Healdsburg with Parking Included(146)
Best Value in Wine Country! Stunning Home Minutes to Wineries
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$350
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Modern Design - Luxury Estate, in Heart of Dry Creek Valley
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$1,300
per night
3 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$475 -
$625
per night
2 - 3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Private, Well-Equipped Retreat on 1.6 Acres, Tucked at End of Country Road
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$450 -
$675
per night
2 - 5 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Indulge Wine Country Russian River tranquility ...
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$189 -
$215
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
Dry Creek Farm--Vineyard, Pool and Spa on 20 fenced acres
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$750
per night
4 - 6 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Gorgeous, Spacious with pool and spa! A favorite for 8 years!
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
Healdsburg Modern Cottages - Four Cottages Downtown Healdsburg
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 12
$395
per night
- 4 BR,
- 4 BA,
- Sleeps 12
Secluded Vineyard Estate yet Close to the Plaza
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$800 -
$1,200
per night
3 - 7 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Dry Creek Valley Home and Vineyard
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
$600 -
$675
per night
3 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Our House Healdsburg Elegance in the Vineyards
- 6 Bedrooms,
- 4 Bathrooms, Sleeps 12
$1,450
per night
2 night Minimum Stay
- 6 BR,
- 4 BA,
- Sleeps 12
4BR/4BA home with heated pool surrounded by vineyards
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
- 4 BR,
- 4 BA,
- Sleeps 10
Amazing Turn-of-Century Remodeled Stable Now Vacation Rental
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 17
$833
per night
3 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 17
Top Of The World Dry Creek Views With Hot Tub!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Private Luxurious Gated Estate,Vineyard, Bocce, Jacuzzi, Healdsburg Only 4 Mi
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$880 -
$1,080
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Affordable Healdsburg Farmhouse in Private Vineyard-1 & 1/2 miles to Hbg Plaza
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$500 -
$600
per night
2 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Secluded Cottage in the Oaks/5 Mins to Plaza/Quiet/Private
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$1,750
per week
7 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Healdsburg Pension Amongst the Vines
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
$250 -
$300
per night
2 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 2
A Favorite Riverfront Getaway in Healdsburg w/hot tub, dock, kayaks
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$290 -
$550
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Highly Rated, Contemporary Wine Country Home with Sweeping Views
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 11
$550 -
$650
per night
2 - 3 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 11
Sweeping River Views, Spa, Beach, Kayaks - 1 Mi to Healdsburg
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 4 BR,
- 2 BA,
- Sleeps 8
3 Bedroom, 2 ½ Bath, Bocce Court, Spa, Gourmet Kitchen, Wonderful Deck
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$550
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Perfect Vacation Home 1.5 Mi. to Healdsburg + Ping Pong +Spa +Sauna +Kayaks
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 8
$470 -
$790
per night
2 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 8
Classic Riverfront Retreat, Romantic Views, Vaulted Great Room
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$340 -
$590
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Special Offer
Weeknight Special (May 14 - June 30)
The Ultimate Wine Lover's Experience
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 10
$1,295
per night
2 night Minimum Stay
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 10
Lofty Wine Country 'Zen' Modern Barn
- 1 Bedrooms, Sleeps 2
$150 -
$175
per night
2 - 4 night Minimum Stay
- 1 BR,
- Sleeps 2
Riovino - Retro Contemporary in Healdsburg
- 2 Bedrooms,
- 1 Bathroom, Sleeps 5
$275 -
$325
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 5
Affordable Healdsburg Wine Country Vacation Rentals
- 4 Bedrooms,
- 1 Bathroom, Sleeps 7
$350
per night
2 night Minimum Stay
- 4 BR,
- 1 BA,
- Sleeps 7
Blue Heron House - Riverfront Home with Spa, Views & Beach
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Healdsburg Riverfront Cottage Retreat
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$300
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
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