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Healdsburg Vacation Rentals(115)

115 Results
$145 - $185
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(41)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night min stay
(21)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(42)
$800 - $1,200
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night min stay
(24)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night min stay
(33)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 3 night min stay
(7)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
2 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 6 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 4 night min stay
(88)
$1,080 - $1,180
per night
2 - 3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night min stay
(55)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 - 4 night min stay
(38)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 night min stay
(9)
$4,200 - $4,950
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
30 night min stay
2 Reviews
$800 - $1,000
per night
2 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 night min stay
(21)
$215 - $365
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night min stay
(21)
$316 - $395
per night
2 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night min stay
(12)
$1,250
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
(3)
$250 - $350
per night
1 - 2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 2 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night min stay
(21)
$200 - $300
per night
1 - 2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
1 - 2 night min stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(29)
$195 - $260
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night min stay
(14)
$275 - $325
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night min stay
(32)
$675 - $875
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(6)
$275 - $325
per night
3 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 4 night min stay
(27)
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Recent Healdsburg Reviews

Pristine Perfection!

5 of 5
The property was jaw dropping. The very first moment we walked in, we knew our family time would be one to remember. The location was perfect, wine tasting two doors down and a charming century old grocery and cafe. Vineyards everywhere! The architecture and interior design was second to none. Very spacious! Nilus was always available to answer any questions. He has put alot of thought into what a visitor may need upon their stay. The accommodations were outstanding. Everything is state of the art and new. This property will definitely be our family's local getaway! I can't say enough about Downtown Healdsburg! Charming to say the least! Incredible place ... Highly recommend it. I hope anyone who does stay there is respectful of its beauty and purpose!
  • Submitted: Apr 12, 2015
  • Stayed: Apr 2015

Perfect Gathering Spot with Beautiful Scenery

5 of 5
We rented this home for a group of nine former college roommates gathering for a long wine country weekend. Being unfamiliar with the area, we could not have lucked out more on location and views. The house is exactly as depicted in the pictures and had many spots for all of us to relax together, or to have a quiet moment. The property is beautiful with plenty of outdoor space to relax and enjoy. There is a wonderful market for breakfast, snacks, drinks, etc a few minutes away on foot. Downtown Healdsburg is a short drive away with the wonderful offerings it has, and the house is a perfect starting spot for wine tasting in the area. The owners/leasing agent was also extremely responsive and helpful. Would definitely return to this exact property again.
  • Submitted: Apr 1, 2015
  • Stayed: Mar 2015

Great extended stay

5 of 5
My parents stayed at this home for 2 months and had a wonderful time. The home was extremely conveniently located in the hills of Healdsburg and had great views of Sonoma hills from the porch. The owner is extremely responsive as well, which made the experience even more pleasurable.
  • Submitted: Mar 29, 2015
  • Stayed: Feb 2015