
Cottage holiday rentals in Windsor
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Top-rated cottage rentals in Windsor
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Windsor
Cottage rentals with a hot tub

Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly

2-bedroom with hot tub,200 steps from the beach

Waterfront home with amazing views & great fishing

Eddie's dream on the lake

ENJOY WONDERFUL WATERFRONT GET AWAY

Moe’s on the Lake: 2 bedroom waterfront cottage

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

Chardonnay Bay- Pet Friendly, beach, hot tub!
Pet-friendly cottage rentals

Reveries on the Lake- Kingsville cottage

Erie Shores Cottages

The Coziest Cottage in Essex County's Wine Country

A Lakeside View

Waterfront w/ fire-pit, kayaks, fishing, game room

Sauna, stunning Lake Erie view, lakefront retreat

Pura Vida Beach House-100 ft. of Beachfront

Lake Erie Escape Cottage - escape and explore
Private cottage rentals

Lakefront cottage in heart of wine country

Beach House Point

On The Rocks Lakehouse - Point Pelee, Leamington

LAKE Escape Retreat - Onsite Beach Dock Waterfront

Bella Vista - Cedar Island Kingsville, Lakefront!

Hickory Lakehouse Retreat

Stunning 4-Bedroom Lakehouse in Kingsville

The Canadian Dream
Destinations to explore
- Chicago Holiday rentals
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- Rentals with outdoor seating Windsor
- Rentals with lake access Windsor
- Rentals with a firepit Windsor
- Fitness-friendly rentals Windsor
- Rentals with an EV charger Windsor
- Pet-friendly rentals Windsor
- Flat rentals Windsor
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- Rentals with breakfast Windsor
- Waterfront rentals Windsor
- Hotel rentals Windsor
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- Apartment rentals Windsor
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- Smoking-friendly rentals Windsor
- Rentals with a hot tub Windsor
- House rentals Windsor
- Rentals with beach access Windsor
- Rentals with a fireplace Windsor
- Rentals with a patio Windsor
- Rentals with a washing machine and dryer Windsor
- Cottage rentals Essex County
- Cottage rentals Ontario
- Cottage rentals Canada
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- Motown Museum
- Rolling Hills Water Park
- University of Michigan Museum of Art
- Indianwood Golf & Country Club
- Warren Community Center
- Seven Lakes State Park
- Seven Lakes Championship Golf & Estates
- Oakland Hills Country Club
- Bloomfield Hills Country Club
- Ambassador Golf Club
- Country Club of Detroit
- Maumee Bay State Park
- Wesburn Golf & Country Club
- Grosse Ile Golf & Country Club
- Mt Holly Ski & Snowboard Resort
- Seymour Lake Township Park
- Water Warrior Island