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Check prices for these dates

Next weekend
6 Feb - 8 Feb
In two weeks
13 Feb - 15 Feb
In one month
27 Feb - 1 Mar
In two months
27 Mar - 29 Mar

Our top choices for Windward Side bed & breakfast

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Barrel House St. Eustatius

Barrel House St. Eustatius
3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1 review)
"Ce n’est pas un hĂŽtel, comme indiquĂ© sur ExpĂ©dia : pas de rĂ©ception, pas de piscine, mais une simple maison. La propriĂ©taire a « manquĂ© notre rĂ©servation » : donc logement pas prĂ©parĂ© Ă  notre arrivĂ©e. Puis elle parle de vĂ©rifier si nous avons rĂ©servĂ© la formule avec petit dĂ©jeuner, alors qu’Expedia affiche que le petit dĂ©jeuner est compris
 A noter aussi que la terrasse devant la maison ( cĂŽtĂ© mer) est celle du restaurant voisin."
France
Valérie
Barrel House St. Eustatius
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

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

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

10/10 Excellent
"My husband and I enjoyed a wonderful stay in this comfortable, well situated and historic cottage. Our host, Jeff, was extraordinary, providing an excellent orientation to beautiful Saba and informing us about everything we needed to know to maximize our brief time on the island. His referrals to restaurants and activities were perfect. We look forward to returning as soon as we can!"
Ruth W C. 3-night trip
Posted 4 days ago
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Frequently asked questions

Searching for B&Bs in Windward Side?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast may be the perfect thing for your trip to Windward Side. If museums are at the top of your list when you venture out to explore Windward Side, Dutch Museum of Saba and Saba Heritage Center are worth a stop.
Why should you consider B&Bs instead of traditional hotels?
With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs provide a truly one-of-a-kind setting.
What's the best time of year to stay at a B&B in Windward Side?
When you're dreaming of a trip to Windward Side, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.
What is there to do in Windward Side?
If cultural attractions are high on your list, Dutch Museum of Saba and Saba Heritage Center are spots to check out. You might put Mt Scenery and Harry L Johnson Museum on your list if you want to see more of the area.
How can I get to and around Windward Side?
Planning your excursions in and around Windward Side is easier with these transportation options. Fly into Saba (SAB-Juancho E. Yrausquin), which is located 1.3 mi (2.1 km) away from the city center. Otherwise, look for flights into Oranjestad (EUX-F.D. Roosevelt), which is 19 mi (30.5 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.