Holiday rentals near Windy Oaks Estate
We found 1,178 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Windy Oaks Estate that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Windy Oaks Estate
Showing deals for:10 Oct - 17 Oct
Image gallery for The Villa at The Ranch Almaden beautiful winery location
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Villa at The Ranch Almaden beautiful winery location
San Jose, CA
8% off
Price is NZ$45,722
NZ$45,722
NZ$6,532 per night
includes taxes & fees
Image gallery for 10 Steps to the Sand…Capitola Beach Front at the mouth of the Wharf-Pet Friendly
1010 out of 10 rating
Exceptional
(28 reviews)
10 Steps to the Sand…Capitola Beach Front at the mouth of the Wharf-Pet Friendly
Capitola, CA
8% off
Price is NZ$7,961
NZ$7,961
NZ$1,137 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort: Remodeled 3 Bedroom Beach Getaway
1010 out of 10 rating
Exceptional
(17 reviews)
Pajaro Dunes Resort: Remodeled 3 Bedroom Beach Getaway
Watsonville, CA
10% off
Price is NZ$7,535
NZ$7,535
NZ$1,076 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Home for Gathering of Family & Friends
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Beautiful Beachfront Home for Gathering of Family & Friends
Watsonville, CA
16% off
Price is NZ$16,056
NZ$16,056
NZ$2,294 per night
includes taxes & fees
Image gallery for Full Ocean View home sleeps 6 - affordably!
8.88.8 out of 10 rating
Excellent
(16 reviews)
Full Ocean View home sleeps 6 - affordably!
Watsonville, CA
9% off
Price is NZ$5,152
NZ$5,152
NZ$736 per night
includes taxes & fees
Image gallery for Beach front steps to the sand located between Monterey and Santa Cruz
1010 out of 10 rating
Exceptional
(28 reviews)
Beach front steps to the sand located between Monterey and Santa Cruz
Watsonville, CA
8% off
Price is NZ$6,631
NZ$6,631
NZ$947 per night
includes taxes & fees
Image gallery for Gated Beach Front Retreat - Remodeled on 1.5 Acres Just Steps to the Beach
1010 out of 10 rating
Exceptional
(23 reviews)
Gated Beach Front Retreat - Remodeled on 1.5 Acres Just Steps to the Beach
Watsonville, CA
8% off
Price is NZ$16,097
NZ$16,097
NZ$2,300 per night
includes taxes & fees
Image gallery for Peaceful Place to Relax
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Peaceful Place to Relax
San Martin, CA
8% off
Price is NZ$6,453
NZ$6,453
NZ$922 per night
includes taxes & fees
Image gallery for Sweet Spot in the Santa Cruz Redwoods 10 minutes from the Ocean
9.89.8 out of 10 rating
Exceptional
(59 reviews)
Sweet Spot in the Santa Cruz Redwoods 10 minutes from the Ocean
Soquel, CA
5% off
Price is NZ$2,527
NZ$2,527
NZ$361 per night
includes taxes & fees
Image gallery for Oceanfront Retreat at Pajaro Dunes. Beach Access, Hot Tub, BBQ, Pool Table.
9.29.2 out of 10 rating
Wonderful
(57 reviews)
Oceanfront Retreat at Pajaro Dunes. Beach Access, Hot Tub, BBQ, Pool Table.
Watsonville, CA
12% off
Price is NZ$13,734
NZ$13,734
NZ$1,962 per night
includes taxes & fees
Image gallery for Sweeping ocean views! Perfect for families, steps to sand, ping pong, Pickleball
9.89.8 out of 10 rating
Exceptional
(109 reviews)
Sweeping ocean views! Perfect for families, steps to sand, ping pong, Pickleball
Watsonville, CA
8% off
Price is NZ$10,886
NZ$10,886
NZ$1,555 per night
includes taxes & fees
Image gallery for Remote- Ocean Front, steps to ocean, Pajaro Dunes Between Santa Cruz - Monterey
1010 out of 10 rating
Exceptional
(25 reviews)
Remote- Ocean Front, steps to ocean, Pajaro Dunes Between Santa Cruz - Monterey
Watsonville, CA
8% off
Price is NZ$5,304
NZ$5,304
NZ$758 per night
includes taxes & fees
Image gallery for Private Room with Attached Sun Room and Covered Deck
9.89.8 out of 10 rating
Exceptional
(83 reviews)
Private Room with Attached Sun Room and Covered Deck
Aptos, CA
8% off
Price is NZ$3,386
NZ$3,386
NZ$484 per night
includes taxes & fees
Image gallery for Enjoy the sun and the great atmosphere at the Surf Shack. A beautiful cottage.
1010 out of 10 rating
Exceptional
(12 reviews)
Enjoy the sun and the great atmosphere at the Surf Shack. A beautiful cottage.
