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Houses Healdsburg

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63 houses

Healdsburg Cottage - Walk to Town

Healdsburg house

1 bedroom / 1 bathroom / sleeps 4

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$224

The Ultimate Wine County View Estate

Healdsburg house

4 bedrooms / 7 bathrooms / sleeps 8

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Price per night from

$954

RIVER VIEW LODGE

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

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$457

REDWOOD RIVER HOUSE

Healdsburg house

2 bedrooms / 1 bathroom / sleeps 6

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$401

XANADU HEALDSBURG

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,827

Kenya's Kastle

Healdsburg house

3 bedrooms / 6 bathrooms / sleeps 8

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$210

Downtown Healdsburg Getaway

Healdsburg house

2 bedrooms / 2 bathrooms / sleeps 4

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$229

Luxurious Wine Country Oasis

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$1,002

Private Vineyard Haven

Healdsburg house

2 bedrooms / 2 bathrooms / sleeps 4

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$659

Great rentals within 20 miles that match your search

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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$6,870

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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$453

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

Santa Rosa house

2 bedrooms / 1 bathroom / sleeps 4

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$479

Tree house Hideaway

Guerneville house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 21 minutes

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$343

Deja Blu-Magical Ocean Front Property (Beach View)

Bodega Bay house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 52 minutes

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$911

Converted Barn in Sebastopol w/ Private Patio!

Sebastopol house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 29 minutes

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$236

Secluded Wine Country Home - 2 acre Orchard Estate

Sebastopol house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$445

Luxury Calistoga Home w/Pool, Hot Tub & Grill!

Calistoga house

7 bedrooms / 8 bathrooms / sleeps 14

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$1,684

Riverwood Cottage - Pet-Friendly, Riverfront, Hot Tub (Last Minute Specials!)

Monte Rio house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 8 minutes

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Price per night from

$315

Howard's Place on the Russian River

Duncans Mills house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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$441

Newly Remodeled "Vineyard's Found" Vacation Home

Santa Rosa house

2 bedrooms / 1 bathroom / sleeps 6

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$170

Big Canyon RD

Middletown house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$286

Mandala A-Frame House

Cobb house

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$286

Redwoods Treehouse Across From the Russian River!

Guerneville house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 29 minutes

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$286

Spectacular Sonoma Estate

Freestone house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$802

Wee way - Griffin's Nest

Guerneville house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 21 minutes

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$286

Guerneville Home - Walk to the Russian River!

Guerneville house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 29 minutes

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$166

Bohemian Creekside Cottage minutes from Occidental and Sebastopol

Occidental house

2 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 21 minutes

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$286

VALLEY VISTA

Guerneville house

2 bedrooms / 2 bathrooms / sleeps 4

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$602

Sonoma Wine Nest - Location! Location! Location!

Windsor house

3 bedrooms / 2 bathrooms / sleeps 6

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$373

Entire House

Fulton house

4 bedrooms / 2 bathrooms / sleeps 10

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$516

NEW! Sonoma Area Oasis: Spacious Pool Deck w/Grill

Freestone house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$1,152

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

$796

BENNETT VALLEY EDEN

Santa Rosa house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$1,140

The Calistoga Cottage

Calistoga house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$916

Beautiful Mountain Get Away with Amazing Views

Cobb house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$229

ICARIA CREEK

Cloverdale house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$510

CALISTOGA VINEYARD GETAWAY

Calistoga house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$831

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$166

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