Villa holiday rentals in Healdsburg
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Top-rated villa rentals in Healdsburg
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Healdsburg
Private villa rentals
Villa in Bodega Bay
4.75 out of 5 average rating, 16 reviewsEagles' Rest - With Game Room and close to beach!
9–16 Mar
Villa in Healdsburg
4.94 out of 5 average rating, 115 reviewsHilltop Vista Villa
12–19 Apr
Villa in Healdsburg
4.85 out of 5 average rating, 127 reviewsCasa de Campo 4/3 house with pool
3–10 Jan
Villa in Sonoma
4.98 out of 5 average rating, 183 reviewsTwin Oaks • Pool, Garden, Terrace, Bocce & Hot tub
10–17 Dec
Villa in Jenner
4.97 out of 5 average rating, 136 reviewsVilla Vista, The Absolute Jewel of Jenner
10–17 Apr
Villa in Cazadero
4.95 out of 5 average rating, 210 reviewsLuxury in Redwoods w/ Hot Tub and Fire Pit
29 Dec – 5 Jan
Villa in Santa Rosa
4.93 out of 5 average rating, 100 reviewsVilla Annadel - Stunning 5 Bedroom with a Pool
4–11 Feb
Villa in Napa
4.95 out of 5 average rating, 103 reviewsAn Italian Villa in the heart of Napa Valley!
4–11 Apr
Luxury villa rentals
Villa in Sonoma
4.68 out of 5 average rating, 22 reviewsThe Cline Winery Vineyard Estate
6–13 Mar
Villa in Vallejo
5.0 out of 5 average rating, 20 reviewsHouse with POOL & SPA between NAPA /San Francisco
19–26 Sep
Villa in Sonoma
Sonoma Vineyard Villa w/ Pool, Spa, & Games Room
22–29 Jun
Villa in Sonoma
4.86 out of 5 average rating, 102 reviewsCountry Villa, 4 Bedrooms, 3.5 Baths, Sleeps 6-8+
4–11 Apr
Villa in Geyserville
4.89 out of 5 average rating, 18 reviewsAdventure Alexander Valley Lodge w/ Pool & Hot tub
26 Aug – 2 Sep
Villa in Santa Rosa
4.93 out of 5 average rating, 81 reviewsWellington by AvantStay | Secluded Estate w/ Views
26 Feb – 5 Mar
Villa in Cotati
4.92 out of 5 average rating, 12 reviewsModern Cotati Villa w/ Private Pool & Large Deck!
18–25 May
Villa in Calistoga
4.67 out of 5 average rating, 3 reviewsHistoric Grand Victorian at SSS Ranch Napa
12–19 Jul
Villa rentals with a pool
Villa in Rodeo
4.55 out of 5 average rating, 22 reviewsLuxury Modern Home near UC Berkeley with Swim Spa
21–28 Oct
Villa in Sonoma
4.59 out of 5 average rating, 688 reviewsPrivate Guest House with Pool
12–19 Jan
Room in Santa Rosa
4.74 out of 5 average rating, 76 reviewsBeautiful En-suite bedroom with balcony -room3
16–23 May
Room in Novato
4.83 out of 5 average rating, 12 reviewsRanch Style Wine Country Escape
10–17 Jun
Villa in Forestville
4.63 out of 5 average rating, 72 reviewsPocket Paradise - Pool, 3 Acres, Hot Tub
25 Sep – 2 Oct
Villa in Sebastopol
4.84 out of 5 average rating, 64 reviewsFallen Tree Ranch - Wine Country, Pool, Hot Tub
7–14 Oct
Villa in Sonoma
4.84 out of 5 average rating, 49 reviewsWildflower by AvantStay|Steps to Sonoma Golf Club!
5–12 Jul
Villa in Geyserville
4.71 out of 5 average rating, 84 reviewsAlexander Valley Lodge Pool/Hot Tub
24 Jun – 1 Jul
Destinations to explore
- Sacramento Holiday rentals
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