Holiday rentals near Pioneer Park
We found 273 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Pioneer Park that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Pioneer Park
Showing deals for:1 Aug - 8 Aug
Image gallery for St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard
1010 out of 10 rating
Exceptional
(100 reviews)
St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard
St. Helena, CA
8% off
Price is NZ$39,214
NZ$39,214
NZ$5,602 per night
includes taxes & fees
Image gallery for Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
1010 out of 10 rating
Exceptional
(19 reviews)
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Santa Rosa, CA
8% off
Price is NZ$20,271
NZ$20,271
NZ$2,896 per night
includes taxes & fees
Image gallery for 4 bed / 4 ba Home in Downtown Calistoga
9.29.2 out of 10 rating
Wonderful
(5 reviews)
4 bed / 4 ba Home in Downtown Calistoga
Calistoga, CA
8% off
Price is NZ$20,837
NZ$20,837
NZ$2,977 per night
includes taxes & fees
Image gallery for Gated and private mountaintop 30-acre Vineyard Estate, Pool, Jacuzzi, Gardens
1010 out of 10 rating
Exceptional
(60 reviews)
Gated and private mountaintop 30-acre Vineyard Estate, Pool, Jacuzzi, Gardens
St. Helena, CA
18% off
Price is NZ$20,858
NZ$20,858
NZ$2,980 per night
includes taxes & fees
Image gallery for Updated Home With Hot Tub In The Heart Of St. Helena Permit #PL 24-013.
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Updated Home With Hot Tub In The Heart Of St. Helena Permit #PL 24-013.
St. Helena, CA
8% off
Price is NZ$12,974
NZ$12,974
NZ$1,853 per night
includes taxes & fees
Image gallery for Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
1010 out of 10 rating
Exceptional
(9 reviews)
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Angwin, CA
8% off
Price is NZ$15,510
NZ$15,510
NZ$2,216 per night
includes taxes & fees
Image gallery for Scenic and tranquil in the heart of Sonoma wine country.
1010 out of 10 rating
Exceptional
(86 reviews)
Scenic and tranquil in the heart of Sonoma wine country.
Santa Rosa, CA
16% off
Price is NZ$7,348
NZ$7,348
NZ$1,050 per night
includes taxes & fees
Image gallery for Perfect for Wine Country Vacation Living and Entertaining
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Perfect for Wine Country Vacation Living and Entertaining
Santa Rosa, CA
8% off
Price is NZ$14,454
NZ$14,454
NZ$2,065 per night
includes taxes & fees
Image gallery for Steelhead Creek Vineyards Rustic Working Barn
1010 out of 10 rating
Exceptional
(31 reviews)
Steelhead Creek Vineyards Rustic Working Barn
Santa Rosa, CA
8% off
Price is NZ$6,335
NZ$6,335
NZ$905 per night
includes taxes & fees
Image gallery for Modern Compound on Private Vineyard, Complete with Guest House
1010 out of 10 rating
Exceptional
(81 reviews)
Modern Compound on Private Vineyard, Complete with Guest House
St. Helena, CA
16% off
Price is NZ$14,810
NZ$14,810
NZ$2,116 per night
includes taxes & fees
Image gallery for Rincon Valley Wine Country Vacation Home
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Rincon Valley Wine Country Vacation Home
Santa Rosa, CA
8% off
Price is NZ$8,824
NZ$8,824
NZ$1,261 per night
includes taxes & fees
Image gallery for 1 Block To St. Helena Main Street Shops-Restaurants! Avail April 19-29,May 13-17
1010 out of 10 rating
Exceptional
(252 reviews)
1 Block To St. Helena Main Street Shops-Restaurants! Avail April 19-29,May 13-17
St. Helena, CA
12% off
Price is NZ$13,104
NZ$13,104
NZ$1,872 per night
includes taxes & fees
Image gallery for Just minutes from Calistoga, Kenwood, Sonoma and Napa
1010 out of 10 rating
Exceptional
(27 reviews)
Just minutes from Calistoga, Kenwood, Sonoma and Napa
