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!
12–19 Mar
Villa in Santa Rosa
4.93 out of 5 average rating, 81 reviewsWellington by AvantStay | Secluded Estate w/ Views
29 May – 5 Jun
Villa in Healdsburg
4.94 out of 5 average rating, 114 reviewsHilltop Vista Villa
9–16 Dec
Villa in Healdsburg
4.85 out of 5 average rating, 126 reviewsCasa de Campo 4/3 house with pool
26 Oct – 2 Nov
Villa in Jenner
4.97 out of 5 average rating, 136 reviewsVilla Vista, The Absolute Jewel of Jenner
16–23 Apr
Villa in Cazadero
4.95 out of 5 average rating, 210 reviewsLuxury in Redwoods w/ Hot Tub and Fire Pit
5–12 Jun
Villa in Napa
4.96 out of 5 average rating, 102 reviewsAn Italian Villa in the heart of Napa Valley!
5–12 Mar
Villa in Santa Rosa
4.93 out of 5 average rating, 100 reviewsVilla Annadel - Stunning 5 Bedroom with a Pool
14–21 Mar
Luxury villa rentals
Villa in Sonoma
Sonoma Vineyard Villa w/ Pool, Spa, & Games Room
14–21 Dec
Villa in Geyserville
4.89 out of 5 average rating, 18 reviewsAdventure Alexander Valley Lodge w/ Pool & Hot tub
22–29 Aug
Villa in Sonoma
4.66 out of 5 average rating, 38 reviewsChardonnay by AvantStay | Infinity Pool w/ Views
Villa in Cotati
4.92 out of 5 average rating, 12 reviewsModern Cotati Villa w/ Private Pool & Large Deck!
23–30 Oct
Villa in Occidental
4.8 out of 5 average rating, 59 reviewsDreamy Artist Cabin w/ Jacuzzi in a Private Forest
8–15 Aug
Villa in Calistoga
4.67 out of 5 average rating, 3 reviewsHistoric Grand Victorian at SSS Ranch Napa
13–20 Jul
Villa in Bodega
4.57 out of 5 average rating, 35 reviewsGrand Residence at Sonoma Coast Villa
21–28 May
Villa in Guerneville
4.74 out of 5 average rating, 126 reviewsVilla Cabernet~Russian River Wine Lodge w/ Hot Tub
31 Jan – 7 Feb
Villa rentals with a pool
Villa in Sonoma
4.59 out of 5 average rating, 688 reviewsPrivate Guest House with Pool
23 Feb – 2 Mar
Villa in Napa
4.79 out of 5 average rating, 125 reviewsThe Napa Castle - 30 Day Rental
9–16 Aug
Room in Santa Rosa
4.73 out of 5 average rating, 75 reviewsBeautiful En-suite bedroom with balcony -room3
17–24 May
Room in Novato
4.83 out of 5 average rating, 12 reviewsRanch Style Wine Country Escape
6–13 Jul
Room in Santa Rosa
4.82 out of 5 average rating, 44 reviewsCozy en-suite in a newly remodeled house-room 2
17–24 May
Room in Geyserville
4.83 out of 5 average rating, 6 reviewsAlexander Valley Lodge - Jr Suite
26 Mar – 2 Apr
Room in Novato
Marin County Welcoming Villa
5–12 Jan
Destinations to explore
- Sacramento Holiday rentals
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