What are the top rated Summer Rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Windsor: Lakeside home with 4 bedrooms and 2 baths! Lake Erie Escape: Hot Tub, Sauna & Big Creek Marsh Access– A Birder’s Paradise! Beach House with Stunning Lake Views & Beautiful Sunsets- 3 Bedrooms, 2 Baths Omstead's On Erie Bird's Nest at Hillman Marsh - Cute cozy cottage - WIFI now available! Bunker by the Bay - Perfect Couples Getaway 'PELEE SHORES' Point Pelee Lakefront Vacation Cottage Another Sunset by the Bay: Waterfront - 2-Bedroom Sunsets by the Bay - Your Waterfront Oasis Sandy Beach, Waterfront. Birders, Wineries.

How many summer rentals are available around Windsor, ON?

In 2025, PickleTrip offers 331 summer rentals in or around Windsor. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Windsor?

The average price per night for a summer rental in Windsor is $233 . Check the full list of summer accommodations in Windsor.

How many summer rentals are available to book in Windsor?

There are 331 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Do any summer rentals in Windsor have a private pool?

Yes, here are some popular summer holiday rentals in Windsor that have a private or indoor pool: Lakeside home with 4 bedrooms and 2 baths! The Abundance Suite at Dream BNB Estate Inn Omstead's On Erie Lake Erie Escape: Hot Tub, Sauna & Big Creek Marsh Access– A Birder’s Paradise! Check all holiday rentals with a pool in Windsor on PickleTrip.

Can I rent pet-friendly summer rentals in Windsor?

Yes, We have 331 summer rental homes in Windsor and types of place to stay in Windsor include: Vacation Homes: 331 available for rent Villas: 331 Rentals available for rent Holiday Apartments: 331 Rentals available for rent Hotels with Suites: 331 Rentals available for book

Do you have a luxury summer rental with a pool in Windsor?

Yes, of course! There are many luxury summer rental properties in Windsor. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Windsor.