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Vacation Rentals in Healdsburg, California

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about Healdsburg

Healdsburg, California Vacation Rentals and Tourism

Healdsburg vacation rentals may be the smartest accommodation idea for your trip to California. Healdsburg is nestled in the Wine Country, with the Russian River winding through it – that makes a Healdsburg rental vacation home something quite special.

Divine restaurants, seemingly countless shops, the standard wines and vineyards of the area, family-friendly parks, museums, and outdoor recreation courtesy of the Russian River, make Healdsburg rentals appealing to every age and every vacation. Taste wine at Alexander Valley Cellars or the Amphora Winery; examine an antique airplane at the Pacific Coast Air Museum; spend a refreshing day at the spa; enjoy a world-class fishing trip; test your skills at the Healdsburg Golf Club; shop for antiques in Healdsburg Plaza; or participate in the Harvest Century Bicycle Tour. These are just a handful of the many things you can do upon arriving in your cozy vacation rental; Healdsburg vacation plans can be as busy or relaxed as you want.

What makes Healdsburg, California rentals stand out from the rest is that they offer up the best of two very different worlds: a cosmopolitan city, and a natural sanctuary. So whether you’re interested in downtown or riverside Healdsburg lodging, you’ve come to the right spot on the web.

Book your ideal Healdsburg accommodation soon, so you can soon enjoy a scenic canoe trip, art gallery tour, or shopping marathon! Healdsburg vacation rentals, and not to mention great deals, are not hard to find; so there’s little reason to go with a hotel room for your next vacation.

Sites and tours to see:

  • Alexander Valley Cellars
  • Amphora Winery
  • Healdsburg Golf Club
  • Healdsburg Plaza
  • Harvest Century Bicycle Tour
  • Russian River
  • Pacific Coast Air Museum 

Healdsburg Vacation Rental Deals

Experience the finer things in life in Healdsburg, California, and stay in affordable Healdsburg vacation rentals. The world-acclaimed Healdsburg vineyards provide for the best sightseeing around, while you can also enjoy great outdoor activities like hiking, canoeing, biking, and even hot air balloon rides. Take a break in the comfort of spacious but cheap Healdsburg vacation rentals and you'll have room to stretch out. For the less active, but just as adventurous, take part in the activities in the Town Square. Each day is full of live jazz, world class shopping, five-star cuisine, and an array of wines and cheeses to chose from. With all this and more, plus budget-friendly Healdsburg vacation rentals at affordable rates, you have every reason to visit Healdsburg today. Bring your friends and your family, since everyone will find enjoyment in this beautiful, relaxing destination.

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Villa Terra Bella, Spectacular European Vineyard Estate
Healdsburg Villa Rental Picture
  • bedrooms 6
  • community
  • rental type Villa
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $1,000 - $1,500 /nt
    $6,000 - $8,500 /wk
 
 
 
 
 

15 reviews write a review

Wine Country Healdsburg/Windsor Vacation Rentals
Healdsburg Cottage Rental Picture
  • bedrooms 1
  • community Sonoma County
  • rental type Cottage
  • sleeps 2
  • baths 1
  • rates (USD) $130 - $260 /nt
    $825 - $1,270 /wk
 
 
 
 
 

1 reviews write a review

Riverstone Ranch
Healdsburg House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 6
  • rates (USD) $1,700 - $2,200 /nt
    $10,200 - $13,200 /wk
    $35,000 - $45,000 /mth
 
 
 
 
 

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Bright and Large Country Studio in Chalk Hill Valley
Healdsburg Studio Rental Picture
  • bedrooms 1
  • rental type Studio
  • sleeps 3
  • baths 1
  • rates (USD) $145 /nt
    $915 /wk
    $3,660 /mth
 
 
 
 
 

18 reviews write a review

Riverwood - Grand Riverfront in Healdsburg - Great Views, Sauna, Hot Tub, Kayaks
Healdsburg House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $470 - $790 /nt
    $2,820 - $4,140 /wk
 
 
 
 
 

52 reviews write a review

Old River - Classic Riverfront Charm in Healdsburg - Views, Hot Tub, Kayaks
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $340 - $590 /nt
    $2,040 - $3,180 /wk
 
 
 
 
 

33 reviews write a review

Northwoods - Favorite Riverfront Getaway in Healdsburg - Hot Tub, Kayaks, Dock
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $290 - $550 /nt
    $1,740 - $2,880 /wk
 
 
 
 
 

39 reviews write a review

Blue Heron House - Riverfront Home with Spa, Views & Beach in Healdsburg
Healdsburg House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $600 /nt
    $3,850 /wk
 
 
 
 
 

8 reviews write a review

FireFly Lodge - River Views, Spa, Beach, Kayaks - 1 Mi to Healdsburg
Healdsburg House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $440 - $790 /nt
    $2,640 - $4,140 /wk
 
 
 
 
 

57 reviews write a review

Elegant Chalk Hill Estate,
Healdsburg Farmhouse Rental Picture
  • bedrooms 4
  • rental type Farmhouse
  • sleeps 8
  • baths 3
  • rates (USD) $850 - $1,250 /nt
    $5,000 - $6,500 /wk
    $12,000 - $15,000 /mth
 
