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.

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Guest favourite

Townhouse

4.96 out of 5 average rating, 315 reviews

Great kitchen, comfy beds, games, walk 2 village +

You will love our fully renovated, condo with quality mattresses, well stocked kitchen, beautiful bathrooms, private ski locker, free parking & the comforts of home. You can trust our 300+ reviews telling stories of amazing getaways & cherished memories made! Our ideal location, only a 5 minute stroll to the village is something you will be sure to enjoy. NETFLIX, cable & unlimited wifi, a cozy gas fireplace, quality towel/ linens + games/duplo...message us re: discounted dates or to book now.

Guest favourite

Apartment

4.86 out of 5 average rating, 140 reviews

Large, luxury, upper floor condo, steps to Village

Ideally located in exclusive Sierra Lane development, nestled between the Village, Monterra golf course and Blue Mountain ski hill. Perfect for families or non-rowdy girl or guy getaways. This renovated condo includes well appointed kitchen & washrooms, as well as a large open concept living / dining area. Living area includes high end furniture and hardwood floors. Bedrooms have all the comforts of home including upgraded mattresses & high quality bed linens. STA Licence# LCSTR20220000079

Guest favourite

Home

4.98 out of 5 average rating, 154 reviews

Lafontaine Beach Paradise

Welcome to our Retreat in Paradise! A place where your body, mind and soul will relax! This stately executive home offers an elegant appeal inside and out, with 4000 sf of living space boasting an impressive interior with high-end finishes. Perfectly located close to the beach, trails and all amenities. Large windows and surrounded by mature trees on a beautiful quiet street. This home is ready for you to enjoy your get away. Time to start building your loving family memories! READ HOUSE RULES!

Guest favourite

Bungalow

4.92 out of 5 average rating, 114 reviews

Nice Wasaga Cottage

We welcome well traveled guests over the age of 25 and families. Perfect for 4 people. Large 2 bedroom, 4 season cottage with big living room and eat-in kitchen; in a desirable area of Wasaga Beach Area 4. Renovated kitchen and bathroom. WiFi, gas furnace, and central air conditioning. 1 block to beach area, park, and bike path. 1 block to Nottawasaga river and boat launch. 25 min to Blue Mountain Village. Hiking, Golfing, and Skiing all nearby. 1 extra guest allowed for an additional fee.

Superhost

Cabin

4.87 out of 5 average rating, 354 reviews

"Tequila Sunrise" Big Space-Lots of Fun-HotTub

** Multi night Discounts! **Book for 3 Days or More and get 10% Discount** **Minimum 2 Night Stay** - Hot Tub is PRIVATE NOT shared and available all year - Perfectly equipped for a fun filled stay with a large groups of friends - 15 min walk to the Village at Blue Mountain - Fully stocked kitchen - Natural Gas BBQ ( No need to bring Propane Tanks) - Foosball, ping pong, board games, chalk board, huge kitchen table - - Fire pit is PRIVATE - No kids, No pets, Strictly No Smoking inside.

Superhost

Guest house

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Home

4.87 out of 5 average rating, 127 reviews

Beachy Blue Bay Cottage - licence #STRTT-2024-195

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Superhost

Chalet

4.8 out of 5 average rating, 156 reviews

Escape to Northview Chalet Blue Mountain

"minutes to Blue Mountain Village" - great restaurants, activities, and nightlife. Ask about and late check-out availability!! 10-15 min walk with a view of the hill the entire way - Incredible Views from front Deck, Beach 5min car ride away. Wood Fireplace, Hardwood Floors Great Outdoor sitting Areas, BBQ Private Backyard Area, fire pit. Central Air Conditioning - hot summer nights. Free Wi-Fi Ski, Golf Great for couples, solo adventurers, business travellers, families.

Guest favourite

Chalet

4.95 out of 5 average rating, 443 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Guest favourite

Townhouse

4.89 out of 5 average rating, 170 reviews

Private condo getaway at base of Blue Mountain

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099

Guest favourite

Apartment

4.95 out of 5 average rating, 824 reviews

Stunning Mountain View- WalkTo Blue, Pool, HotTub

SHUTTLE, HOT TUB, SEASONAL POOL! 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc Pool open until September 3rd 2024. Hot Tub open all year round!

Guest favourite

Villa

4.9 out of 5 average rating, 145 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2024-174