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.
-
Firefly Lodge
Firefly - Sparkling Wine Country Riverfront Getaway — Property 111118
- House
- 4 bedrooms , sleeps 12
- 2 bathrooms
- beach, river
- jacuzzi
Early Booking - Stay a 5th Night FREES P E C I A L O F F E R- Rates (shown in USD)
- $2793 - $3493 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
-
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
-
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 - $2345 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 - $2065 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
-
Emma's Cottage - Perfect for Wine Lovers! — Property 240936
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- town
- jacuzzi
- Rates (shown in USD)
-
Holiday Deals! Kokopelli Country Alexander Valley Retreat — Property 187029
- House
- 3 bedrooms , sleeps 10
- 2 bathrooms
- 1 half bathroom
- pool
- balcony
- Rates (shown in USD)
- $2500 per property per week
-
Riverwood
Wine Country Home on River - 1.2 Miles to Healdsburg - Spa & Sauna - King Suites — Property 264189
- House
- 2 bedrooms , sleeps 4
- 2 bathrooms
- river, rural
- pool
- Rates (shown in USD)
- $2415 per property per week
-
Stillerus vineyards and gardens of West Dry Creek Valley! — Property 7021506
- House
- 3 bedrooms , sleeps 10
- 2 bathrooms
- children welcome
- suitable for elderly or infirm
- Rates (shown in USD)
Refine Your Search
- You refined by:
- Healdsburg remove
- 2 bathrooms remove
- (remove all)
Bedrooms
- 2 bedrooms (7)
- 3 bedrooms (19)
- 4+ bedrooms (5)
Sleeps
- Sleeps 1-4 (1)
- Sleeps 5-8 (23)
- Sleeps 9-12 (6)
- Sleeps 13 or more (1)
Lodging Type
- cottage rentals (1)
- farmhouse rentals (1)
- house rentals (27)
- villa rentals (1)
Amenities
- air conditioning (18)
- satellite or cable tv (24)
- pool (9)
- internet access (19)
- dishwasher (22)
- washing machine (24)
Leisure Activities
Suitability
- wheelchair accessible (4)
- suitable for elderly or infirm (6)
- pet friendly (8)
- non smoking only (26)
