14 Dreamy, Quirky & Cute Airbnbs in Ontario
Are you looking for dreamy accommodation in Ontario? Well, I have you covered! Ontario is full of unique places to stay, from treehouses to reimagined historic buildings. And whether you’re looking for a weekend getaway at a lakefront cottage or vacation rentals that will make you feel like a world away from your every day, you’ll find all the best Airbnbs in Ontario here.
So, you’ve set aside some time to travel and you’re looking to avoid the everyday hotels by staying in a fabulous vacation rental. This is your guide to Ontario’s cute, quirky, and dreamy Airbnbs. Plus, I’m sharing the top things to do while you’re staying at each.
Below you’ll discover fun Airbnbs and vacation rentals in some of Ontario’s best regions, like Prince Edward County, Kawartha Lakes, and Muskoka. So, start planning your next Ontario getaway today!
Colourful & Cute Airbnbs in Ontario
Disclaimer: This post contains affiliate links. By clicking through and purchasing through these links I may make a small commission to help run this blog, at no extra cost to you. Thx!
Cloud Cottage
Have you always wanted to stay in an adorable cottage that’s fit for the set of a Hallmark movie? You’re in luck! The Cloud Cottage in historic Niagara-on-the-Lake is a dreamy little four season cottage that’s an ideal base for explore the Niagara region. With a colourful and welcoming front porch, perfect location within walking distance to downtown and all the luxuries and conveniences you could ask for, you’ll be set for a winning weekend away!
The Cloud Cottage is a two bedroom with a full-sized bath and gas fireplace. Everything oozes charm in this adorable space, from the wood beams to the homey little details. They also have bicycles available if you care to explore on two wheels as well as beach chairs and coolers for all your summer fun days. With plush beds and a view of the lake from the front porch, you may not want to go far.
Looking for things to do nearby? The possibilities for things to do in Niagara-on-the-Lake and the area are endless. There are an array of fabulous wineries in Niagara-on-the-Lake and even the Ice Wine Festival in the winter. A stroll through the historic old town is a wonderful way to spend the day, browsing the shops, eating at the great restaurants and checking out the historic sites like Fort George. And if you dare to chase ghosts you can explore some of the haunted places or take a guided ghost walk.
$300 average per night
Looking for more adorable cottage rentals in Ontario? Check out these cozy Muskoka cottage rentals
Emerald Studio
One of the most colourful Airbnbs in Hamilton I’ve stayed in is the Emerald Studio! This cute little studio space is perfect for a romantic getaway in the city.
Inside the walls and much of the furniture and décor is a dreamy emerald green colour and the statement is bold. I loved the attention to detail with the addition of the twinkling lights, extra comfy bedding, and gold accent pieces.
It has a comfortable bed, cozy couch, small kitchenette and bathroom with shower. We had everything we needed to relax after a day of exploring.
Plus, accrss the street is an adorable coffee shop that’s the ideal spot for breakfast. At night, you can indulge in a movie at the retro theatre that’s also across the street.
Insider tip: Most of the nearby restaurants are busy on weekends, so be sure to reserve a table in advance. A fun one is Maipai, a Tiki bar with epic pizzas!
Raðljóst: Log Cabin in the Woods
A dreamy log cabin in the woods is the perfect escape! No matter if it’s in the heat of summer or under a blanket of snow this Log Cabin in the Woods in Katrine is an ideal place for a solo retreat, couples romantic getaway, or girlfriend adventure weekend. Named Raðljóst, an Icelandic term for ‘place where there is just enough light to see’, this cozy log cabin is from the 1850s and oozes charm. It’s great for outdoor adventurers!
The Raðljóst has a sleeping loft, an open concept living room with a cook station, and a fireplace. The cabin is also full of fun games, puzzles, and books to entertain you while you put down the mobile phone for a while. A few things to note are there is no running water but there is a place to pee inside, so you’re not totally going pioneer, with their luggable loo, which is a portable toilet.
Looking for things to do nearby? This adorable cabin is located close to Algonquin Provincial Park making it a fabulous place to stay while exploring the park and its wealth of hiking trails. You’re also only 20 minutes from Huntsville! And there are a ton of fun things to do in Huntsville, including more hiking trails, tasty restaurants, and the Group of Seven Outdoor Gallery. Another nearby park is Arrowhead Provincial Park, home to more great trails, a waterfall, and even a skate trail in the winter.
$135 per night
Gordon’s Grey River Bunkie
We all love a cottage near the water! But Gordon’s Grey River Bunkie takes it one step further by putting that cottage right on the water! This adorable floating bunkie has the perfect location in Bobcaygeon and is the perfect spot to stay with friends or family as it sleeps five people comfortably. If you’ve ever wanted to stay in a house boat this is ideal, with water at your doorstep and all the amenities you need.
