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Vacation Rentals near Simi Winery Healdsburg
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California (CA)
Sonoma County
Healdsburg
Vacation Rentals nearby Simi Winery
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Vacation Rentals nearby Simi Winery
16275 Healdsburg Ave, Healdsburg, California 95448-9075
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Bathrooms
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Internet or Wifi (177)
Air Conditioning (168)
Washer/Dryer (159)
Other outdoor space (152)
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Suitability
Kid friendly (152)
Pet friendly (63)
Smoking allowed (5)
Wheelchair access (0)
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Property type
Vacation Rental House (168)
Condominium/Apartment (12)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (10)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Gracianna Winery
Dry Creek Vineyard
Alexander Valley Vineyards
Gary Farrell Winery
Seghesio Family Vineyards
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180 rentals
in Healdsburg.
Newly Refurbished! Nest Cottage at ru's Farm.
36
Holiday Rental House
4.5 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Vineyard Vue--Remodeled farmhouse w/ Vineyard Views and wrap around porch.
25
Holiday Rental House
3.4 kilometres from Simi Winery
3 bedrooms
4 bathrooms
Sleeps 6
Match:
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Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!
52
Holiday Rental House
4.5 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!
28
Holiday Rental House
4.3 kilometres from Simi Winery
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
25
Holiday Rental House
6.8 kilometres from Simi Winery
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
213
Holiday Rental House
3.9 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
29
Holiday Rental House
6.4 kilometres from Simi Winery
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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Cabin In An Old Vine Zinfandel Vineyard. Dry Creek Valley. Five Miles To Plaza.
268
Holiday Rental House
3.9 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
22
Holiday Rental House
4.0 kilometres from Simi Winery
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Chalk Hill Cottage Close to Wineries
24
Holiday Rental House
12.4 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Healdsburg Cottage Walk to the Plaza, Workspace
53
Holiday Rental House
2.7 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 4
Match:
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WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
4
Holiday Rental House
3.1 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Secluded Valley Retreat
101
Holiday Rental House
7.2 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Wooded Restful Retreat, with broad scenic views, outdoor dining
276
Holiday Rental House
4.3 kilometres from Simi Winery
2 bedrooms
2 bathrooms
Sleeps 4
Match:
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5 BEDROOM 6 1/2 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
24
Holiday Rental House
4.2 kilometres from Simi Winery
4 bedrooms
7 bathrooms
Sleeps 10
Match:
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Redwood River House--Serene Riverfront Cottage  In Healdsburg, Views, Kayak
13
Holiday Rental House
3.4 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Luxurious Wine Country Oasis--Hot tub, Bocce court, cornhole and firepit!
15
Holiday Rental House
3.4 kilometres from Simi Winery
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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luxuriously appointed new large guest suite in a landmark Victorian
30
Holiday Rental House
5.5 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views
21
Holiday Rental House
9.0 kilometres from Simi Winery
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Healdsburg Home with Magnificent Vineyard View by RedAwning
12
Holiday Rental House
2.4 kilometres from Simi Winery
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
5
Holiday Rental House
1.3 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Dry Creek Cottage - Healdsburg
42
Holiday Rental House
1.4 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Luxe Guest Suite in Dry Creek 5 Mins From Town!
4
Holiday Rental House
1.4 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Three-Bedroom Hotel Suites in Downtown Healdsburg
13
Holiday Rental House
3.4 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Modern Sophisticated Private Luxurious W/Views & Hot Tub
174
Holiday Rental House
4.8 kilometres from Simi Winery
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Healdsburg House - Chiquita Road - Hot Tub - Private
14
Holiday Rental House
0.5 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Charming Riverfront Cabin – Just 10 Minutes from the Plaza!
7
Holiday Rental House
4.0 kilometres from Simi Winery
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Stunning Vineyard Views, Top Location, Clean, Safe
12
Holiday Rental House
3.4 kilometres from Simi Winery
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Winter sale! Getaway & stay on the vineyard, hot tub with 5 ensuite bed/6 bath
14
Holiday Rental House
6.6 kilometres from Simi Winery
5 bedrooms
6 bathrooms
Sleeps 10
Match:
Sleeps
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Perfect romantic getaway for two! Private retreat in the countryside.
13
Condo/Apartment
8.5 kilometres from Simi Winery
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Private Vineyard Haven--walk to the HBG Square!
10
Holiday Rental House
3.4 kilometres from Simi Winery
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
71
Holiday Rental House
6.0 kilometres from Simi Winery
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Xanadu Healdsburg- Luxury Blu Home In the Heart of Sonoma County Wine Country
10
Holiday Rental House
7.1 kilometres from Simi Winery
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Flora Vina - Country Home with Vineyard Views
3
Holiday Rental House
8.5 kilometres from Simi Winery
3 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps
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Beautiful Mountain Top Retreat (MTR) less than 10 mins from downtown Healdsburg!
105
Holiday Rental House
3.9 kilometres from Simi Winery
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Close to Plaza/15 Acre Estate/swiming Pool and Bocce Ball
103
Holiday Rental House
6.3 kilometres from Simi Winery
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
18
Holiday Rental House
2.9 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Modern, recently built home with stunning pool & beautiful views; 15 min to town
15
Holiday Rental House
9.0 kilometres from Simi Winery
5 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
177
Holiday Rental House
8.4 kilometres from Simi Winery
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
14
Holiday Rental House
3.2 kilometres from Simi Winery
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Mountaintop Respite Overlooking Vineyards: Pool & Spa - 2-4 Guests
16
Holiday Rental House
5.1 kilometres from Simi Winery
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
9
Holiday Rental House
7.1 kilometres from Simi Winery
3 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)
9
Holiday Rental House
9.3 kilometres from Simi Winery
5 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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Healdsburg Studio - Immaculate Brand New!
Condo/Apartment
3.7 kilometres from Simi Winery
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Beautiful Studio Getaway in the Heart of Wine Country
81
Holiday Rental House
5.8 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Healdsburg Studio - Vineyard Views!
Holiday Rental House
3.5 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Magnolia Ranch Vineyards | Historic house in Healdsburg with lovely private yard
9
Holiday Rental House
5.3 kilometres from Simi Winery
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Contemporary Designer Cottage, Garden View, 3 Blocks From From The Plaza
10
Holiday Rental House
2.9 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Downtown Healdsburg Loft - (30 day minimum rentals only)
6
Condo/Apartment
2.3 kilometres from Simi Winery
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Great outdoor space, fire pit & gourmet kitchen minutes from downtown Healdsburg
Holiday Rental House
2.4 kilometres from Simi Winery
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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