Family-friendly holiday rentals in Woolwich
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woolwich
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 Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Orangeville
4.92 out of 5 average rating, 656 reviewsPrivate HotTub - Headwaters Retreat
8–15 Dec
Guest suite in Hamilton
4.95 out of 5 average rating, 44 reviewsHolliday Oasis w/ Hot Tub
16–23 Nov
Cottage in New Dundee
4.88 out of 5 average rating, 76 reviewsCosy Updated Lakefront Cottage
15–22 Sep
Home in Oakville
*2Bed 2Bath Cozy family home w/Pool *Near LAKE*
3–10 Sep
Apartment in Oakville
4.86 out of 5 average rating, 14 reviewsLuxury condo in Joshua Creek
18–25 Apr
Home in Kitchener
5.0 out of 5 average rating, 73 reviewsBeautiful Private Country Setting near the city
3–10 Feb
Bungalow in Kitchener
Beautiful Executive Home
8–15 Feb
Family- and pet-friendly home rentals
Loft in Hamilton
4.91 out of 5 average rating, 429 reviewsA Cozy Loft in the Heart of Hamilton
11–18 Sep
Flat in Milton
4.71 out of 5 average rating, 143 reviewsStudio Apt in Milton Dorset Park
21–28 Mar
Guest suite in Hamilton
4.92 out of 5 average rating, 191 reviewsCentrally located - beautiful one bedroom apt.
31 Jul – 7 Aug
Tiny home in Schomberg
4.99 out of 5 average rating, 284 reviewsRAVEN CABIN(rustic, 'off-the-grid')
17–24 Mar
Guest suite in Mount Forest
5.0 out of 5 average rating, 21 reviewsThe Wellington
22–29 Dec
Flat in Kitchener
4.89 out of 5 average rating, 53 reviewsBeautifully clean & equipped 2 Bedroom +
10–17 Oct
Home in Kitchener
4.9 out of 5 average rating, 67 reviewsEntire 2 Bedroom Home, 1 Acre, Lake & Forest
10–17 Aug
Home in Erin
5.0 out of 5 average rating, 51 reviewsStonewell Farm Guest House
30 Jun – 7 Jul
Family-friendly home rentals with a pool
Guest house in Orangeville
4.95 out of 5 average rating, 310 reviewsSunny Pines Farm Studio Tennis Court/Bruce Trail
15–22 Oct
Home in Cambridge
4.91 out of 5 average rating, 240 reviewsSpacious Bungalow Guest House
23–30 Jan
Cabin in Mono
4.94 out of 5 average rating, 273 reviewsThe Trails Retreat (Private Cabin)
13–20 Feb
Guest suite in Orangeville
4.97 out of 5 average rating, 139 reviewsYour very own peaceful santuary in nature
17–24 Oct
Home in Kitchener
4.86 out of 5 average rating, 7 reviewsEntire Guest Area at a Family Home
16–23 Jun
Home in Kitchener
4.88 out of 5 average rating, 51 reviewsChalet by hiking trail and ski hill
16–23 Aug
Bungalow in Milton
4.89 out of 5 average rating, 27 reviewsMilton Home- a Family Oasis
3–10 Jun
Cottage in Woodstock
4.74 out of 5 average rating, 57 reviewsStone Cottage in the heart of Dairy Country
22–29 Jul
Quick stats about holiday rentals that are family-friendly in Woolwich
Total rentals
370 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
12K reviews
Nightly prices starting at
$14 SGD before taxes and fees
Destinations to explore
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Niagara Falls Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Buffalo Holiday rentals
- Oakville Holiday rentals
- Barrie Holiday rentals
- Deep Creek Lake Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Family-friendly rentals Toronto
- Family-friendly rentals Canada
- Family-friendly rentals Ontario
- Family-friendly rentals Downtown Toronto
- Family-friendly rentals Mississauga
- Family-friendly rentals Woolwich
- Pet-friendly rentals Woolwich
- Rentals with a patio Woolwich
- Rentals with a fireplace Woolwich
- Townhouse rentals Woolwich
- Rentals with breakfast Woolwich
- Rentals with an EV charger Woolwich
- Private suite rentals Woolwich
- Rentals with a hot tub Woolwich
- House rentals Woolwich
- Apartment rentals Woolwich
- Rentals with lake access Woolwich
- Rentals with a firepit Woolwich
- Rentals with pools Woolwich
- Flat rentals Woolwich
- Fitness-friendly rentals Woolwich
- Smoking-friendly rentals Woolwich
- Monthly Rentals Woolwich
- Rentals with a washing machine and dryer Woolwich
- Rentals with outdoor seating Woolwich
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