare prices direct by owner 36063433

Sunny Retreat Near Golf Course w/ Hot Tub 4BD

5.0 (16)

4 Bedrooms • 8 Guests

$213 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 36857877

Healdsburg Plaza Downtown w/ Hot Tub!

5.0 (72)

2 Bedrooms • 6 Guests

$752 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 13085520

Walk to Plaza - Vineyard views, Tastings Included

5.0 (98)

3 Bedrooms • 6 Guests

$933 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 27624792

Villa with Pool, Hot Tub and Tastings Included

5.0 (62)

2 Bedrooms • 4 Guests

$1,084 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 624342

Wine Country Gem | Pool | Hot tub | BBQ

5.0 (98)

4 Bedrooms • 10 Guests

$1,342 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 11462451

Beautiful ArtHaus w/ Hot Tub & Sauna

5.0 (166)

3 Bedrooms • 12 Guests

$896 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 15409053

Heron House - Hot Tub and Wine Tastings Included

5.0 (90)

3 Bedrooms • 8 Guests

$797 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 9345572

WC Oasis with Hot Tub - Wine Tastings Included

5.0 (79)

4 Bedrooms • 8 Guests

$1,287 avg/night

United States California Geyserville vacation rental compare prices direct by owner 9339776

Sanctuary Estate - Wine Tastings Included

5.0 (108)

6 Bedrooms • 16 Guests

$2,725 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 11519525

Wine Country Retreat - Modern Luxury Estate

4.9 (36)

4 Bedrooms • 8 Guests

$2,125 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 15415628

Fitch St Escape - Wine Tastings Included

4.9 (16)

2 Bedrooms • 4 Guests

$232 avg/night

United States California Healdsburg vacation rental compare prices direct by owner 11518854

Homestead with Pool Hot Tub and Tastings Included

4.9 (112)

3 Bedrooms • 7 Guests

$953 avg/night

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