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Pet Friendly Hotels & Resorts in Windward Side from NZ$220

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Check availability on Windward Side Pet Friendly Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Windward Side pet-friendly hotels

Outdoor pool, pool loungers
El Momo Cottages

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is NZ$255
includes taxes & fees
25 Jan - 26 Jan 2026
El Momo Cottages
Front of property
Palm Spring Inn

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
United States
Dameon
The price is NZ$220
includes taxes & fees
1 Jan - 2 Jan 2026
Palm Spring Inn
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

El Momo Cottages

El Momo Cottages

10/10 Excellent
"The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it!"
colin 3-night trip
Posted 2 months ago
El Momo Cottages

Frequently asked questions

What's the best dog-friendly accommodation option in Windward Side?
El Momo Cottages is a top guest house for people travelling with their pets, and offers a restaurant and free WiFi for its human guests.
What's the best time of year to travel to Windward Side with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.
What is there to see and do with your pet in Windward Side?
Known for its hiking trails, Windward Side has lots to offer visitors, including its seaside, ruins and mountains. See the local sights and visit Dutch Museum of Saba and Saba Heritage Center. While you're there, make sure you don't miss Mt Scenery and Jo Bean Glass Art Studio.