Windward Islands Cottage Rentals & Holiday Homes

Find the best cottages in Windward Islands - We found 9 exact matches

About Windward Islands Cottage Rentals on BedroomVillas

Seeking incredible premium cottages to rent near Windward Islands? BedroomVillas features more than 9 cottages that are ideal for your next trip. Discover high-end cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Windward Islands have hot baths, are kid-friendly & family-friendly, and are near top local attractions, to give guests the best travel experience they could ever wish for. BedroomVillas’ cottage listings come in all shapes and sizes for large groups, friends, or couples in Windward Islands.

Are you planning to travel to a lakeside, beach, or mountain area? Then we've got the places for you. BedroomVilla’s cottage rentals and boutique resorts and rentals offer a great selection, giving you direct access to the owners of these cottage properties, and providing you the best opportunity to find a great price for a great stay.

BedroomVillas offers 9 luxury holiday cottages and places to stay in Windward Islands. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget. Relax with BedroomVillas.

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Frequently Asked Questions About Windward Islands Rental Cottages

There are a lot of options in Windward Islands. If you plan on staying in the Windward Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Windward Islands:

The average cost for a cottage rental in Windward Islands is $168 per night. BedroomVillas has a wide list of great cottages near Windward Islands that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Windward Islands that allow you to bring your pet:

See all pet-friendly vacation rentals in Windward Islands on BedroomVillas

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windward Islands to find one that works for you.
As of 2025, the data from BedroomVillas shows that there are Over 9 private swimming pools or cottages with indoor pools in the Windward Islands area along with other great amenities.
About 9 cottages in Windward Islands boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Windward Islands on BedroomVillas
Yes, there are luxury cottages in Windward Islands. Find more luxury, lakefront, winter, & last-minute cottage rentals near Windward Islands.