Book Windsor Cottages

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Cottages in Windsor

Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Top trending hotels in Windsor

Windsor Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Windsor that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Windsor is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Windsor Cottages essential information

Accommodation
36 Cottages
Lowest Price
CA $109
Highest Price
CA $152
Popular accommodation
The Hideaway- Lake view Cottage In Wine Country , Lakefront 2 Bedroom Cottage For Rent, Waterfront Cottage in a 200 Acre Conservation Area, Pelican Place ❤️ WALK EVERYWHERE Your home away from home, quiet, serene, clean, MILL Creek COTTAGE - Luxury defined..., Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!, This beautiful, clean cottage is a 4 minute walk to the beach and playground. , Drifted Inn - Riverfront Cabin, Lake front escape - a quiet lake front cottage with easy access to the beach, Fantastic Lake View! Quiet, Clean w/Deck, BBQ & Fire pit* Walk to 3 Wineries, Lakefront getaway in wine-country, beautiful view, Lake Erie & EPIC Wineries