Holiday rentals near Healdsburg Plaza
We found 359 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's close to Healdsburg Plaza. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Healdsburg Plaza
Showing deals for:17 Oct - 24 Oct
Image gallery for Modern Retreat - Spectacular View Home Above Dry Creek Valley
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Modern Retreat - Spectacular View Home Above Dry Creek Valley
Healdsburg, CA
8% off
Price is NZ$19,954
NZ$19,954
NZ$2,851 per night
includes taxes & fees
Image gallery for Private 3 Bed + Cottage Wine Country Estate With Pool And More
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Private 3 Bed + Cottage Wine Country Estate With Pool And More
Healdsburg, CA
8% off
Price is NZ$15,661
NZ$15,661
NZ$2,237 per night
includes taxes & fees
Image gallery for Family-Friendly Dry Creek Valley Retreat w/Amazing Views <15 Minutes To Square
1010 out of 10 rating
Exceptional
(13 reviews)
Family-Friendly Dry Creek Valley Retreat w/Amazing Views <15 Minutes To Square
Healdsburg, CA
8% off
Price is NZ$11,885
NZ$11,885
NZ$1,698 per night
includes taxes & fees
Image gallery for Private Wine Country Retreat - Modern Luxury Estate
1010 out of 10 rating
Exceptional
(8 reviews)
Private Wine Country Retreat - Modern Luxury Estate
Healdsburg, CA
6% off
Price is NZ$19,043
NZ$19,043
NZ$2,720 per night
includes taxes & fees
Image gallery for Healdsburg, CA Amazing Resort-like Estate Healdsburg -- 4BD / 3BA
1010 out of 10 rating
Exceptional
(37 reviews)
Healdsburg, CA Amazing Resort-like Estate Healdsburg -- 4BD / 3BA
Windsor, CA
8% off
Price is NZ$22,088
NZ$22,088
NZ$3,155 per night
includes taxes & fees
Image gallery for Stay on the vineyard, hot tub &pool. 5 Queen suites, chef's kitchen, wrap porch
1010 out of 10 rating
Exceptional
(88 reviews)
Stay on the vineyard, hot tub &pool. 5 Queen suites, chef's kitchen, wrap porch
Healdsburg, CA
16% off
Price is NZ$14,584
NZ$14,584
NZ$2,083 per night
includes taxes & fees
Image gallery for 4 BEDROOM plus PRIVATE DEN, 6 1/2 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
1010 out of 10 rating
Exceptional
(191 reviews)
4 BEDROOM plus PRIVATE DEN, 6 1/2 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
Healdsburg, CA
6% off
Price is NZ$27,308
NZ$27,308
NZ$3,901 per night
includes taxes & fees
Image gallery for Dreamy A-Frame Luxury - Privacy - Views-Hot Tub
1010 out of 10 rating
Exceptional
(6 reviews)
Dreamy A-Frame Luxury - Privacy - Views-Hot Tub
Healdsburg, CA
8% off
Price is NZ$18,690
NZ$18,690
NZ$2,670 per night
includes taxes & fees
Image gallery for Healdsburg: Wine Country Retreat-Serenity, Swimming and Solitude
1010 out of 10 rating
Exceptional
(47 reviews)
Healdsburg: Wine Country Retreat-Serenity, Swimming and Solitude
Windsor, CA
8% off
Price is NZ$7,525
NZ$7,525
NZ$1,075 per night
includes taxes & fees
Image gallery for Wine Country Get Away
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Wine Country Get Away
Windsor, CA
7% off
Price is NZ$2,485
NZ$2,485
NZ$355 per night
includes taxes & fees
Image gallery for Dry Creek Ranch ~ Pool, HotTub, & Game Barn!
1010 out of 10 rating
Exceptional
(25 reviews)
Dry Creek Ranch ~ Pool, HotTub, & Game Barn!
Healdsburg, CA
11% off
Price is NZ$16,611
NZ$16,611
NZ$2,373 per night
includes taxes & fees
Image gallery for Secluded Healdsburg Sanctuary on 10 Private Acres with Vineyard
1010 out of 10 rating
Exceptional
(43 reviews)
Secluded Healdsburg Sanctuary on 10 Private Acres with Vineyard
Healdsburg, CA
16% off
Price is NZ$10,865
NZ$10,865
NZ$1,552 per night
includes taxes & fees
Image gallery for Beautiful Mountain Top Retreat (MTR) less than 10 mins from downtown Healdsburg!