Gordon’s Grey River Bunkie has everything you’ll need for a fun summer getaway. It has an open concept layout that has all the charm and coziness of a cottage but also all the modern amenities. There’s a variety of places to sleep, including a loft with a queen sized bed and ensuite. And there’s a cook top, Keurig coffee maker, full size refrigerator, a second bathroom, and Wi-Fi included. So, grab your crew and plan a weekend full of barbeques, swimming, and a beautiful view to soak in.
Looking for things to do nearby? Along with swimming, fishing, and other watersports, there is a ton of things to do in Bobcaygeon and area. For history buffs, you can visit the Kawartha Settlers Village or Boyd Heritage Museum. If you’re looking for something to do at night, check out the Globlus Theatre for a show. And for those who are looking for more ways to enjoy the outdoors, there are a bunch of great hiking trails and park nearby. Check out the Trent Severn Trail, Dunsford Nature Trail, or the Victoria Rail Trail.
$150 per night
Dreamy Ontario Airbnbs & Vacation Rentals
Historic Downtown Port Hope Airbnb
Port Hope is one of the most beautiful small towns in Ontario! Set along the shores of Lake Ontario, it has a scenic river running through it and the best-preserved main street in the province! Downtown you’ll find one of dreamiest Airbnbs in Ontario!
The building was built in the late 1800s but has been masterfully restored by a local couple. The vibe is moody and eclectic with nods of old-world charm. It has a large modern bathroom, fully equipped kitchen that includes a Nespresso with pods lined up for you, a massive living and dining room, and two bedrooms.
One of the most incredible features of the Airbnb is a massive library way! It’s filled with old books, quirky pieces, and even a sliding ladder! Other notable attributes include a rooftop patio and epic 90” drop down projector screen!
Along with exposed brick, done in a very artful way I might add, the apartment also has its original floors. However, one of the things (other than the library wall – book nerd here!) that stood out was the expert attention to detail. Plus, with owner’s passion for supporting local, many of the pieces and supplies found in and used in creating the space are from local businesses.
Dare I say, this is the most Instagrammable Airbnb in Ontario!
$375 average per night
Looking for things to do nearby? Visitors to the area will find a long list of things to do in Port Hope! Downtown you’ll find a variety of cute shops, cafes, and fabulous restaurants. For those looking for a dose of nature, visit the iconic fish ladder during the salmon migration or wander The Waterfront Trail. For quirky attractions head to Primitive Design to walk among Transformers and Haute Goat to cuddle adorable goats!
Treehouse
One of the dreamiest places to stay in Ontario is in a treehouse! And this beautiful Treehouse in Port Perry will let you live out that fantasy. Whether you’re looking for a winter escape or a summer retreat, you’ll love staying in this Treehouse. It’s the perfect blend of the cabin in the woods meets all the best hotel comforts in one dreamy Airbnb in the sky.
Set on 300 acres of private forest, this incredible Treehouse vacation rental has a lot to offer! You don’t have to worry about roughing it here. There’s running water, flushing toilet, electricity, gas stove top, fireplace, and 360 degree bird’s eye views. And the grounds have lovely ponds, a fire pit, as well as hiking trails that are also groomed for cross country skiing in the winter.
Looking for things to do nearby? Located in Ontario’s Durham Region, you’ll find lots of things to do near Port Perry. First, you can explore the charming small town with all of its great cafes, shops, and historic buildings. In town is also a theatre, vintage market, and a beautiful park to watch the sunrise on Lake Scugog. Also nearby are a couple of great wineries as well as a farm where you can hike with alpacas.
$399 per night
Old Church
If you’re always wanted to stay in a converted historic building then I have the place for you! In one of the dreamiest places in Ontario, Prince Edward County is a dreamy vacation rental. This stunning Old Church may have been built in over a hundred years ago but it has all the modern amenities along with old-world charm. This incredible space has three unique bedrooms on a two-acre property that’s close to wineries, small towns and green spaces. Though you may not want to leave!
This beautiful old church has been masterfully renovated to blend the old with the new, from dark wood beam and curved doors to a modern kitchen. There are three bedrooms that all have their own style, three full bathrooms and an awesome interior that is a fusion of old and modern Moroccan style with a dreamy romantic flare. From the outside this unassuming church will wow you as soon as you step foot inside.
