Family-friendly vacation rentals in Collingwood

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Top-rated family-friendly rentals in Collingwood

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Guest favorite

Condo in The Blue Mountains

4.95 out of 5 average rating, 712 reviews

Blue Mountain Village| Stunning Mountain View

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 currently closed. Pool opening TBD. Hot Tub open all year round. Short Term Accommodation License #LCSTR20210000188

Oct 1 – 8

G$40,473 GYD per night

Guest favorite

Barn in Eugenia

4.98 out of 5 average rating, 165 reviews

Blue Barn Bed n Bale / Blue Mountain

2 q. beds A relaxing farm stay on a working farm with or without your horses. Bright clean bunkie built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with your horses in the morning. We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, atving, mountain biking. Check out the beautiful sunset behind the barn.

Apr 8 – 15

G$35,030 GYD per night

Guest favorite

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Aug 19 – 26

G$33,810 GYD per night

Guest favorite

Apartment in Wasaga Beach

4.95 out of 5 average rating, 356 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Oct 12 – 19

G$28,758 GYD per night

Guest favorite

Guest suite in Collingwood

4.92 out of 5 average rating, 1008 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. This clean, bright and cozy tiny home is private and is attached to the main house with a breezeway to comply with the town bylaws. The Tiny Home has a separate entrance and private back patio giving guests total privacy. Absolutely no pets due to allergies.

Oct 9 – 16

G$25,604 GYD per night

Guest favorite

Guest suite in Collingwood

4.8 out of 5 average rating, 168 reviews

Pretty, private and clean

Steps from Georgian Bay and 15 minute drive to ski hills, this completely private, small bedroom is totally separate from the main house with a private entrance. Although the room is small, it has its own 3-peice ensuite bathroom with in-floor heating (helpful on cold winter mornings), and privately controlled heating & air conditioning. Equipped with TV, mini fridge, coffee maker, kettle and microwave. Conveniently located on a quiet lane between Collingwood and Wasaga Beach.

Jul 27 – Aug 3

G$15,310 GYD per night

Guest favorite

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 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.

Feb 8 – 15

G$17,423 GYD per night

Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 673 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Oct 5 – 12

G$31,515 GYD per night

Superhost

Townhouse in The Blue Mountains

4.88 out of 5 average rating, 152 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

Jul 11 – 18

G$36,172 GYD per night

Superhost

Apartment in Collingwood

4.82 out of 5 average rating, 619 reviews

Spacious Resort Studio in Collingwood!

Welcome to our Resort Studio located in the heart of Cranberry Village, Collingwood. This gem is located minutes away from Blue Mountain Village, Scandinave Spa & Downtown Collingwood. The unit comes furnished with 2 Queen Beds, Sheets & Towels, Jacuzzi Tub, TV/Cable, Free Wifi, Mini-Fridge, Keurig Coffee Maker, Kettle, Microwave, Iron, Hair Dryer, Shampoo/Body Wash, Plates & Glasses. The fridge always stacked with water and soft drinks.

Nov 20 – 27

G$18,896 GYD per night

Superhost

Guest suite in Collingwood

4.89 out of 5 average rating, 110 reviews

Collingwood/Blue Mountain Adventure Base

Newly Renovated lower level suite! Quiet and peaceful! 15 min drive to Blue Mountain’s 4 season resort. Great skiing, snowboarding, skating and hiking. Only 10 min from New Wasaga Beach Casino! Fantastic mountain bike/hiking trails nearby as well as Sunset (5min) and Wasaga Beach (20 min). Walking distance to restaurants in town. Adventure host happy to help you plan any outdoor adventure! Ask re:3 night discount.

Jul 19 – 26

G$22,991 GYD per night

Superhost

Condo in The Blue Mountains

4.78 out of 5 average rating, 228 reviews

Ski-in/Ski-out Cozy studio at North Creek Resort

Welcome to our home away from home, situated at the base of the hills, you can leave your car in its place and ski right from the resort to the lifts, free shuttle to and back from the village to enjoy the local shops, restaurants, and nightlife. Guests also have access to a seasonal pool, and year round hot tub. Free, unlimited, wifi, linen’s and towels included.

Jun 4 – 11

G$21,185 GYD per night