Santa Cruz, CA
8% off
Price is NZ$5,068
NZ$5,068
NZ$724 per night
includes taxes & fees
Image gallery for Blue Diamond@Monterey Dunes OCEANFRONT 3bed/3bath-sleeps 7 Monterey/Santa Cruz
1010 out of 10 rating
Exceptional
(49 reviews)
Blue Diamond@Monterey Dunes OCEANFRONT 3bed/3bath-sleeps 7 Monterey/Santa Cruz
Castroville, CA
7% off
Price is NZ$8,497
NZ$8,497
NZ$1,214 per night
includes taxes & fees
Image gallery for Kick off the New Year with a Birthday Beach stay! Hot tub included!
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Kick off the New Year with a Birthday Beach stay! Hot tub included!
Aptos, CA
11% off
Price is NZ$3,350
NZ$3,350
NZ$479 per night
includes taxes & fees
Image gallery for Entelechy Ranch - A Cozy Redwood Resort
1010 out of 10 rating
Exceptional
(65 reviews)
Entelechy Ranch - A Cozy Redwood Resort
Watsonville, CA
8% off
Price is NZ$12,600
NZ$12,600
NZ$1,800 per night
includes taxes & fees
Image gallery for 3 Bedroom Ocean Front (sleeps 6)
1010 out of 10 rating
Exceptional
(110 reviews)
3 Bedroom Ocean Front (sleeps 6)
Castroville, CA
8% off
Price is NZ$10,703
NZ$10,703
NZ$1,529 per night
includes taxes & fees
Image gallery for Pacific View Treehouse
1010 out of 10 rating
Exceptional
(9 reviews)
Pacific View Treehouse
Watsonville, CA
8% off
Price is NZ$6,602
NZ$6,602
NZ$943 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort: Premium 2 Bedroom Beach Condo
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Pajaro Dunes Resort: Premium 2 Bedroom Beach Condo
Watsonville, CA
6% off
Price is NZ$5,653
NZ$5,653
NZ$808 per night
includes taxes & fees
Image gallery for New, Centrally Located guest house with Modern Amenities and Private Hot Tub
9.49.4 out of 10 rating
Exceptional
(10 reviews)
New, Centrally Located guest house with Modern Amenities and Private Hot Tub
Salinas, CA
8% off
Price is NZ$2,347
NZ$2,347
NZ$335 per night
includes taxes & fees
Image gallery for Ocean Front Villa
9.49.4 out of 10 rating
Exceptional
(40 reviews)
Ocean Front Villa
Castroville, CA
8% off
Price is NZ$9,003
NZ$9,003
NZ$1,286 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort - Gorgeous Remodeled 2 Bdrm Condo Quick 29 Mins to Monterey
8.88.8 out of 10 rating
Excellent
(15 reviews)
Pajaro Dunes Resort - Gorgeous Remodeled 2 Bdrm Condo Quick 29 Mins to Monterey
Watsonville, CA
7% off
Price is NZ$7,833
NZ$7,833
NZ$1,119 per night
includes taxes & fees
Image gallery for Walk to beach & heated pools @ renovated ocean-view Seascape Resort Villa
1010 out of 10 rating
Exceptional
(10 reviews)
Walk to beach & heated pools @ renovated ocean-view Seascape Resort Villa
Aptos, CA
8% off
Price is NZ$8,408
NZ$8,408
NZ$1,201 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windy Oaks Estate
Showing deals for: 7 Oct - 10 Oct
Pacific View Treehouse
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is NZ$3,360
NZ$3,360
for 3 nights, 1 cabin
NZ$1,120 per night
includes taxes & fees
Sunset Inn - Charming Beautiful Inn (Second Cabin)
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
The current price is NZ$1,756
NZ$1,756
for 3 nights, 1 room
NZ$585 per night
includes taxes & fees
Superb 1-Bedroom Beach Condo at Seascape Beach Resort in Aptos, CA
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The current price is NZ$1,955
NZ$1,955
for 3 nights, 1 apartment
NZ$652 per night
includes taxes & fees
Ocean View Studio Condo at Seascape Resort
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
230 reviews(230 reviews)
The current price is NZ$1,637
NZ$1,637
for 3 nights, 1 apartment
NZ$546 per night
includes taxes & fees
BEST OCEAN-FRONT HOME IN PAJARO DUNES, MONTEREY BAY - NEWLY RENOVATED
Sleeps 12 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
The current price is NZ$10,318
NZ$10,318
for 3 nights, 1 home
NZ$3,439 per night
includes taxes & fees
Ocean front family & pet friendly charming cozy cottage with beach access.
Sleeps 6 · 1 bedroom · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
275 reviews(275 reviews)
The current price is NZ$3,016
NZ$3,016
for 3 nights, 1 home
NZ$1,005 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
More for lessMore space, more privacy, more amenities — more value