Looking for things to do nearby? This dreamy old church is located just south of Belleville, within the scenic Prince Edward County. You’ll find a wealth of things to do in the area. There are beautiful parks to visit, like Sandbanks Provincial Park, lovely lavender farms and fabulous wineries. In Belleville there are plenty of places to eat, shop and fun things to do. Try your luck in their Breakout Belleville Escape Room or visit one of the historic site like Glanmore National Historic Site and the Billa Flint House.
$450 average per night
Oxtonge Lake Cottage
If you’re looking for a dreamy cottage near Algonquin Park then do I have the one you’re after! The Oxtonge Lake Cottage is a dreamy blend of chic country vibes with a clean contemporary look that also scream pure Canadian! This spacious vacation rental has both a main cottage that sleeps four as well as a cute little Bunkie and is only thirty feet front the water.
The Oxtonge Lake Cottage is perfect for families looking to escape the city or friends looking for a great spot to dive into the great outdoors. Between the main cottage and the Bunkie there are four bedrooms, two full baths, a full kitchen, two great living spaces and an amazing outdoor space. They also have you covered for all your fun in the water with a canoe, two kayaks and two stand up paddle boards. If you’re looking for the perfect summer vacation rental in Ontario – this is it!
Looking for things to do nearby? With Algonquin Provincial Park minutes away you’ll find a host of awesome outdoor adventures nearby. You can enjoy hiking in Algonquin, visit the mighty Oxtonge Rapids or head to Limberlost Forest for some more hiking. If you’re looking for something more relaxed then head south to Dorset. In Dorset, you can jump aboard the SS Bigwin for a scenic cruise, visit the Dorset Museum or climb to the top of the Dorset Lookout Tower for epic views of the area. Huntsville is only 30 minutes away and full of great restaurants, shops and things to do!
$450 average a night
Sail Superiors Sleep and Sail Boatel
It doesn’t get dreamier of a place to stay in Ontario than Sail Superiors Sleep and Sail Boatel! Set on the shores of Lake Superior, in downtown Thunder Bay, this Boatel lets you enjoy the adventure of a unique stay while being close to all the action. This literal floating hotel allows you to live out your sailing dreams for a few nights with all the comforts.
This is the perfect romantic getaway or if you’re looking for a unique staycation idea. The Boatel has one bed and one bath, which includes running water and a manual-pump toilet, as well as an onboard fridge. You’ll also enjoy complimentary cheese trays from local vendors, welcome baskets, and a private tour. So, plan a dreamy stay in Thunder Bay where you can watch the sunrise over Sleeping Giant.
Looking for things to do nearby? The options are endless when it comes to things to do in Thunder Bay. There’s everything for outdoor adventure nuts like chasing waterfalls to hiking Sleeping Giant. But you’ll also find an incredible wealth of culture, street art, historic sites, and amazing restaurants and shops. Be sure to try a Persian donut and visit a local amethyst mine.
$348 per night
A-Frame Treehouse
If you’re looking for a unique place to stay in Muskoka then book your stay at this dreamy A-Frame Treehouse. The treehouse is a cedar A-Frame that’s masterfully restored to have all the cozy charm of a cabin but also all the modern amenities.
With 1 bedroom and 1 bathroom, its idea for a romantic getaway. However, there’s also a pullout couch, so you can enjoy with family or as a friends escape. The list of incredible highlights spans both inside and out.
Inside you’ll find games, a smart TV, books, and an office space. There’s floor to ceiling windows and a cozy bedroom loft. Outside you’ll find yourself amongst the towering trees, with use of a firepit and hot tub.
This Treehouse in Huntsville is ideal year-round for exploring the region. It’s a short walk to Hidden Valley Highlands Ski Area for those keen on a winter getaway in Muskoka. Plus, guest receive a discount on lift tickets.
Other nearby Huntsville attractions include Arrowhead, which is only 15 minutes away. And don’t worry about paying to visit the park, you can use their free Provincial Parks Pass.
One thing to note is that there are 62 steps that lead up to the treehouse.
Quirky Vacation Rentals & Airbnbs in Ontario
The Hexagon
Are you looking for a quirky place to stay in Ontario that ticks all of the boxes? How about staying in a Hexagon on an island for a fun girl’s getaway or a romantic escape? The Hexagon is an incredible vacation rental on Manitoulin Island that sleeps two to three people and has everything you need for a fun, off-the-grid retreat. With a boho-chic and artsy vibe, this is a fabulous summer getaway!
The Hexagon is an open concept cottage near the water on Manitoulin. This incredible space is filled with light thanks to large windows and multiple skylights. There’s a large bed, kitchen and dining space, as well as a log fireplace all in one space. You’ll love the wrap-around porch and the garden filled with fresh herbs and tomatoes. A couple of things to note, there is an outdoor shower and toilet, but both are well maintained. It all just lends to the fun adventure you’ll have!
