We love a three-day weekend—especially one that centers around being with your family. There’s no better way to get in some quality time with the crew than by renting out a cottage and getting (or…forcing?) everyone to come together.
With the extra time off, packing a bag and heading out for a few days doesn’t sound too stressful. Plus, we’ve done half the work for you—here is a collection of cottages still available for the Family Day long weekend.
Totally unwind in Dorset, Ontario
Number of guests: Up to 10 guests
Bedrooms: 4
Bathrooms: 2 full, 1 half bath
This sprawling bungalow has everything you need to make a weekend away feel like a real vacation. The open-concept living area is ideal for visiting with one another—the big leather couch in front of one of the two stone fireplaces is the perfect spot for catching up over a cup of hot chocolate. Plus, there’s a whole other living space for card games and puzzles. If you need even more space after two days together, this cottage comes with a completely separate build designed to be a reading cabin!
Apres ski in Mont-Tremblant, Quebec
Number of guests: Up to 12 guests
Bedrooms: 5
Bathrooms: 3 full
The entire extended family can fit in this luxurious log cabin. Floor-to-ceiling windows, cozy seating, and a large vaulted living space makes this the perfect setting to kick back and relax with the ones you love. There’s also a large kitchen and eating area, plus, a BBQ outside, for big family meals. Pick a day and head to Mont-Tremblant for some skiing or shopping (it’s about 30 minutes away), and then come back home to this chalet and warm up in the hot tub or lounge in the games room—there’s a pool and foosball table.
Live the modern life in Halfmoon Bay, British Columbia
Number of guests: Up to 10 guests
Bedrooms: 5
Bathrooms: 7
You won’t be able to get over the views at this contemporary vacation home—inside and out. Look out onto Halfmoon Bay from your poured concrete deck or admire the clean lines and integrated indoor/outdoor living concept. Besides modern furniture, fireplaces, and finishes, there is a sense of rustic beauty here—the two-acre property backs onto regional park land. Go on a family hike or bike ride along one of the many trails in the area, take a walk along the beach, or just hang out in the private yard.
Take it easy in Grand Bend, Ontario
Number of guests: Up to 8
Bedrooms: 3
Bathrooms: 3 full, 1 half bath
The best part about this peaceful retreat in Lambton Shores is that everything you could need is right here. Don’t worry about stocking up on groceries before your drive over or if you just don’t feel like cooking—there are plenty of shops, restaurants, and markets around. If you’re worried this doesn’t seem quite cottage-y enough, picture yourself waking up in the morning, sitting on the couch in the glassed sun room with a cup of coffee in hand, and looking out onto the frozen harbour. Relaxed yet? Plus, Pinery Provincial Park—with all of its snowshoe trails—is just a short drive away.
Channel your outdoor spirit in Bragg Creek, Alberta
Number of guests: Up to 8
Bedrooms: 5
Bathrooms: 2 full
This ranch-style property on the slopes of the Canadian Rockies is one of the prettiest spots you could choose to spend the weekend. The large open-concept makes it easy for everyone to hang out together, but the real star of the show here is the outdoors. There is year-round horseback riding, sleigh rides, cross country skiing, snowshoeing, and even skating! Bring your adventurous spirit and we promise you’ll have a long weekend full of memories when you leave.
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