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288 house rentals
Stunning vineyard views from the private deck at this wine-lovers house!
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$489
Responds fast!
avg. 3 hours 4 minutes
Price per night from
$489
Dry Creek Vineyard Estate Guest Cottage
Sonoma County / Healdsburg
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Swimming pool
- Pet Friendly
- Private garden
Map
Price per night from
$487
Price per night from
$487
Spectacular Two-Story Tuscan Villa Estate Home w/ Spa, Decks & Views
Sonoma County / Healdsburg
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
Map
Price per night from
$1,025
Price per night from
$1,025
Stunning Wine Country Gated Estate w/ in-ground pool & spa
Sonoma County / Healdsburg
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$1,432
Price per night from
$1,432
Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)
Sonoma County / Healdsburg
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$1,254
Price per night from
$1,254
Newly Renovated home w/ Spa, Gardens, & Spectacular Vineyard Views
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$516
Price per night from
$516
Healdsburg Cypress House
Sonoma County / Healdsburg
3 6 4 nights min
- 3 bedrooms
- sleeps 6
- 4 nights min
- Nearest beach 40 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$796
Price per night from
$796
4BR/3BA Healdsburg Home with Gardens and Views
Sonoma County / Healdsburg
10 3 nights min
- sleeps 10
- 3 nights min
- Nearest beach 10 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$974
Price per night from
$974
Stunning Mountain Top Estate with View Over Dry Creek Vineyards
Sonoma County / Healdsburg
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$911
Responds fast!
avg. 37 minutes
Price per night from
$911
Newly renovated & refurnished one-story 4br/3ba home, sleeps up to 8 guests
Sonoma County / Healdsburg
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
Map
Price per night from
$859
Price per night from
$859
Healdsburg home with pool and views 10 min. to plaza
Sonoma County / Healdsburg
4 8 3 nights min
- 4 bedrooms
- sleeps 8
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$1,374
Price per night from
$1,374
River View - Riverfront Getaway in Healdsburg - Hot tub, Kayaks, River Access
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
Map
Price per night from
$332
Responds fast!
avg. 37 minutes
Price per night from
$332
Beautiful mountain top wine retreat in Healdsburg!
Sonoma County / Healdsburg
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Beach / lakeside relaxation
- Child Friendly
Map
Price per night from
$401
Price per night from
$401
Serene Riverfront Cottage In Healdsburg, Views, Kayaks, 1.5 Mile to Downtown
Sonoma County / Healdsburg
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
Map
Price per night from
$258
Responds fast!
avg. 37 minutes
Price per night from
$258
Stunning 3BR Overlooking Vineyards w/ Pool, Hot Tub, Fire Pit & Guest Suite
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$1,036
Price per night from
$1,036
Dog-friendly home with a deck, patios & hot tub, in the heart of wine country!
Sonoma County / Healdsburg
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$202
Responds fast!
avg. 3 hours 4 minutes
Price per night from
$202
Charming 2BR by Vineyards w/ Deck, Fire Pit, Fireplace, Pool & Hot Tub
Sonoma County / Healdsburg
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$919
Price per night from
$919
New Contemporary Wine County Home
Sonoma County / Healdsburg
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Private garden
Map
Price per night from
$573
Price per night from
$573
Upscale, Modern four bedroom, three bath home
Sonoma County / Healdsburg
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$1,203
Price per night from
$1,203
Charming, Two-Story, Modernized Vintage Cottage w/ beautiful river views
Sonoma County / Healdsburg
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$453
Price per night from
$453
Good view
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Air conditioning
Map
Price per night from
$682
Responds fast!
avg. 1 hour 34 minutes
Price per night from
$682
Stunning, quiet, contemporary, single-level, eco-friendly home on 2.5 acres
Sonoma County / Healdsburg
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
Map
Price per night from
$911
Price per night from
$911
West Dry Creek View
Sonoma County / Healdsburg
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$1,031
Price per night from
$1,031
NEW LISTING! Wonderful estate with private pool & hot tub! Wine tasting nearby!
