
Family-friendly holiday 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.
Holiday 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

Hot Tub, TV & Sound bar with fire pit to enjoy.

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

Lakeside getaway

3 Bed Bright Modern Home in Heart of Walkerville

Navy Yard Flats (Flat A) - Historic Amherstburg

Quiet LaSalle Newly Renovated Entire Country Home

Main on Main ~ Stylish Studio Downtown Kingsville

Heritage Lakehouse

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt
Family-friendly home rentals with a pool

Cozy One Bedroom Apartment

Rochester Place Resort 603

Modern lake-town cottage

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
Quick stats about holiday rentals that are family-friendly in Windsor
Total rentals
650 properties
Nightly prices starting at
$30 AUD 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 Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Grand River Holiday rentals
- Pittsburgh Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Detroit Holiday rentals
- Smoking-friendly rentals Windsor
- Rentals with beach access Windsor
- Rentals with an EV charger Windsor
- Rentals with a washing machine and dryer Windsor
- Pet-friendly rentals Windsor
- Waterfront rentals Windsor
- Cottage rentals Windsor
- Rentals with a fireplace Windsor
- Hotel rentals Windsor
- Rentals with pools Windsor
- Rentals with a patio Windsor
- Rentals with lake access Windsor
- Loft rentals Windsor
- Rentals with outdoor seating Windsor
- Rentals with a hot tub Windsor
- Fitness-friendly rentals Windsor
- Rentals with a fire pit Windsor
- Condo rentals Windsor
- Apartment rentals Windsor
- Rentals with breakfast Windsor
- House rentals Windsor
- 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