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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

$1,031

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

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$1,605

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

$1,032

Healdsburg, 5BR/5.5BA Estate, Pool, Hot tub, Fire pit, Games

Healdsburg house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,325

Kenya's Kastle

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$210

Healdsburg Home with Magnificent Vineyard View

Healdsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$345

Healdsburg, Jimtown, 3BR/2BA, hot tub, Internet, BBQ, Gardens

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Most Excellent!” We just celebrated a girls get togther at the Jimstown house and it was excellent. The house is in a great location, is artfully decorated and very comfortable. There were 4 women on our trip and the house can easily accomodate 6 guests. The bonus of an orchard, ripe blackberries, and a garden was icing on the cake. Being next door to the Jimstown Store was a treat and it was a short walk to a great tasting room. The short drive to Healdsburg was very easy. We are thinking this needs to be an annual trip!

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$746

Cypress House & Studio, Walk to Healdsburg Plaza

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$710

Hidden Oasis ~ a Private Luxury Home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$2,232

Great rentals within 20 miles that match your search

Enchanted Forest Estate

Guerneville house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 28

“Perfect rental for you and your 27 closest friends” I rented the Estate for my birthday april 19-21 and had 24-28 people up over the course of the weekend, and I could not be happier with my choice. The houses are quite spacious, with well appointed rooms and comfortable couches so all my guests slept well. The kitchens and common rooms are set up for large meals, and all 28 gathered for a buffet dinner in Contente with room to spare. The game rooms are the best. Everyone at the party had a blast playing ping pong, pool, air hockey, and arcade basketball. I loved walking people through the property as they arrived, as everyone was astounded by the variety of entertainments and how nice everything was. Yet, the grounds are what made this rental shine. The back deck area was a great site for my friends to gather around the grill and keg, and people loved napping on the secluded, shady lawn during the day. The private beach access is great, and when we were there, we basically had the whole segment to ourselves. My boyfriend even caught a steelhead just fishing from the beach on our second evening there. Amazing! Many of my friends said that weekend was the best birthday party they'd ever been to, and I know it is in large part because of all the wonderful features of this rental. I would love to rent this property again (after I save up for another decade)! The communication from Russian River Vacation Homes was also top notch with every email responded to within the day. Their reps are friendly and honest, and the transaction could not have been smoother.

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Price per night from

$1,829

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

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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$6,879

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

$480

Mandala A-Frame House

Cobb house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$286

Big Canyon RD

Middletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$286

Responds fast! avg. 2 minutes

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$683

Howard's Place on the Russian River

Duncans Mills house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$442

Wee way - Griffin's Nest

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$286

Bohemian Creekside Cottage minutes from Occidental and Sebastopol

Occidental house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$343

Sonoma Wine Nest - Location! Location! Location!

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$373

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

$1,032

Stunning Mid-Century Modern Retreat

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$316

Tucked in between redwood trees - boho stay

Monte Rio house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$631

Luxury secluded redwood retreat in Green Valley

Forestville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$230

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Price per night from

$2,292

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

$797

Sweet Creek Russian River Vacation Wonderland

Monte Rio house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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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

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Price per night from

$516

Secluded Hillside Hideaway Offers Elegance/Comfort

Forestville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$257

Cosmo Beach Riverfront Sanctuary

Forestville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$458

Forest Ridge - Private Pool | Hot Tub | Yoga Room and Sauna

Freestone house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,065

Clean, Convenient, Comfortable House in Great Location

Larkfield-Wikiup house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$183

Casa Tranquilo

Forestville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,262

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Price per night from

$316

Newly Remodeled "Vineyard's Found" Vacation Home

Santa Rosa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$170

Spirit-filled, historic home with spacious rooms, valley views and a hot tub!

Duncans Mills house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$487

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

Pet’s FREE! Modern luxury steps from Russian River

Monte Rio house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$416

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