Sonoma County / Healdsburg
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$448
Responds fast!
avg. 3 hours 4 minutes
Price per night from
$448
5BR/6BA 3 Cottages on 6 acres on Russian River
Sonoma County / Healdsburg
5 12 3 nights min
- 5 bedrooms
- sleeps 12
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$2,634
Price per night from
$2,634
The Ultimate Wine County View Estate
Sonoma County / Healdsburg
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Air conditioning
- Private garden
Map
Price per night from
$954
Price per night from
$954
Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome)
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$516
Price per night from
$516
4BR/2.5BA Estate at Pinot Hill in Healdsburg
Sonoma County / Healdsburg
4 10 3 nights min
- 4 bedrooms
- sleeps 10
- 3 nights min
- Child Friendly
Map
Price per night from
$916
Price per night from
$916
Private estate in Alexander Valley/ Views! 3 miles to town
Sonoma County / Healdsburg
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
Map
Price per night from
$1,088
Price per night from
$1,088
Picturesque 1BR by Vineyards & Garden w/ Pool & Porch - Minutes to Downtown
Sonoma County / Healdsburg
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$362
Price per night from
$362
Wine Country Cottage
Sonoma County / Healdsburg
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$458
Price per night from
$458
Newly renovated 3 Bedroom 2.5 Bath vineyard home with pool
Sonoma County / Healdsburg
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Swimming pool
- Child Friendly
Map
Price per night from
$1,025
Price per night from
$1,025
Hilltop Vista Villa
Sonoma County / Healdsburg
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
Map
Price per night from
$516
Price per night from
$516
Kenya's Kastle
Sonoma County / Healdsburg
3 8 30 nights min
- 3 bedrooms
- sleeps 8
- 30 nights min
- Child Friendly
Map
Price per night from
$210
Price per night from
$210
Enchanting Wine Country Villa
Sonoma County / Healdsburg
4 10 3 nights min
- 4 bedrooms
- sleeps 10
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$1,712
Responds fast!
avg. 37 minutes
Price per night from
$1,712
Upscale Modern Vineyard Home
Sonoma County / Healdsburg
2 4 3 nights min
- 2 bedrooms
- sleeps 4
- 3 nights min
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$556
Price per night from
$556
Healdsburg Downtown Cottage
Sonoma County / Healdsburg
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Nearest beach 29 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$287
Responds fast!
avg. 3 hours 2 minutes
Price per night from
$287
The Residence
Sonoma County / Healdsburg
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Air conditioning
- Private garden
Map
Price per night from
$2,519
Price per night from
$2,519
About Healdsburg
Located along the Russian River at the center of Sonoma County wine country, Healdsburg offers a perfect vacation paradise, especially for wine lovers and outdoor enthusiasts. Every year, visitors come here from all over the world to experience tours through the rolling hillsides covered with vineyards and olive groves. Some of the finest award winning olive oils, wines, and champagnes in the world are produced right here. The mountains lie within easy reach of downtown Healdsburg, offering endless outdoor activities against a backdrop of rugged natural beauty. Stay in your own private vacation rental and enjoy a cup of coffee on your deck as the sun rises. Head into town for shopping, art galleries, craft studios, and seasonal festivals. When you're ready to explore the wilderness, there are miles of scenic trails and picnic areas here offering beautiful overlooks and wildlife spotting opportunities. At night, come home to your vacation rental in Healdsburg. Pool and luxury gourmet kitchens are features that many rentals offer, which can make your private condo or vacation home a great place for relaxing in style or hosting dinner for your family and friends.
Here are a few additional suggestions for your trip:
- Tour wine country: A vineyard tour is an indispensible part of the Healdsburg Experience.
- Go biking: Explore the steep back country trails by bicycle or rent a bike and peddle around town and have a freewheeling afternoon on a bicycle wine tour.
- Take a balloon ride: Experience the majestic beauty of Sonoma from the sky. Take a ride in a colorful balloon at sunrise and follow it up with a romantic champagne brunch.
- Go boating and fishing: Head out onto Healdsburg's tranquil lakes and waterways for some of the best fly fishing opportunities in the state.
- Spend an afternoon in the spa: Healdsburg spa venues are truly world class. After a few days of mountain biking and rock climbing, indulge in an afternoon of serious pampering.
- Go bird watching and wildlife spotting: The Healdsburg area is home to some of California's most elusive bird and wildlife species. Come here to see eagles, hawks, otters, foxes, and black bears.
Sonoma country is becoming increasingly popular for weekend getaways, family reunions, and Healdsburg wedding locations. Bring your friends and family, rent a luxury vacation home or seasonal condo, and let the vacation memories begin.
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