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Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views
Healdsburg house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$1,031
Price per night from
$1,603
Healdsburg, 4BR/2.5BA, hot tub, Fire pit, Bocce Ball, BBQ
Healdsburg house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$1,031
Healdsburg, 5BR/5.5BA Estate, Pool, Hot tub, Fire pit, Games
Healdsburg house
- 5 bedrooms
- 6 bathrooms
- sleeps 12
Price per night from
$3,321
Price per night from
$281
Responds fast! avg. 2 hours 30 minutes
Price per night from
$342
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!
Price per night from
$745
Responds fast! avg. 2 hours 30 minutes
Price per night from
$703
Great rentals within 20 miles that match your search
“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.
Price per night from
$1,788
Price per night from
$219
The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena
St. Helena house
- 5 bedrooms
- 8 bathrooms
- sleeps 12
Price per night from
$6,724
Price per night from
$213
Price per night from
$469
Responds fast! avg. 11 minutes
Price per night from
$145
Price per night from
$129
Responds fast! avg. 2 hours 33 minutes
Price per night from
$432
Price per night from
$279
Price per night from
$1,345
Price per night from
$896
Price per night from
$309
Price per night from
$168
Wine Country Getaway in Napa/Sonoma, Hot Tub, Redwoods and Creek Views
Santa Rosa house
- 3 bedrooms
- 1 bathroom
- sleeps 6
Price per night from
$505
Price per night from
$779
Bohemian Creekside Cottage minutes from Occidental and Sebastopol
Occidental house
- 2 bedrooms
- 2 bathrooms
- sleeps 9
Price per night from
$335
Tentrr Signature Site - Camp Along the Russian River
Rio Nido tented camp
- 1 bedroom
- 1 bathroom
- sleeps 6
Responds fast! avg. 3 hours 7 minutes
Price per night from
$127
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$617
Price per night from
$225
Price per night from
$365
Price per night from
$165
Price per night from
$256
Romantic Wine Country Cottage with View, Hot Tub & Pool
Sebastopol guest house
- 1 bedroom
- 1 bathroom
- sleeps 3
Price per night from
$187
Price per night from
$255
Spectacular Beach Views, Pool Table, Firepits, Games, Full Kitchen, & Deck/Patio
Bodega Bay house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 minutes
Price per night from
$562
Viewing 38 of 86
rentals in Healdsburg
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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