 
 
 
 

2 reviews write a review

Affordable Fitch Mountain Cabin.1 Block Walk to Beach.2 BR/2BA
Healdsburg Cabin Rental Picture
  • bedrooms 2
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $215 - $305 /nt
    $1,750 /wk
 
 
 
 
 

9 reviews write a review

Spectacular View Estate 5min Away
Healdsburg House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $1,395 - $1,595 /nt
    $7,951 /wk
    $19,950 /mth
 
 
 
 
 

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Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
Healdsburg Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $200 /nt
    $1,120 /wk
 
 
 
 
 

21 reviews write a review

Cheerful Guest House Off Dry Creek; Pond, Redwood Forest, Outdoor Shower
Healdsburg House Rental Picture
  • bedrooms 0
  • rental type House
  • sleeps 4
  • baths ½
  • rates (USD) $99 - $149 /nt
 
 
 
 
 

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The Ultimate Wine Lover's Experience
Healdsburg Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • sleeps 10
  • baths
  • rates (USD) $1,495 /nt
    $6,965 /wk
 
 
 
 
 

1 reviews write a review

WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
Healdsburg Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $195 - $260 /nt
    $1,190 - $1,490 /wk
    $1,990 /mth
 
 
 
 
 

12 reviews write a review

3 Bedroom, 2 ½ Bath, Bocce Court, Spa, Gourmet Kitchen, Wonderful Deck
Healdsburg Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $575 /nt
    $3,500 /wk
    $13,500 /mth
 
 
 
 
 

7 reviews write a review

Best Value in Wine Country! Stunning Home Minutes to Wineries
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $375 /nt
    $2,250 /wk
 
 
 
 
 

56 reviews write a review

Modern Sophisticated Private Luxurious W/Views & Hot Tub
Healdsburg House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $295 /nt
    $1,855 /wk
 
 
 
 
 

84 reviews write a review

Modern Home: Private Hilltop, Views, Pool & Spa ~ 2-6 Guests
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD)
 
 
 
 
 

44 reviews write a review

Jimtown House in Alexander Valley ~ RA3342 ~ RA3342
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $490 /nt
    $3,440 /wk
 
 
 
 
 

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Modern Home on Vineyard with Spectacular Views 3 minutes to Healdsburg Plaza
Healdsburg House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $450 /nt
    $2,975 /wk
 
 
 
 
 

5 reviews write a review

Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $495 - $675 /nt
    $2,600 - $4,200 /wk
 
 
 
 
 

34 reviews write a review

Private Vineyard Estate, Bocce, Pool, Jacuzzi
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $880 - $1,080 /nt
    $5,280 - $6,480 /wk
    $21,750 - $27,000 /mth
 
 
 
 
 

54 reviews write a review

The New Grape Escape: Luxury California Wine Country Home
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $514 - $650 /nt
    $3,600 /wk
    $9,500 /mth
 
 
 
 
 

17 reviews write a review

Modern Design - Luxury Estate, in Heart of Dry Creek Valley
Healdsburg Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $1,400 /nt
 
 
 
 
 

21 reviews write a review

Fabulous Wine Country Retreat On Russian River - 2 Miles To Healdsburg Plaza
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $350 /nt
    $2,275 /wk
 
 
 
 
 

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Dry Creek Farm--Vineyard, Pool and Spa on 20 fenced acres
Healdsburg Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $750 /nt
    $5,000 /wk
 
 
 
 
 

5 reviews write a review

Secluded Vineyard Estate-Close to Plaza W/Pool, Spa, Bocce,Views
Healdsburg Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • owner badgeowner badge
  • sleeps 10
  • baths 4
  • rates (USD) $1,029 - $1,200 /nt
    $7,200 /wk
 
 
 
 
 

6 reviews write a review

Healdsburg Riverfront Cottage Retreat
Healdsburg Cabin Rental Picture
  • bedrooms 3
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $350 /nt
    $2,200 /wk
 
 
 
 
 

17 reviews write a review

A Favorite Wine Country Getaway On The Russian River In Healdsburg
Healdsburg House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $350 /nt
    $2,275 /wk
 
 
 
 
 

6 reviews write a review

Affordable Healdsburg Wine Country Vacation Rentals
Healdsburg Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • sleeps 7
  • baths 1
  • rates (USD) $395 /nt
 
 
 
 
 

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Wine Country Cottage, 2BR/1BA, 5 min. to plaza square, Healdsburg
Healdsburg Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 6
  • baths 1
  • rates (USD)
 
 
 
 
 

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Healdsburg Modern Cottages - Inquire for individual cottage & weekday rates
Healdsburg Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $1,585 /nt
 
 
 
 
 

2 reviews write a review

RiverStone Ranch (Sleeps 10+)
Healdsburg Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • sleeps 12
  • baths
  • rates (USD) $1,300 - $2,300 /nt
    $8,545 /wk
    $36,550 /mth
 
 
 
 
 

1 reviews write a review

Secluded Cottage in the Oaks/5 Mins to Plaza/Quiet/Private
Healdsburg Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $1,750 /wk
 
 
 
 
 

16 reviews write a review