Title: Hotels by Independent in Windward Side from CA $132 | Expedia.ca

  

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# Find Hotels by Independent in Windward Side from CA $132

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## Check prices for these dates

Tonight

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=11638&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Windward Side Independent Hotels

![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/121cb9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Caribbean cuisine, pool views ](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/2e08764f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/af275202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saba Arawak Hotel

Windward Side

8.4/10

Very good

(71)

"Place is really nice and clean. Staffs are friendly and accommodating. I would definitely recommend this place."

CA $163

CA $191 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information)

![Hiking](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/c4569144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/79c6abda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hiking](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/2ae6edbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One-Bedroom Suite with Ocean View](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/febac9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Gin House

Oranjestad

8.2/10

Very good

(51)

"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"

CA $272

CA $291 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information)

![Premium Bungalow, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/ecfb3641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/c48f0519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Bungalow, Non Smoking](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/f86bd64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/33000000/32820000/32813200/32813162/638aa03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Talk of the Town Inn & Suites

Oranjestad

9.0/10

Wonderful

(10)

"Great location, nice people, clean."

CA $123

CA $132 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Oranjestad-Hotels-Talk-Of-The-Town.h32813162.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/33fcc0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Cottage, 2 Single Beds, Private Bathroom, Ocean View](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/a8feb0e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/32bbfd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/4dde38ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### El Momo Cottages

Windward Side

8.6/10

Excellent

(54)

"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."

[](https://www.expedia.ca/Windward-Side-Hotels-El-Momo-Cottages.h11944556.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/c6c425a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/cdab380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/98a63fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite](https://images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/7cb35570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quill Gardens Boutique Hotel

Oranjestad

9.6/10

Exceptional

(22)

"Lovely place and surroundings, big room, good service"

CA $202

CA $218 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/1d1cb7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Private kitchenette](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/2c07626c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/f67596c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/19000000/18640000/18637300/18637272/0367a1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm Spring Inn

Oranjestad

8.6/10

Excellent

(14)

"Great place lovely staff"

CA $161

CA $179 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Oranjestad-Hotels-Palm-Spring-Inn.h18637272.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/3c3130af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/9e68cd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/40e3e9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/cad47c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flamboyant Cottage - Spectacular View & Pool

Windward Side

9.8/10

Exceptional

(40)

"Great experience. Trisha and Michael were more than welcoming and helpful. Incredible location and views. "

[](https://www.expedia.ca/Windward-Side-Hotels-Beautiful-Gingerbread-Cottage-Spectacular-View-Pool.h34006194.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/33d59b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/922e9d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/c518168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/1000c0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spyglass is a Private Villa With 360 View Near Windwardside.

windwardside

9.8/10

Exceptional

(69)

"This property is absolutely stunning! Views are amazing and just a really great place to stay. "

[](https://www.expedia.ca/Windward-Side-Hotels-Spyglass-Is-A-Private-Villa-With-360-View-Near-Windwardside.h27131549.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/465c91ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/1f4097e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/329f7ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/1746bc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peter Hytte is close to everything at great price!

Windward Side

10/10

Exceptional

(3)

"It's safe to say I could absolutely live here!!! This cottage is in the heart! Jeffery is amazing. He's helpful, laid back and kind LIKE EVERYONE here! I'm booking again soon. Where else can you sleep with all your doors and windows open in nature and be safe?"

[](https://www.expedia.ca/Windward-Side-Hotels-Peter-Hytte-Is-Close-To-Everything-At-Great-Price.h89687379.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/a524e520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/2379d571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/ddacd38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/f051d66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Windward Side

10/10

Exceptional

(11)

"Very pleased with the responsiveness of the owner, and location of the property. Exactly what we were looking for. Hope to stay again."

[](https://www.expedia.ca/Windward-Side-Hotels-Historic-Saban-Cottage-In-Windwardside.h78382857.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.

