10 Places To Rent In Ontario With Your Entire Squad
Totally #squadgoals-worthy destinations for your entire crew
Author: Jessica Huynh
Planning a group getaway requires a ton of coordination, convincing, and most of all: patience. Even if you’re all itching to get out of the big city, it can take some hyping up (read: borderline harassment) to get your whole crew to join you on an overnight adventure. So when the entire gang agrees to go somewhere special, the destination has to be perfect.
Here’s our round-up of the 10 places to rent for groups of eight or more. Now get to the menu-planning already, will you?
1. Muskoka Cottage - For the wine-drinking, finer-things-loving friends
This architectural beauty is as beautiful on the outside as it is on the inside. Featured in Canadian Interiors and Cottage LifeTV, this luxurious cottage is made up of entirely glass paneling and glossed wood. It overlooks the lake, with a canopy design to shield your pals from the sun on those hot, hot summer days. There’s also three built in hammocks inside the cottage for that daily siesta. A must for friends that enjoy the finer things in life—even in the great outdoors.
2. Land O’Lakes Cottage - For the basketball-playing, treehouse-loving friends
With a main cottage, guest cottage, tree house, and a basketball court, the crew will never run out of room—or things to do—at the Land O’Lakes Cottage. It’s stocked with board games, and the host also provides kayaks, canoes, and paddle boats upon request. This fully equipped chalet is the ideal stay for XXL groups (we’re talking up to 16 people). For $45 per person per night, we’re filing this one under “steal”.
3. Dragonfield House - For the poolside-lounging, hot-tubbing friends
Featured in Canadian House and Home, The Dragonfield House is the definition of “home away from home.” Fully furnished with impeccable attention to detail, this contemporary cabin has an abundance of space for lounging. You can spend the day sunbathing and a enjoy dip in the private pool. In the evening, round up the gang for a steamy hang in the hot tub! If things get extra heated (*wink*), a romantic hideaway bunk is just steps away from the Dragonfield. You know, just in case.
4. The Ferg - For the classic, Scandinavian-inspired friends
Do you sometimes wish you were living in a classic romance novel? If so, this Scandinavian-inspired Airbnb is a must-visit. Built in the 1850s, this restored and renovated home sleeps a dozen comfortably in its main house, guest house, and loft. From the floral sofa to the pastel, mint green kitchen cabinets, you’ll fall in love with this modern, yet grandma-chic decor the moment you see it (we’re talking Instagram opps galore).
5. Babcock-Hubbs House - For the simple, minimalist friends
Built in the 1840s, the Babcock-Hubbs House is a modern and minimalist home with century-old character. With a healthy balance of old-school charm (clawfoot tubs and wide-plank flooring) and new-school touches (concrete countertops, creamy-white linens and Netflix), this getaway home is the perfect place to detox from the hustle and bustle of city living with your squad.
6. Wilolea Retreat - For the suburb living but country at heart friends
Impeccably clean and roomy, the Wilolea Retreat uses white paint and decor to open up the space, adding pops of colour and patterns as statement pieces. The retreat promises a crystal-clear waterfront with a shallow, sandy bottom, perfect for wading with a local rosé in hand. The Wilolea is also a short distance away from local amenities and wineries, so you can pick up a bottle of wine and relax the day away.
7. The Barn - For the 'one big happy family' kind of friends
The Barn gives us major Tarantino vibes (remember The Hateful Eight cabin? Minus the gory vengeance, of course). The Barn is entirely open concept. In fact, the stable’s original wooden structure is still intact. With a pool table on the main floor, The Barn is perfect stay for friends who aren’t afraid of a little competition. This unique space also includes a hot tub, an outdoor fire pit, and a sand volleyball court. Game, set, match.
8. Bohemian Rhapsody - For the hippie, wanderlust-y friends
Something about the earthy checkered tiles and the Victorian couch set made us fall for this off-beat, avant-garde home. With a wide collection of books, board games, and vinyls, this vintage getaway is perfect for friends who need only a good conversation or a good song to get by. This boho pad is only minutes away from popular tourist destinations like the Aquarium of Niagara.
9. The Gladstone Lodge - For the proud to be Canadian friends, eh?
Stepping into the Gladstone Lodge is like stepping out of a Hudson’s Bay catalogue. With antique furnishing and Canadian iconography (snowshoes, wooden toboggan, and wooden skies), this 1930's Muskoka cabin is a historic gem. Experience what it means to be a true Canadian by spending your time here fishing, kayaking, canoeing, boating, barbecuing, and exploring. Or, you know, spend the day wrapped in a Hudson’s Bay point blanket with your nose buried in a good book. Don’t forget to order a double double and pack a two-four for the gang on your drive in!
10. The Bear Stand - For the foodie friends
The Bear Stand is an American award-winning architectural vision, perfect for friends who prefer a more lavish getaway. This 99-acre vacation lodge is extremely secluded and private, allowing guests to enjoy each other’s conversation without the interruption of noisy neighbours. Start day by soaking in the screened-in outdoor tub or enjoy a morning mimosa in the modern master standalone tub. In the evening, sit back and relax with friends in the outdoor hot tub before taking a rinse in the walk-through rain shower. The Bear Stand is a must for foodies, who will adore the glass-enclosed cantilevered dining room. The perfect vacation lodge for friends who are aging as fine as the wine they drink.
BONUS: CP Harbour House - For the sunrise and sunset appreciative friends
Okay, we couldn’t narrow it down to 10. So sue us. CP stands for Cameron Point, a picturesque inlet in Georgian Bay. This cottage was built by two families who went all Full House and decided to design a cottage together, complete with hanging sofa-swings, loft beds with waterfront views, and lots of Architectural Digest-worthy al fresco dining spaces. Seriously, if we hadn’t seen the “u” in Harbour, we’d think we were California dreaming.