Vacation Rentals & House Rentals in Healdsburg

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

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,030

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

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,601

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

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,030

Kenya's Kastle

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

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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

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Price per night from

$1,766

Great rentals within 20 miles that match your search

Spacious Studio in Sonoma wine country

Santa Rosa studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$218

Cabin Compound on the Creek in the Redwoods

Cazadero log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$132

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$189

Downtown B&B close to Arts, Food, Wine great beer

Santa Rosa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$478

Superbowl 50; February 3-10

Windsor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$572

The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena

St. Helena house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$6,861

Bohemian Creekside Cottage minutes from Occidental and Sebastopol

Occidental house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$342

Alexander Valley Lodge on 54 acres with Pool and Hot Tub

Geyserville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,030

Sonoma Wine Nest - Location! Location! Location!

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$372

Grand Riverfront Estate with Dock, Minutes from the Beach

Monte Rio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$258

Stunning Mid-Century Modern Retreat

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$315

Luxury secluded redwood retreat in Green Valley

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$229

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

Santa Rosa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$515

The Cottage

Santa Rosa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$342

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

Santa Rosa house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,373

Tranquil vineyard retreat

Windsor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$189

Secluded Hillside Hideaway Offers Elegance/Comfort

Forestville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$257

A Perfect Getaway in The Wine Country

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$365

Romantic Wine Country Cottage with View, Hot Tub & Pool

Sebastopol guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$188

Deja Blu-Magical Ocean Front Property (Beach View)

Bodega Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$909

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Price per night from

$3,430

Perfect Home In The Wine Country Family Gathering

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$365

Spacious Home In The Heart of Wine Country

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$365

Upscale Wine Country,SPA,Sauna,Essentials-30% OFF

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great RRV Getaway -- Quiet & Remote, yet Conveniently Located to” We rented this updated house for Thanksgiving.We were a party of 6: grandparents,adult children & 2 grandchildren.We stayed in the downstairs, and the kids and grandkids stayed in the upstairs 2 BR with one large bathroom (with jacuzzi tub, shower stall & sauna) and a separate 1/2 bath.The house itself has one large living & kitchen area, with an eating bar,upstairs,with a second living area and kitchenette downstairs, which has an additional exterior door). We did not realize that the upstairs & downstairs aren't connected "inside"-you have to use the outside stairs to go from one area to the other. It's not a big deal and it provided a bit of separation from the noise and commotion of the kiddos.Overall,the house updated: updates in the kitchen,bathrooms,downstairs,central heat, Wifi,etc.Yet very comfortable and quaint with electric fireplaces (no wood burning),views of the redwoods from every window & large outdoor decks.The decks wrap around the house and provide privacy if you choose to use the hot tub or sit outside and enjoy the porch views of the trees & the RR. With latching gates at the top of the stairs, it was safe for the 3 yr old.The kitchen is a bit tight,but it is fully equipped with a nice frig,new gas range,new dishwasher.We cooked a full Thanksgiving dinner(always a challenge in someone else's kitchen),there were plenty of dishes,utensils,service wear, pots,pans,etc.The upstairs:full bath and half bath are adjacent to the living area.The upstairs beds are very comfy,with nice furniture and finishing.The sheets and towels are all very new and fluffy.The primary bathroom is huge, with a large Jacuzzi and the separate shower.The bathroom has a zen vibe-very relaxing.The half-bath is convenient with a crowd.We walked down the steps to the river,enjoyed the scenic fall views of the RR.Fun!The owner was delightful to work with & gave us plenty of info,good directions.Very helpful!

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Price per night from

$566

Healdsburg Relaxing Wine Country Farmhouse

Forestville farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$343

Cosmo Beach Riverfront Sanctuary

Forestville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$343

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Price per night from

$343

Clean, Convenient, Comfortable House in Great Location

Larkfield-Wikiup house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$182

Gorgeous Country Home

Sebastopol house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$566

Modern 2BR Condo at The Meadows at Fountaingrove

Fulton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$237

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Price per night from

$682

Casa Tranquilo

Forestville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,260

Near Rolling Vineyards! Cozy 2BR Country Cottage

Sebastopol farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$380

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