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.
-
Riverwood
Wine Country Home on Beach, 2.5 Miles to Healdsburg Plaza - spa, sauna, kayaks — Property 117991
- House
- 4 bedrooms , sleeps 14
- 3 bathrooms
- beach, river
- jacuzzi
- Rates (shown in USD)
- $3185 - $5103 per property per week
-
Firefly Lodge
Firefly - Sparkling Wine Country Riverfront Getaway — Property 111118
- House
- 4 bedrooms , sleeps 12
- 2 bathrooms
- beach, river
- jacuzzi
- Rates (shown in USD)
- $2793 - $4725 per property per week
-
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
-
A Classic River Retreat with Gorgeous Views, Knotty Pine Great Room, Dock, Boats — Property 212357
- House
- 3 bedrooms , sleeps 9
- 2 bathrooms
- 1 half bathroom
- river, waterfront
- jacuzzi
- Rates (shown in USD)
- $1883 - $3255 per property per week
-
Healdsburg Farmhouse in Private Vineyard-4 minute drive to Plaza — Property 103437
- Farmhouse
- 2 bedrooms , sleeps 6
- 2 bathrooms
- rural, village
- garden
- Rates (shown in USD)
- $2800 per property per week
-
Amazing Turn-of-Century Remodeled Stable Now Vacation Rental — Property 173510
- Villa
- 5 bedrooms , sleeps 13
- 4 bathrooms
- town
- pool
- Rates (shown in USD)
- $3900 per property per week
-
2 Bed, 2 Bath Wine Country Paradise, Spa, Views, Lrg Deck — Property 180577
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, rural
- garden
- Rates (shown in USD)
- $1200 - $1550 per property per week
-
Twin Tower River Ranch
Two Wine Country Homes (slps. 16) on 7 acres Russian River — Property 115595
- House
- 7 bedrooms , sleeps 16
- 6 bathrooms
- river, rural
- garden
- Rates (shown in USD)
-
Four Sisters Farmhouse — Property 143371
- House
- 4 bedrooms , sleeps 12
- 3 bathrooms
- rural
- jacuzzi
- Rates (shown in USD)
- $4300 per property per week
-
Lofty Zen Modern Retreat
Lofty & Light Wine Country 'Zen' Modern Barn — Property 237974
- Studio
- 1 bedroom , sleeps 2
- rural
- internet access
- Rates (shown in USD)
- $850 per property per week
Refine Your Search
- You refined by:
- Healdsburg remove
- (remove all)
Bedrooms
- 1 bedroom (8)
- 2 bedrooms (13)
- 3 bedrooms (24)
- 4+ bedrooms (30)
Sleeps
- Sleeps 1-4 (12)
- Sleeps 5-8 (39)
- Sleeps 9-12 (19)
- Sleeps 13 or more (5)
Baths
- 1 bathroom (13)
- 2 bathrooms (31)
- 3 bathrooms (20)
- 4+ bathrooms (10)
Lodging Type
- cottage rentals (9)
- estate rentals (2)
- farmhouse rentals (1)
- house rentals (55)
- lodge rentals (1)
- studio rentals (1)
- townhome rentals (1)
- villa rentals (4)
Amenities
- air conditioning (46)
- satellite or cable tv (60)
- pool (27)
- internet access (50)
- dishwasher (54)
- washing machine (50)
Leisure Activities
Suitability
- wheelchair accessible (10)
- suitable for elderly or infirm (21)
- pet friendly (18)
- non smoking only (63)
