Guesthouse holiday rentals in Ontario

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Top-rated Guesthouses in Ontario

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Top Guest favourite
Two yellow beach chairs are positioned on a sandy beach, facing a calm lake under a sunset sky. Two glasses sit on the sand between the chairs, with the warm colors of the sunset reflecting on the water's surface.
Guesthouse in Plympton-Wyoming
4.97 out of 5 average rating, 187 reviews

Unique Guesthouse on Lake Huron - Great Sunsets!

Private, self-contained, fully furnished, 2 bedroom guest house, overlooking Lake Huron, with access to a quiet, private sand beach, and unbelievable sunsets that are rated in the top 10 worldwide, by National Geographic. Ideal spot for quiet vacations or a romantic get-a-ways. Best suited for couples, small families, or someone looking to just “get away from it all"– a true hidden gem located in southwest Ontario. Beautiful gardens, winery's, golf courses close by - What are you waiting for?

Top Guest favourite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guesthouse in Kingsville
4.98 out of 5 average rating, 744 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Top Guest favourite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guesthouse in Lincoln
4.98 out of 5 average rating, 286 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MARCH 23-26 (3 nights/4 days) MARCH 27-30 (3 nights/4 days) APRIL 1-4 (3 nights/4 days) Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: Lake

Top Guest favourite
The exterior showcases a modern, architect-designed structure with large glass windows and wooden paneling. A spacious wooden deck is visible, featuring lounge seating and a central lantern. Surrounding greenery enhances the natural setting, providing a serene atmosphere.
Guesthouse in Wiarton
4.96 out of 5 average rating, 112 reviews

Stunning Lakeside Loft Perched Above Georgian Bay

Architect-designed. Award-winning. Most unique property on The Bruce. Cozy, cool Lakeside Loft Guest House at Cameron Point. Open concept loft-style 2-storey Cabin and Bunky. Glass walls. Spectacular views of the water and bluffs! Summer: Loft + Bunky: 4 BR. Up to 8 guests from July 14. Extra fee for guests 5-8: $100/night pp Modern kitchen. 3-pce bath. Private entrance. Wifi. Winter: 2 BR. Base fee for up to 4 guests. Enjoy Bruce Trail hikes, swimming, kayaking. Chill by the fire!

Top Guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guesthouse in Barrie
5 out of 5 average rating, 250 reviews

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Top Guest favourite
A cozy living space features a comfortable dark blue sofa complemented by a small wooden table. Two large windows allow natural light to illuminate the area, revealing views of the surrounding trees. A pendant light hangs from a wood-paneled ceiling above.
Guesthouse in Huntsville
4.99 out of 5 average rating, 181 reviews

Muskoka Retreat with Arrowhead/Algonquin Park Pass

Welcome to our beautiful Muskoka Retreat, just 20 mins from the town of Huntsville. There is a complimentary Provincial Park Pass provided, between check in and check out times. The decor is fresh and intimate, with warm wood accents. Our property is surrounded by trees, on 10 acres of forested land, where you can enjoy the company of many species of birds and wildlife. The guest house is completely separate and private, from our home, which is 50 feet away, and it was newly built in 2022.

Top Guest favourite
The open-concept guest house interior features a spacious sleeping area with a large bed. Natural light enters through sliding glass doors and tall windows, illuminating warm wooden beams and light-colored walls. A cozy seating area with two chairs and a table is visible, complemented by decorative plants.
Guesthouse in Bloomfield
4.99 out of 5 average rating, 139 reviews

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Guest favourite
A loft area features a spacious bed adorned with decorative pillows and a soft throw. Large windows frame a scenic view of Lake Huron, allowing natural light to fill the wooden interior, highlighting the warm tones of the walls and floor.
Guesthouse in Lambton Shores
4.86 out of 5 average rating, 183 reviews

Bluecoast Bunkie on stunning Lake Huron.

Find Bluecoast Bunkie nestled in the trees on a cliff overlooking Lake Huron. Fall asleep to the sound of the waves lapping on the shores and wake up to the choir of birds singing while enjoying a cup of artisan coffee or tea on your private deck. Take a stroll down long stretches of shoreline, seldom visited by others. Lounge on the private beach or beside the indoor salt water pool. Finish the day on the lookout while witnessing the most spectacular sunsets this world has to offer.

Top Guest favourite
A screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guesthouse in Havelock
4.97 out of 5 average rating, 137 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

Top Guest favourite
A peaceful dock stretches over calm waters, featuring two classic Adirondack chairs positioned to face serene natural surroundings. The still surface of the lake reflects the clear blue sky and lush greenery along the shore, creating a tranquil setting for relaxation.
Guesthouse in Gravenhurst
4.91 out of 5 average rating, 183 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Guest favourite
Guesthouse in Parry Sound
4.95 out of 5 average rating, 310 reviews

Private Barn style loft king bed

Enjoy your own private loft retreat above a charming barn-style garage, thoughtfully equipped for a comfortable and relaxing stay. This cozy little getaway is just a short 3-minute walk or drive to two beautiful lakes with public beaches and boat launches, and only a quick 7-minute drive to Parry Sound for restaurants, shops, and local charm. A 24-hour convenience store and gas station are also nearby, making it the perfect peaceful spot to unwind and explore the area.

Top Guest favourite
An airy open concept loft is presented with a blend of comfort and style. A cozy seating area includes a light-colored sofa and two armchairs, alongside a coffee table made of woven materials. Natural light pours in through a skylight, enhancing the serene atmosphere.
Guesthouse in Port Colborne
4.99 out of 5 average rating, 170 reviews

The Loft Suite Niagara's South Coast Guest House

Niagara's South Coast Guest House on 10 acres of wooded property, just minutes from the beaches of Lake Erie. We offer a 800 square ft. open concept loft suite in a private Guest House. We are 40 minutes to Niagara Falls, and just under 90 minutes to the GTA. Enjoy your private deck with BBQ, and Fire Table and shared outdoor sauna, where you will hear the sounds of our cascading water fountain and look over the woods and gardens.

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