Vacation Rentals & House Rentals in Healdsburg

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74 house rentals

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Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Towels provided

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Price per night from

$1,031

Healdsburg, 4BR/4BA, Pool, Internet, Fireplace

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$1,600

Healdsburg, 4BR/2.5BA, hot tub, Fire pit, Bocce Ball, BBQ

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Towels provided

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Price per night from

$1,031

Kenya's Kastle

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$210

Hidden Oasis ~ a Private Luxury Home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$1,790

Great rentals within 20 miles that match your search

Bohemian Creekside Cottage minutes from Occidental and Sebastopol

Occidental house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Towels provided

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Price per night from

$342

Sonoma Wine Nest - Location! Location! Location!

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$372

Alexander Valley Lodge on 54 acres with Pool and Hot Tub

Geyserville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Towels provided

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Price per night from

$1,030

Grand Riverfront Estate with Dock, Minutes from the Beach

Monte Rio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Towels provided

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Price per night from

$258

Wine Country Getaway in Napa/Sonoma, Hot Tub, Redwoods and Creek Views

Santa Rosa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Towels provided

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Price per night from

$515

Luxury secluded redwood retreat in Green Valley

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$229

The Cottage

Santa Rosa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Towels provided

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Price per night from

$342

Tranquil vineyard retreat

Windsor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Towels provided

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Price per night from

$189

Stunning Mid-Century Modern Retreat

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$315

Wine Country Luxury Home-Pool, Hot Tub, Brush Creek

Santa Rosa house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$1,373

A Perfect Getaway in The Wine Country

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$365

Casa Tranquilo

Forestville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Towels provided

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Price per night from

$1,257

Match: Towels provided

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Price per night from

$680

Near Rolling Vineyards! Cozy 2BR Country Cottage

Sebastopol farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$400

Peaceful Modern Sta Rosa Home w/ Vineyard Views!

Santa Rosa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Towels provided

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Price per night from

$230

Ranch-Style 3BR Near Wine Country! Casa Bella in Santa Rosa

Santa Rosa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$529

Cool & Calm Wine Country Home w/ Panoramic Views

Santa Rosa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Towels provided

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Price per night from

$250

Bright Modern Wine Country Hilltop Home w/ Office!

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$286

Close to River & Wineries, 2BR Cottage with Hottub

Forestville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Towels provided

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Price per night from

$360

Historic Light-Filled 2BR Close to Downtown Core!

Santa Rosa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Towels provided

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Price per night from

$358

Match: Towels provided

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Price per night from

$3,427

The Spectacular Spyglass Treehouse

Occidental tree house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 38 minutes

Match: Towels provided

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Price per night from

$634

Starry Nights- Updated Upscale Family Fun! Game Room/Walk to River/Pup

Forestville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$768

Wine Country Retreat! Craftsman style meets Modern chic! Decks/Hot Tub

Forestville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$694

Guerneville Getaway: Craftsman Retreat! Fun! Game Room / Hot Tub / Wineries!

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$686

Happy Days-Large,Fun Home/DowntownGuerneville!WalktoEverything/PingPong/Darts

Guerneville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$627

Match: Towels provided

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Price per night from

$1,025

Dhyana- Playful 5-Star Cabin by Russian River/Guerneville/HOT TUB/Arcade!

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Towels provided

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Price per night from

$1,014

Match: Towels provided

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Price per night from

$967

Lazy River- Open, Breezy and Bright Riverfront Cabin! Hot Tub/Deck/Ping Pong

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Towels provided

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Price per night from

$856

RedwoodRetreat-Sweet Remodeled Cabin! Great location! HotTub! Walk to River!

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Towels provided

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Price per night from

$575

Tree Fort- Intimate Magical Cabin Retreat!HotTub/EVCharger/"Smart Home"

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Towels provided

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Price per night from

$588

Guerneville Escape: Fabulous Redwoods Retreat! Brand New Hot Tub! Pup OK!

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided

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Price per night from

$447

Viewing 38 of 74
rentals in Healdsburg

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