UPDATE: Currently unavailable but there is another waterfront cabin on the property.
Looking for things to do nearby? Manitoulin Island is the largest freshwater island in the world! You’ll find lots of fun things to do on Manitoulin Island. The top attraction is the Cup and Saucer Trail that leads you to some of the best hiking views in Ontario! For more outdoor fun there are more hiking trails and don’t forget to head to the beautiful Bridal Veil Falls. You’ll also find a bunch of great cafes and restaurants on the island as well as picturesque lighthouses.
$299 average a night
Artsy Red Tower
One of the quirkiest vacation rentals in Ontario is the Artsy Red Tower. Perched on a hill in Northumberland County sits a fire engine red tower that’s a fun place to stay for those looking for a tiny house experience. If you’re looking for an artsy glamping experience then you’ll love this place. Scattered about are sculptures, the tiny home is a work of art itself, and you’re close to a charming artsy town, Warkworth.
The Artsy Red Tower building is 10 feet by 10 feet and has a sleeping loft, heat, small fridge, toaster oven, and more. You’ll have to be comfortable with using an outhouse. But don’t worry, there’s an outdoor sink and a fun open air shower with warm and cold water. It’s set on 30 acres, where you can enjoy stargazing at night, walking the trails, and cozying up to a fire.
Looking for things to do nearby? There are plenty of things to do in Northumberland County, like exploring the various parks, small towns, horseback riding adventures, and wineries. A few top picks for what to do include a visit to Ferris Provincial Park, the awesome Ranney Gorge Suspension Bridge, and a visit to the artsy small town of Warkworth that’s only a ten minute drive away.
$140 per night
Boxcar
Whether you’re looking for a unique place to stay with family, friends, or a solo retreat, you’ll love this eco-friendly Airbnb in Utopia. Located an hour north of Toronto, is the Utopia Farm and Retreat where you can stay in a bonafide Boxcar! This Canadian Pacific Boxcar was built between 1896 and 1914 and has been transformed into a quirky cottage retreat. Sit back and relax inside or on the front deck and soak in the view over a picturesque pond that’s filled with lily pads, wildlife, and all the Zen you need.
The Boxcar has two bedrooms and can easily sleep up to four people. There’s also a full bathroom, kitchen, and a ton of amenities at your doorstep. You have everything you need for adventures, like access to a kayak, snowshoes, fishing gear, bikes, and more. Set on over 60 acres, you can also enjoy the area’s hiking trails, go bird watching, or relax in the hot tub, infrared sauna, or chemical-free indoor pool. And for an extra cost, they can arrange yoga sessions, guided nature walks, goat yoga therapy, and more!
Looking for things to do nearby? Even with all the amenities and fun to be had on the grounds of your quirky Boxcar retreat, you may be interested in more. There is plenty to do in Simcoe County, including some incredible hiking trails – like the Thornton-Cookstown portion of The Great Trail, and you’re also close to Alliston and Barrie, both have a great selection of cafes, restaurants, museums, and more.
$169 per night
Hyrule Retro Cabin
If you’re an eighties baby like me then you’ll love being transported back in time with this fun Hyrule Retro Cabin. Located in the small town of Whitney, on the edge of Algonquin Park Provincial Park and the Madawaska River, is Camp Bongopix. There are five retro cabins on site and this one is full of wood paneling, a VCR, a mini boombox with 80s cassettes, and even a Super Nintendo! If you’re looking for a fun and outdoorsy weekend getaway then the Hyrule Retro Cabin is exactly what Dr. Dre ordered!
If you’re looking for a cozy cabin in the woods this is a fun take on that. Each cabin comes with a full kitchen with a stove, fridge, coffee maker, as well as pans and utensils. Bedding and towels are also provided but be advised there is NO WIFI. Another great bonus is you can canoe right into Algonquin Park from their dock. Canoe, life jackets, and paddles are also provided. Another thing to be aware of is this is an adults-only camp but it is dog friendly.
Looking for things to do nearby? Obviously, there are the awesome hiking trails of Algonquin Park, many of which are some of the best fall hikes in Ontario. You can also canoe into Algonquin or drive to the East Gate which is only five minutes away. You can also explore the small town of Whitney.
$150 per night
Whether you’re planning an unforgettable Ontario road trip or a romantic weekend retreat with your partner or girlfriends trip, add one of these fun Airbnbs in Ontario to your travel itinerary.
COME BACK SOON to Discover the Coolest Airbnbs across Canada!
PIN IMAGE FOR LATER REFERENCE!