Santa Rosa, CA
7% off
Price is NZ$9,518
NZ$9,518
NZ$1,360 per night
includes taxes & fees
Image gallery for Relax in the most beautiful, secluded setting Sonoma County has to offer
1010 out of 10 rating
Exceptional
(46 reviews)
Relax in the most beautiful, secluded setting Sonoma County has to offer
Santa Rosa, CA
7% off
Price is NZ$14,190
NZ$14,190
NZ$2,027 per night
includes taxes & fees
Image gallery for Vineyard View Guest House
1010 out of 10 rating
Exceptional
(167 reviews)
Vineyard View Guest House
Calistoga, CA
9% off
Price is NZ$6,011
NZ$6,011
NZ$859 per night
includes taxes & fees
Image gallery for Clementine By AvantStay | Modern Retreat w/ Pool, Pool Table & Large Patio
8.68.6 out of 10 rating
Excellent
(19 reviews)
Clementine By AvantStay | Modern Retreat w/ Pool, Pool Table & Large Patio
Santa Rosa, CA
6% off
Price is NZ$11,008
NZ$11,008
NZ$1,573 per night
includes taxes & fees
Image gallery for Wine Country guest house
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Wine Country guest house
Santa Rosa, CA
8% off
Price is NZ$1,583
NZ$1,583
NZ$226 per night
includes taxes & fees
Image gallery for Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042
1010 out of 10 rating
Exceptional
(105 reviews)
Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042
St. Helena, CA
8% off
Price is NZ$18,444
NZ$18,444
NZ$2,635 per night
includes taxes & fees
Image gallery for Steelhead Creek Vineyards Garden Casita
1010 out of 10 rating
Exceptional
(59 reviews)
Steelhead Creek Vineyards Garden Casita
Santa Rosa, CA
8% off
Price is NZ$3,471
NZ$3,471
NZ$496 per night
includes taxes & fees
Image gallery for Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Cozy Woodland Escape, Hot Tub, Redwood + Water Views, mins from spas in Napa
Santa Rosa, CA
8% off
Price is NZ$5,415
NZ$5,415
NZ$774 per night
includes taxes & fees
Image gallery for Wine Country Backyard Escape
1010 out of 10 rating
Exceptional
(22 reviews)
Wine Country Backyard Escape
Santa Rosa, CA
8% off
Price is NZ$9,371
NZ$9,371
NZ$1,339 per night
includes taxes & fees
Image gallery for Wine Country Lux Villa w/ Hot Tub and Pool
1010 out of 10 rating
Exceptional
(13 reviews)
Wine Country Lux Villa w/ Hot Tub and Pool
Santa Rosa, CA
8% off
Price is NZ$16,456
NZ$16,456
NZ$2,351 per night
includes taxes & fees
Image gallery for Calistoga Vineyard House
1010 out of 10 rating
Exceptional
(39 reviews)
Calistoga Vineyard House
Calistoga, CA
8% off
Price is NZ$11,382
NZ$11,382
NZ$1,626 per night
includes taxes & fees
Image gallery for Free wifi & free parking. Charming In-Town Cottage In California Wine Country
9.29.2 out of 10 rating
Wonderful
(81 reviews)
Free wifi & free parking. Charming In-Town Cottage In California Wine Country
Calistoga, CA
8% off
Price is NZ$4,944
NZ$4,944
NZ$706 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pioneer Park
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Sleeps 12 · 5 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Casa Bella Estate in Wine Country w/ New Pool!
Sleeps 22 · 10 bedrooms · 7 bathrooms
9.89.8 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
RiverPointe Napa Valley Resort
Sleeps 2
8.68.6 out of 10
Excellentexcellent
1,238 reviews(1,238 reviews)
Napa Valley Vineyard Estate For Active Lifestyles with 2 Pickleball Courts
Sleeps 24 · 9 bedrooms · 8 bathrooms
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
211 reviews(211 reviews)
Historic Saint Helena farm house one block from Main Street
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
206 reviews(206 reviews)
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
More for lessMore space, more privacy, more amenities — more value