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  3. Cottage Rentals

Windward Coast Cottage Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(136 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $432/Night 7 Nights - CA $3,026
Cabin
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like-icon8.4
Excellent
(30 Reviews)
39 Bedrooms 18 Baths 50 Guests 1076.39 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $691/Night 7 Nights - CA $4,840
Cottage
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like-icon10.0
Exceptional
(107 Reviews)
1 Bedroom 1 Bath 2 Guests 400 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $467/Night 7 Nights - CA $3,270
star-icons-3
Apartment
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2 Bedrooms 1 Bath 4 Guests 904.17 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $299/Night 7 Nights - CA $2,091
Cottage
Map-icon
like-icon10.0
Exceptional
(77 Reviews)
1 Bedroom 1 Bath 4 Guests 640 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $510/Night 7 Nights - CA $3,570
Cottage
Map-icon
like-icon10.0
Exceptional
(55 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $192/Night 7 Nights - CA $1,343
Cottage
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like-icon10.0
Exceptional
(45 Reviews)
1 Bedroom 1 Bath 2 Guests 480 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $182/Night 7 Nights - CA $1,275
Cottage
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 2 Guests 922 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $500/Night 7 Nights - CA $3,502
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $350/Night 7 Nights - CA $2,451
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $140/Night 7 Nights - CA $982
Cottage
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like-icon9.8
Exceptional
(83 Reviews)
3 Bedrooms 2 Baths 4 Guests 800 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $277/Night 7 Nights - CA $1,939
Cottage
Map-icon
like-icon9.8
Exceptional
(79 Reviews)
1 Bedroom 1 Bath 2 Guests 604 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $193/Night 7 Nights - CA $1,350

Why Choose Rent By Owner for your Windward Coast Cottage Rentals?

What makes our Cottage Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Windward Coast

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Frequently Asked Questions About Windward Coast Rental Cottages

2. How many Cottages are available in Windward Coast?

Currently, the total number of properties listed by RBO in 2026 is over 51 in the Windward Coast area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Windward Coast. 

More Rentals You May Like Near Windward Coast

Cottage
Map-icon
like-icon9.8
Exceptional
(74 Reviews)
2 Bedrooms 1 Bath 4 Guests 750 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $288/Night 7 Nights - CA $2,016
Cottage
Map-icon
like-icon9.6
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 4 Guests 828 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $806/Night 7 Nights - CA $5,644
Cottage
Map-icon
like-icon9.4
Exceptional
(100 Reviews)
1 Bedroom 1 Bath 4 Guests 710 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $408/Night 7 Nights - CA $2,860
Cottage
Map-icon
like-icon9.4
Exceptional
(97 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $929/Night 7 Nights - CA $6,505
Cottage
Map-icon
like-icon9.4
Exceptional
(57 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $374/Night 7 Nights - CA $2,616
Cottage
Map-icon
like-icon9.2
Exceptional
(154 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $633/Night 7 Nights - CA $4,433
Cottage
Map-icon
like-icon8.8
Fabulous
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 678 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $222/Night 7 Nights - CA $1,552
Cottage
Map-icon
2 Bedrooms 1 Bath 5 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $516/Night 7 Nights - CA $3,612
Cottage
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $341/Night 7 Nights - CA $2,386
New
Cottage
Map-icon
1 Bedroom 1 Bath 6 Guests 1400 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $396/Night 7 Nights - CA $2,772
Cottage
Map-icon
like-icon10.0
Exceptional
(203 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $371/Night 7 Nights - CA $2,597
Cottage
Map-icon
like-icon10.0
Exceptional
(126 Reviews)
2 Bedrooms 2 Baths 4 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $276/Night 7 Nights - CA $1,934