
Family-friendly vacation rentals in Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Relax at Bridgewood Farms I Hot Tub & Wine Country

Year Round Hot Tub, The Beach House

4 Bedroom Waterfront Oasis Getaway with Hot Tub

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

Year Round Hot Tub at The Gem!

The Lakeside house-unwind & explore local wineries

Chardonnay Bay- Pet Friendly, beach, hot tub!
Family- and pet-friendly home rentals

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

3 Bed Bright Modern Home in Heart of Walkerville

Quiet LaSalle Newly Renovated Entire Country Home

North Shore Retreat

Main on Main ~ Stylish Studio Downtown Kingsville

Heritage Lakehouse

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

Full house - 5 bed, 2 bath
Family-friendly home rentals with a pool

Cozy One Bedroom Apartment

Cottage Escape by the Water

Sauna + Heated Plunge Pool | Fall Forest Escape

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Impressive Furnished All-inclusive Apartment

Your perfect basement home/free coffee/freeparking

The Ambassador Estate Inn

Architectural Gem | Direct-Entry Pool
Quick stats about vacation rentals that are family-friendly in Windsor
Total rentals
650 properties
Nightly prices starting at
R347 ZAR before taxes and fees
Total number of reviews
32K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Destinations to explore
- Chicago Vacation rentals
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- Rentals with outdoor seating Windsor
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- Waterfront rentals Windsor
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- Rentals with a washer and dryer Windsor
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- Pet-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with breakfast Windsor
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- Loft rentals Windsor
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- Rentals with pools Windsor
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- Hotel rentals Windsor
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- Rentals with a fireplace Windsor
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Ford Field
- Point Pelee National Park
- Little Caesars Arena
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- Motown Museum
- Indianwood Golf & Country Club
- University of Michigan Museum of Art
- Warren Community Center
- Seven Lakes State Park
- Rolling Hills Water Park
- Ambassador Golf Club
- Seven Lakes Championship Golf & Estates
- Oakland Hills Country Club
- Bloomfield Hills Country Club
- Grosse Ile Golf & Country Club
- Country Club of Detroit
- Maumee Bay State Park
- Wesburn Golf & Country Club
- Mt. Brighton Ski Resort
- South Bass Island State Park
- Pointe West Golf Club