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Guesthouse holiday rentals in Ontario

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Ontario

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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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, 275 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JANUARY 30-(today)-FEBRUARY 1 FEBRUARY 2-5 (3 nights/4 days) FEBRU 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. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: Lake & orchards.

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, 734 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 living area features a light grey couch facing a wall-mounted television, with a stone fireplace below. A circular wooden coffee table sits on a patterned area rug, surrounded by black and green lounge chairs. Decorative shelves hold various items, enhancing the space's contemporary feel.
Guesthouse in Hamilton
5 out of 5 average rating, 100 reviews

Headwater Haven | 2 King-Beds

Experience luxury and tranquility just outside Dundas! Situated minutes from local golf courses, waterfalls, trails, biking routes and the Dundas Valley Conservation Area. This 2-bedroom sanctuary features King-sized beds, boasts 12-Ft ceilings and an indoor fireplace, offering elegance and comfort. Enjoy the spa-like bathroom with its heated floor, large tiled shower and dual rainfall showerheads. Unwind in the cozy living area or step outside to the patio and make memories by the campfire.

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, 237 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, 176 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, 134 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

Top Guest favourite
A cozy living area features a rustic wood stove, complemented by two stylish chairs and a vibrant area rug. Large windows frame the serene view of Lake Ontario, enhancing the space's inviting ambiance.
Guesthouse in Prince Edward
4.98 out of 5 average rating, 274 reviews

Little Ben Prince Edward County

Little Ben's license allows 2 adults and one child age 10 and under. Located 10 feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence # ST-2019-0358

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, 128 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 modern cabin is nestled among vibrant wildflowers, with a spacious deck extending outward. The building features a sloped roof and large windows, allowing natural light to fill the interior. The backdrop showcases a clear blue sky dotted with fluffy clouds.
Guesthouse in Consecon
4.99 out of 5 average rating, 257 reviews

Cottontail Ridge Guesthouse / Prince Edward County

Welcome to our cozy guesthouse designed for two in wine country! Cottontail Ridge is a modern cabin set on a tucked away farm acreage in beautiful Prince Edward County. Enjoy stunning views from the picture windows & deck that overlook acres of old grazing fields. You may catch a glimpse of our namesake cottontail rabbits— or see turkeys, coyotes, fox & deer out back. On summer nights fireflies light up the fields and you’ll hear a serenade from crickets and frogs ;)

Top Guest favourite
A bright sleeping area features a light-colored bed and soft linens, with two large windows allowing natural light to illuminate the space. A ceiling fan provides airflow, and a small area rug adds comfort to the wood floor. An outdoor view is visible through the door.
Guesthouse in Kawartha Lakes
4.91 out of 5 average rating, 203 reviews

Moon House Bobcaygeon

Enjoy the lake at this peaceful and centrally located casita (little house). Surrounded by trees and right on the water, this casita is perfect for a romantic weekend get away for two, or with a baby. Located only 20 minutes walking distance from downtown Bobcaygeon, it offers the perfect combination of nature, dining out and shopping. Our casita is new and has a kitchen to prepare small meals. Enjoy our beautiful outside area with a bbq and the day by the lake.

Top Guest favourite
A rustic bunkie is nestled among lush trees, featuring a wooden porch with steps leading to the entrance. Two outdoor chairs are positioned beside a circular stone fire pit, creating a relaxed atmosphere for gatherings. A variety of greenery surrounds the area.
Guesthouse in Neustadt
4.93 out of 5 average rating, 410 reviews

Bunkie in the Country

Now CLOSED until spring The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. For allergenic reasons and safety of animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

Top Guest favourite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guesthouse in Delhi
4.98 out of 5 average rating, 166 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

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