
Family-friendly holiday rentals in Simcoe County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Simcoe County
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 Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

CozyPeaceful LakeCottage HotTub Canada

RELAX @ our HOT TUB and SAUNA in the woods

Nordic Spa- Sauna: Spring Getaway

Stunning Lakefront Cottage Hot Tub & Sauna

Spacious family cottage 45 mins from GTA!

Private Romantic Cabin with Hot Tub

Modern Condo at Friday harbour/Pet Friendly

Lakehouse Luxury · Private Beach ·Hot Tub · Sunset
Family- and pet-friendly home rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Glass Dome - Sleep Under The Stars- Free Sundays

Resort-Style Luxury Waterfront Cottage

Loft on King- Downtown Midland

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Beach house (with pool open May-Oct)
Family-friendly home rentals with a pool

GATED RESORT COTTAGE

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Utopia Villa and Spa

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Spacious King Studio - Pool, Hottub, Kitchenette

Top 1% Guest Favourite EV Charger, Golf, Hot Tub
Destinations to explore
- Rentals with outdoor seating Simcoe County
- Bed and breakfasts Simcoe County
- Farm stay rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Beachfront rentals Simcoe County
- Holiday home rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Flat rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with beach access Simcoe County
- House rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with a kayak Simcoe County
- Tiny house rentals Simcoe County
- Motorhome rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Rentals with an EV charger Simcoe County
- Boutique hotel rentals Simcoe County
- Rentals with a sauna Simcoe County
- Guest house rentals Simcoe County
- Villa rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with a patio Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with breakfast Simcoe County
- Smoking-friendly rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Loft rentals Simcoe County
- Rentals with a firepit Simcoe County
- Cottage rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- Wooden Sticks Golf Club
- The Club At Bond Head
- Muskoka Lakes Golf and Country Club
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Caledon Country Club
- Muskoka Bay Resort
- Georgian Bay Islands National Park
- Dagmar Ski Resort
- The Georgian Bay Club
- Windermere Golf & Country Club