Title: Windward Acres Cottages | Expedia.ca [Hotels in Windward Acres](https://expedia.ca/Windward-Acres-Hotels.d553248635975871326.Travel-Guide-Hotels)[Vacation Rentals in Windward Acres](https://expedia.ca/Windward-Acres-Vacation-Rentals.d553248635975871326.Travel-Guide-VacationRentals)[Windward Acres Car Rentals](https://expedia.ca/Car-Rentals-In-Windward-Acres.d553248635975871326.Car-Rental-Guide)[Windward Acres Vacation Packages](https://expedia.ca/Windward-Acres.d553248635975871326.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Windward Acres Cottage Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975871326&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975871326&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975871326&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975871326&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windward Acres Cottages ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100850000/100850000/100849987/4fccb4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100850000/100850000/100849987/dcb81761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100850000/100850000/100849987/5ba9781c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100850000/100850000/100849987/5bf93ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Dock + Fire Pit: Riverfront Darien Cottage Darien 10/10 Exceptional (3) "Cute and comfortable little house with amazing views of the river. Walkable to historic area and restaurants. Had an excellent stay, definitely recommend for relaxing get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $227 CA $523 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Darien-Hotels-Riverfront-Darien-Cottage-W-Private-Dock.h100849987.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116910000/116909300/116909237/f08010ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116910000/116909300/116909237/2bac6a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116910000/116909300/116909237/f4149f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116910000/116909300/116909237/f2e131fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Original island cottage 3 bedroom well maintained Kings Terrace 9.0/10 Wonderful (2) CA $342 CA $658 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Simons-Island-Hotels-Original-Island-Cottage-3-Bedroom-Well-Maintained.h116909237.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30090000/30088900/30088825/b42d5d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30090000/30088900/30088825/2141fc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30090000/30088900/30088825/9ce67a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30090000/30088900/30088825/236864fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village King City 9.8/10 Exceptional (158) "Place was clean and all the amenities were very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas D. CA $350 CA $628 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Simons-Island-Hotels-Elegant-St-Simons-Island-Honeymoon-Beach-Cottage-Near-Pier-Village.h30088825.Hotel-Information) ![Smart TV, foosball](https://images.trvl-media.com/lodging/93000000/92420000/92417500/92417471/3a07883c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92420000/92417500/92417471/7bd80c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92420000/92417500/92417471/a3252a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92420000/92417500/92417471/w1634h1188x0y0-8ff045bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Beach Cottage and Guest House East Beach 10/10 Exceptional (83) "Great place in a good location at East Beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon O. CA $708 CA $1,485 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/St-Simons-Island-Hotels-East-Beach-Cottage-And-Guest-House.h92417471.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107300000/107295200/107295131/8674f2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107300000/107295200/107295131/b3f0cf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107300000/107295200/107295131/3dabefa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/108000000/107300000/107295200/107295131/ad0fbac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BRAND NEW 6 Bed 9 Bath Luxury Beach House W/Private HEATABLE POOL Steps to Beach King City 10/10 Exceptional (10) "Quiet and relaxing with wonderful access to everything at the island " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcy C. [](https://www.expedia.ca/St-Simons-Island-Hotels-BRAND-NEW-6-Bed-9-Bath-Luxury-Beach-House-W-Private-HEATED-POOL-Steps-To-Beach.h107295131.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=553248635975871326&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindward-Acres-Cottages.d553248635975871326-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindward-Acres-Cottages.d553248635975871326-aaCottages.Travel-Guide-Accommodation) ## Top Windward Acres Hotel Reviews ## Find out more about Windward Acres ## Windward Acres Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - 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