Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Healdsburg
The Two of You in Healdsburg
If you’re looking for a pretty good bottle of wine, it’s no secret that Sonoma County is a smart place to start. In addition to finding a fine pour you’ll find a few other things, too, including a fabulous all-around vacation spot.
Wine sets the tone for an experience in Healdsburg but by no means does it dominate. In addition to strolling through the orchards, farms and vineyards, you’ll also find a lively downtown scene ready to sate all cultural, culinary and creative urges. Along the Russian River is a romantic vacation waiting to happen, so clear a few days from your schedule, grab your favorite person, and see what develops.
Form a solid foundation for your trip by reserving a Vacation Rental in Healdsburg. These properties are everything they should be: elegant, cozy, budget-friendly and warm. Depending on your taste and expectations you’re sure to find just what you’re looking for – most notably, plenty of privacy and a little peace and quiet.
Downtown Healdsburg has an artsy side you’ll quickly grow fond of. A Jazz Festival each June, a healthy scene of local painters, sculptors and jewelry designers, farmers markets, fine restaurants and a few surprises in between will make each journey to the city center a treat. Go back and forth between the peaceful countryside and the heart of Healdsburg in order to ensure that you don’t miss a thing.
California Wine Country could change your definition of a vacation forever. Scout out your favorite spots because a return visit is most definitely in the cards…maybe next time you’ll even bring the kids. Or not.
-
Northwoods - A Favorite Riverfront Getaway in Healdsburg w/hot tub, dock, kayaks — Property 212356
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- river, waterfront
- pool
- Rates (shown in USD)
- $1673 - $2905 per property per week
-
3 BR Arts and Craftsman Bungalow in World Class Vineyard — Property 240934
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- rural
- pool
- Rates (shown in USD)
- $2765 per property per week
-
Jimtown House — Property 39347
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- adventure
- deck wood
- Rates (shown in USD)
- $2684 per house per week
-
Le Petite Olivet — Property 39344
- House
- 3 bedrooms , sleeps 8
- 3 bathrooms
- 1 half bathroom
- adventure
- dish washer
- Rates (shown in USD)
- $2455 per house per week
-
Emma's Cottage - Perfect for Wine Lovers! — Property 240936
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- town
- jacuzzi
- Rates (shown in USD)
-
Fitch Mountain Lookout - Views, Hot Tub, Fireplace, Beach Access — Property 152178
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- river, village
- balcony
- Rates (shown in USD)
- $1636 - $1925 per property per week
-
Holiday Magic! Romantic Vineyard Villa Estate on 20 gated acres — Property 212744
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- 1 half bathroom
- rural, village
- garden
- Rates (shown in USD)
- $3650 per property per week
-
Holiday Deals!!! Winelover's 1922 Farmhouse in world class Merlot Vineyard — Property 190656
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- rural, town
- garden
- Rates (shown in USD)
- $3465 per property per week
-
Redwood Tree House
Charming Riverfront Home near Town Square & Wineries — Property 98389
- 3 bedrooms , sleeps 8
- 2 bathrooms
- rural, waterfront
- jacuzzi
- Rates (shown in USD)
- $2021 - $2695 per property per week
-
Holiday Deals! Luxury Hillside Haven w/ Stunning Views Spa & Plunge Pool — Property 190651
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 2 half bathroom
- pool
- balcony
- Rates (shown in USD)
- $3750 per property per week
Refine Your Search
- You refined by:
- Healdsburg remove
- sleeps_5_or_more remove
- bedrooms_3 remove
- (remove all)
Baths
- 2 bathrooms (15)
- 3 bathrooms (4)
Lodging Type
- cottage rentals (1)
- house rentals (17)
Amenities
- air conditioning (12)
- satellite or cable tv (16)
- pool (7)
- internet access (12)
- dishwasher (16)
- washing machine (16)
Leisure Activities
Suitability
- wheelchair accessible (2)
- suitable for elderly or infirm (1)
- pet friendly (5)
- non smoking only (16)
