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Healdsburg
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Alexander Valley Vineyards: Tickets & Tours
Ferrari-Carano Winery: Tickets & Tours
Healdsburg Plaza: Tickets & Tours
Williamson Wines Tasting Room: Tickets & Tours
Lake Sonoma: Tickets & Tours
Arista Winery: Tickets & Tours
Stephen & Walker Winery: Tickets & Tours
Truett Hurst Winery: Tickets & Tours
Simi Winery: Tickets & Tours
White Oak Vineyards and Winery: Tickets & Tours
Geyser Peak Winery: Tickets & Tours
Rockpile Vineyard: Tickets & Tours
Thumbprint Cellars: Tickets & Tours
Spicy Vines: Tickets & Tours
Peterson Winery: Tickets & Tours
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Neighbourhood
81 rentals
in Healdsburg.
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Cabin In An Old Vine Zinfandel Vineyard. Dry Creek Valley. Five Miles To Plaza.
155 reviews
1 bedroom
1 bathroom
Sleeps 2
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Healdsburg - Chalk Hill Wine Country Cottage
160 reviews
1 bedroom
1 bathroom
Sleeps 4
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Hilltop Hideaway: Bright, Fresh, Modern, Views And Only 2 Miles To Plaza
100 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Secluded Valley Retreat
61 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Tanda Tula, Wine Country Sanctuary
85 reviews
5 bedrooms
3 bathrooms
Sleeps 12
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Enjoy the Sunset from Upscale Home Among Vineyards — short walk to Healdsburg
57 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Crossroads Vineyard: In the Heart of Healdsburg Wine Country
88 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Secluded Luxury Vineyard Estate House and Guest House
73 reviews
5 bedrooms
4 bathrooms
Sleeps 4
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Healdsburg Cottage Walk to the Plaza, Workspace
112 reviews
1 bedroom
1 bathroom
Sleeps 4
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Healdsburg River Front Oasis Retreat.
60 reviews
3 bedrooms
3 bathrooms
Sleeps 10
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Wooded Restful Retreat, with broad scenic views, outdoor dining
148 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Dog Friendly Vineyard Estate Cottage with Lap Pool and Incredible Views
41 reviews
1 bedroom
1 bathroom
Sleeps 2
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Beautiful Mountain Top retreat less than 10 mins from downtown Healdsburg!
79 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
36 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
137 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Top Of The World Dry Creek Views With Hot Tub, POOL and new Tesla charger!
58 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
70 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Studio Getaway in the Heart of Wine Country
36 reviews
1 bedroom
1 bathroom
Sleeps 2
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Beautiful Views! Dry Creek Valley Retreat with Deck & Pool, 5 min to Healdsburg
47 reviews
4 bedrooms
3 bathrooms
Sleeps 12
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Elegant - Peaceful - Romantic - Private
144 reviews
1 bedroom
1 bathroom
Sleeps 2
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luxuriously appointed new large guest suite in a landmark Victorian
32 reviews
1 bedroom
1 bathroom
Sleeps 2
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Superb Healdsburg Location, Spectacular Views, Minutes to Town
35 reviews
4 bedrooms
3 bathrooms
Sleeps 7
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Rendezvous Under the Oaks-Pool & hot Spa
22 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Sunset Magazine Meets Healdsburg - Foodies & Wine Lovers
21 reviews
3 bedrooms
4 bathrooms
Sleeps 6
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Newly Listed 4BR/4.5BA Gorgeous 17 Acre Estate/Pool/Hot Tub/5 mins - Hburg Plaza
15 reviews
4 bedrooms
5 bathrooms
Sleeps 8
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Stunning, contemporary, eco-friendly home on 2.5 acres | Heated Pool & Spa
26 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Dry Creek Cottage - Healdsburg
48 reviews
1 bedroom
1 bathroom
Sleeps 4
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Luxury Wine Country Home in the Heart of Healdsburg with a Private Pool.
16 reviews
3 bedrooms
4 bathrooms
Sleeps 6
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4,700 ft 4 bed & 4 bath ranch, 120 acres all to yourself with a lake and farm.
16 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Views, Hot Tub, Fireplace, Semi-Private Beach Close By , Pet-Friendly
76 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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*LImited Time Discount* Healdsburg Riverside Cottage - Beautiful River Views
24 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Stunning Mountain Top Estate with View Over Dry Creek Vineyards
20 reviews
4 bedrooms
5 bathrooms
Sleeps 8
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Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome)
33 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Newly renovated & refurnished one-story 4br/3ba home, sleeps up to 8 guests
29 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
52 reviews
1 bedroom
1 bathroom
Sleeps 4
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Creek Front Vineyard, West Dry Creek Healdsburg CA
10 reviews
6 bedrooms
7 bathrooms
Sleeps 12
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*New Home* 3 Blocks from Downtown Healdsburg Plaza!
15 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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VineHaven- Spa, Gardens, & Spectacular Vineyard Views
39 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Vineyard Guest House
17 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Updated cabin, right on Russian River, amazing views & location!
16 reviews
2 bedrooms
3 bathrooms
Sleeps 6
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Bunkhouse at Side Road Farm charming one bedroom cottage
18 reviews
1 bedroom
1 bathroom
Sleeps 2
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Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)
26 reviews
5 bedrooms
5 bathrooms
Sleeps 12
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Pet Friendly Wine Country Getaway On The Russian River Just 5 Minutes From Town
59 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Casa Chiquita - 3 Bedroom, 3 bath newly remodeled home with spa and pool
10 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Wine country getaway; stay in a winery
10 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Morning Dew- A Riverfront Healdsburg Home
12 reviews
3 bedrooms
2 bathrooms
Sleeps 4
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Contemporary Cottage in Healdsburg Wine Country
8 reviews
1 bedroom
1 bathroom
Sleeps 2
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Art and Wine Estate - Vineyards, Pool, Garden
9 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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The Cabin on Fitch Mountain
6 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Enchanting Wine Country Villa
3 reviews
5 bedrooms
5 bathrooms
Sleeps 10
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