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Beautiful Mountain Top Retreat (MTR) less than 10 mins from downtown Healdsburg!
Healdsburg, CA
8% off
Price is NZ$5,103
NZ$5,103
NZ$729 per night
includes taxes & fees
Image gallery for Beautiful Studio Getaway in the Heart of Wine Country
1010 out of 10 rating
Exceptional
(85 reviews)
Beautiful Studio Getaway in the Heart of Wine Country
Healdsburg, CA
8% off
Price is NZ$4,189
NZ$4,189
NZ$598 per night
includes taxes & fees
Image gallery for Secluded Russian River Farmhouse: Vinyard Retreat, minutes from Healdsburg
9.89.8 out of 10 rating
Exceptional
(46 reviews)
Secluded Russian River Farmhouse: Vinyard Retreat, minutes from Healdsburg
Geyserville, CA
10% off
Price is NZ$7,029
NZ$7,029
NZ$1,004 per night
includes taxes & fees
Image gallery for Perfect getaway! Riverside pool, river access, 5 min from Healdsburg square!
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Perfect getaway! Riverside pool, river access, 5 min from Healdsburg square!
Healdsburg, CA
9% off
Price is NZ$5,737
NZ$5,737
NZ$820 per night
includes taxes & fees
Image gallery for Gourmet Kitchen in Wine Country w/Hot Tub + Office
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Gourmet Kitchen in Wine Country w/Hot Tub + Office
Windsor, CA
8% off
Price is NZ$13,465
NZ$13,465
NZ$1,924 per night
includes taxes & fees
Image gallery for Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
1010 out of 10 rating
Exceptional
(85 reviews)
Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
Geyserville, CA
8% off
Price is NZ$9,934
NZ$9,934
NZ$1,419 per night
includes taxes & fees
Image gallery for Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
1010 out of 10 rating
Exceptional
(62 reviews)
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Healdsburg, CA
12% off
Price is NZ$3,857
NZ$3,857
NZ$551 per night
includes taxes & fees
Image gallery for Sapphire Canyon Vineyard Guest House
1010 out of 10 rating
Exceptional
(150 reviews)
Sapphire Canyon Vineyard Guest House
Geyserville, CA
8% off
Price is NZ$3,810
NZ$3,810
NZ$544 per night
includes taxes & fees
Image gallery for Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6
9.09.0 out of 10 rating
Wonderful
(11 reviews)
Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6
Windsor, CA
7% off
Price is NZ$3,636
NZ$3,636
NZ$519 per night
includes taxes & fees
Image gallery for Stay surrounded by Fitch Mountain Park and Open Space Preserve.
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Healdsburg, CA
8% off
Price is NZ$5,480
NZ$5,480
NZ$783 per night
includes taxes & fees
Image gallery for Treat Yourself to a Great Getaway
9.69.6 out of 10 rating
Exceptional
(54 reviews)
Treat Yourself to a Great Getaway
Windsor, CA
7% off
Price is NZ$3,636
NZ$3,636
NZ$519 per night
includes taxes & fees
Image gallery for Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
9.69.6 out of 10 rating
Exceptional
(121 reviews)
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
Windsor, CA
7% off
Price is NZ$2,699
NZ$2,699
NZ$386 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Healdsburg Plaza
Showing deals for: 14 Oct - 17 Oct
Vineyard View Retreat 8 Minutes to Healdsburg
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is NZ$7,268
NZ$7,268
for 3 nights, 1 home
NZ$2,423 per night
includes taxes & fees
Beautiful Spacious ArtHaus!
Sleeps 12 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
The current price is NZ$5,737
NZ$5,737
for 3 nights, 1 home
NZ$1,912 per night
includes taxes & fees
Private Wine Country Retreat - Modern Luxury Estate
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The current price is NZ$9,095
NZ$9,095
for 3 nights, 1 home
NZ$3,032 per night
includes taxes & fees
Right in the heart of Healdsburg lies this charming two-bedroom house
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$4,452
NZ$4,452
for 3 nights, 1 home
NZ$1,484 per night
includes taxes & fees
Three-Bedroom Hotel Suites in Downtown Healdsburg
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
The current price is NZ$4,890
NZ$4,890
for 3 nights, 1 room
NZ$1,630 per night
includes taxes & fees
Treat Yourself to a Great Getaway
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
The current price is NZ$1,857
NZ$1,857
for 3 nights, 1 apartment
NZ$619 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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