Family-friendly vacation rentals in Collingwood

4.92 out of 5 average rating, 296 reviews

Loft in Midland

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 328 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.

Condo in The Blue Mountains

4.85 out of 5 average rating, 141 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

4.93 out of 5 average rating, 121 reviews

Bungalow in Wasaga Beach

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.

Cabin in The Blue Mountains

4.87 out of 5 average rating, 361 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.

Condo in The Blue Mountains

4.95 out of 5 average rating, 856 reviews

Stunning Mountain Views- 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 ★ Resort hot tub with indoor changeroom and washrooms Pool open until September 3rd 2024. Hot Tub open all year round!

Guesthouse in Wasaga Beach

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.

4.87 out of 5 average rating, 128 reviews

Home in Tiny

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!

4.81 out of 5 average rating, 160 reviews

Chalet in Blue Mountains

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 suite in Holland Centre

4.98 out of 5 average rating, 218 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

4.95 out of 5 average rating, 457 reviews

Chalet in Coldwater

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.