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## Top Windward Side Hotel Reviews

![Saba Arawak Hotel](//images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa_y.jpg)

### Saba Arawak Hotel

10/10 Excellent

"It was an amazing experience "

[](https://expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information)

![Peter Hytte is close to everything at great price!](//images.trvl-media.com/lodging/90000000/89690000/89687400/89687379/465c91ea_y.jpg)

### Peter Hytte is close to everything at great price!

10/10 Excellent

"It's safe to say I could absolutely live here!!! This cottage is in the heart! Jeffery is amazing. He's helpful, laid back and kind LIKE EVERYONE here! I'm booking again soon. Where else can you sleep with all your doors and windows open in nature and be safe?"

[](https://expedia.ca/Windward-Side-Hotels-Peter-Hytte-Is-Close-To-Everything-At-Great-Price.h89687379.Hotel-Information)

![ Quill Gardens Boutique Hotel](//images.trvl-media.com/lodging/86000000/85540000/85534600/85534552/c6c425a2_y.jpg)

### Quill Gardens Boutique Hotel

10/10 Excellent

"It was great time to stay with comfortable "

[](https://expedia.ca/Oranjestad-Hotels-Quill-Gardens-Estate.h85534552.Hotel-Information)

![El Momo Cottages](//images.trvl-media.com/lodging/12000000/11950000/11944600/11944556/33fcc0f7_y.jpg)

### El Momo Cottages

10/10 Excellent

"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."

[](https://expedia.ca/Windward-Side-Hotels-El-Momo-Cottages.h11944556.Hotel-Information)

![Home a way from home in the Unspoiled queen of the Caribbean.](//images.trvl-media.com/lodging/74000000/73240000/73234400/73234367/65f31ece_y.jpg)

### Home a way from home in the Unspoiled queen of the Caribbean.

10/10 Excellent

"Iris House is cute, comfortable, great/walkable location and with everything we needed for a great stay. Owner and manager both very helpful - highly recommend."

[](https://expedia.ca/Windward-Side-Hotels-Home-A-Way-From-Home-In-The-Unspoiled-Queen-Of-The-Caribbean.h73234367.Hotel-Information)

![Flamboyant Cottage - Spectacular View & Pool](//images.trvl-media.com/lodging/35000000/34010000/34006200/34006194/3c3130af_y.jpg)

### Flamboyant Cottage - Spectacular View & Pool

10/10 Excellent

"So lovely , whimsical, the view, the pool was so wonderful to cool off. Saba is magical.The cottage was clean and so many outdoor sitting spots.Could not recommend it more "

[](https://expedia.ca/Windward-Side-Hotels-Beautiful-Gingerbread-Cottage-Spectacular-View-Pool.h34006194.Hotel-Information)

![Spyglass is a Private Villa With 360 View Near Windwardside.](//images.trvl-media.com/lodging/28000000/27140000/27131600/27131549/33d59b59_y.jpg)

### Spyglass is a Private Villa With 360 View Near Windwardside.

10/10 Excellent

"The villa is even more beautiful than the pictures. The views and gardens are even more vibrant and incredible than we expected. We were amazed at the incredible construction and attention to detail in the house. The building itself looks like much of the wood work and interior is custom built and individually crafted. All appliances and appointments are top notch. The atmosphere is so peaceful. Overall the villa is airy, spacious, bright and with views into the infinity of the Caribbean. "

[](https://expedia.ca/Windward-Side-Hotels-Spyglass-Is-A-Private-Villa-With-360-View-Near-Windwardside.h27131549.Hotel-Information)

![The Old Gin House](//images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/c4569144_y.jpg)

### The Old Gin House

10/10 Excellent

"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"

[](https://expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information)

![Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!](//images.trvl-media.com/lodging/79000000/78390000/78382900/78382857/a524e520_y.jpg)

### Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

10/10 Excellent

"The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental."

[](https://expedia.ca/Windward-Side-Hotels-Historic-Saban-Cottage-In-Windwardside.h78382857.Hotel-Information)