Whether you’re looking for a girls’ weekend or a romantic rendezvous with your significant other, we’ve got some special (and Instagramable) spots to book ASAP. Be adventurous and try something new and unique. You can cozy up indoors or go outdoor exploring. Either way, you’ll be sure to have an excellent time — the reviews prove it!

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1. ‘Base Camp at Blue’ Mountainside Suite

This Scandinavian style home is so incredible, we couldn’t leave it out. There’s a private hot tub and it’s only 350 meters from Blue Mountain. If you should ever want to leave the spectacular place, bars, restaurants, day spas and ski slopes are a short stroll away. 

Guests: 6 people
Location: Blue Mountain, Ontario
Hours from Toronto: 2 hr 20 mins

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2. Treehouse Retreat & Cabin Hideaway

This treehouse cabin is extremely popular and in demand for good reason. It’s glamping on a whole new level! Nestled away in the forest, it has a pool (+ poolside fireplace!), hammocks, and stunning interior design like you’ve never seen before. Live out your childhood fantasy and stay in the treehouse of your dreams.

Guests: 4 people
Location: West Grey, Ontario
Hours from Toronto: 2 hr

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3. The June Motel

This ‘insta-worthy’ motel is a bloggers dream come true. Every Saturday morning, take a yoga detox class, followed by sipping mimosas in their front yard. Where do I sign up? Rent a bike or take a hike at Macauley Mountain Conservation Area nearby. You have to make sure you check out the ‘rose’ suite.

Guests: 3-5 people
Location: Prince Edward County, Ontario
Hours from Toronto: 3 hr

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4. Prince Edward County Yacht Stay

Calling all sailors! This 34’ sailing yacht can be all yours! Spend a romantic weekend with your significant other out at sea (or just Lake Ontario.) Explore the picturesque town of Picton, and take an energetic bike ride to Waupoos Estates Winery, where you can enjoy beautiful lookouts over the lake.

Guests: 2 people
Location: Prince Edward County, Ontario
Hours from Toronto: 3 hr

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5. The Ferg PEC

Live like a local in lovely Picton, while choosing between three rooms in this two-story loft, known as The Ferg. Located in the heart of wine country, this rustic-chic home is inspired by Scandinavian aesthetic and interior design that is spot-on. You don’t need to bring a thing. It has everything you require and more. It’s the ideal getaway for a restful weekend in the County.

Guests: 2-12 people
Location: Prince Edward County, Ontario
Hours from Toronto: 2 hr 45 min

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6. Cabin On The 9

Image: EscapeTorontoNow.com

Disconnect from the world and hide away in the cutest, most intimate cabin. Enjoy a skate on the private pond in winter, and your own private swimming pool in the summer. Surrounded by 15-acres of property, it’s the perfect spot for hiking. Just grab your bestie or s/o, and experience this dreamy getaway.

Guests: 2 people
Location: Caledon, Ontario
Hours from Toronto: 1 hr 15 min

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7. Fronterra Farms

The property, located on an organic farm, features a hyper-local brewery which grows hops and 130 varieties of herbs, veggies, and edible flowers. There are 10 log-framed tent suites to choose from, which come with hardwood floors and your own bathroom. Each tent has its own theme reflecting an aspect of Canadian history. Guests can pick their own veggies to cook for dinner, go for a countryside stroll, or sign-up for one of the workshops on-site. A must do for upscale glampers! 

Guests: 2 people
Location: Prince Edward County, Ontario
Hours from Toronto: 2 hr 20 min

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8. Mr. Anderson’s House

This Airbnb created each room to reflect a different film in director Wes Anderson’s repertoire. The 100+ room home is unique in design and is an ever-evolving project for the homeowner. Stay in this film lover’s dream and live like The Royal Tenenbaums.
Guests: 4 people
Location: Prince Edward County, Ontario
Hours from Toronto: 2 hr 20 min

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9. Rustic Lakefront Cottage

Gaze out over Lake Erie from this cozy and rustic lakefront cottage. Enjoy the outdoor shower in the summer, and the fire pit in the winter. Curl up and read a book – the cottage features ceiling-high shelves filled with books, games, and knick-knacks.

Guests: 2 people
Location: Nanticoke, Ontario
Hours from Toronto: 2 hr

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10. Arcadia Custom-Built Log Chalet w/ Hot Tub

If you’re looking for over-the-top lavishness, this chalet is the perfect spot for you. Grab fifteen of your closest friends and enjoy a luxury retreat. It’s on the pricier side but with everyone chipping in, it’s worth it for sure. Surrounded by 3 sprawling acres of tranquil, secluded terrain, this 4,600 sq. ft. wooden paradise radiates coziness and modern elegance. The games room features a pool table, foosball table, air hockey table, and an assortment of board games. In the winter, you can take a short drive to Mount St. Louis Moonstone for an afternoon of skiing, followed by some après-ski activities at the cottage. 

Guests: 16 people
Location: Hawkestone, Ontario
Hours from Toronto: 1 hr 10 min

BOOK NOW

What are other unique places to stay in Ontario?

Posts you might be Interested in:
10 Winter Wonderland Getaways in Ontario
Best Romantic Getaways in Ontario
5 Road Trip Ideas for the Best Girls Getaways from Toronto
6 Unexpected Places to Take a Staycation in the City

Julia Melcher

Julia is the Editor and Community Manager at StyleDemocracy. She loves spending her time outdoors and enjoying a grapefruit mimosa over brunch. Her favourite things include dogs, photography, cheese (specifically brie), plants, interior design and travelling. You can follow her on Instagram at @adventureontario or her personal account @juliarmelcher.