Guesthouse vacation rentals in Ontario

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Top-rated guesthouse rentals in Ontario

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 760 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 favorite
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, 190 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, Community private sand beach, unbelievable sunsets, 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 favorite
A serene view of the lake is framed by lush greenery. Soft pastel colors in the sky reflect the sunset over calm waters, creating a tranquil setting for relaxation. A wooden staircase leads down to the inviting water's edge, surrounded by natural foliage.
Guesthouse in Essex
4.99 out of 5 average rating, 111 reviews

Premiere Cottage-Heart of Wine County/ Lake Access

Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!

Top guest favorite
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, 276 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 favorite
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, 154 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 favorite
The exterior of a barn-style loft is showcased, featuring a charming design with white vertical siding and a wooden double door. Large windows allow natural light to enter, while the surrounding landscape includes trees and autumn foliage, creating a serene atmosphere.
Guesthouse in Parry Sound
4.96 out of 5 average rating, 335 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.

Guest favorite
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
4.96 out of 5 average rating, 308 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 17 (1 night/2 days) JUNE 21-JULY 6 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 orchards and the Lake

Top guest favorite
Guesthouse in Saint Anns
4.98 out of 5 average rating, 214 reviews

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

Top guest favorite
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
4.97 out of 5 average rating, 173 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.

Guest favorite
A small cabin is nestled among tall trees, overlooking a tranquil pond. The water reflects the greenery and the cabin's orange exterior, creating a harmonious scene. A set of patio chairs sits by the water's edge, inviting relaxation in a serene setting.
Guesthouse in Lanark
4.9 out of 5 average rating, 218 reviews

White Wolf Acres Bunkie (1)

This cabin can sleep up to five people (twin, double, and loft has a queen) Includes small kitchen unit with mini-fridge, sink (no running water but jug of water provided) and double burner stove. The kitchen accessories seen in the photos are what is provided. We ask that you not bring your own dish soap, to protect our ecosystem we will provide it. BEDDING IS NOT PROVIDED PLEASE BRING YOUR OWN PILLOWS AND BLANKETS.

Top guest favorite
The cedar cabin features a welcoming porch adorned with hanging planters. It is framed by lush trees, showcasing a blend of natural wood and greenery. Steps lead to the entrance, inviting guests to explore the tranquil surroundings.
Guesthouse in Gore Bay
4.93 out of 5 average rating, 122 reviews

The Cedar Rose

Built in 2018, our off-grid cedar cabin is tucked away in a mixed woodland on beautiful Manitoulin Island. It is uniquely decorated with antiques, thrift store finds and handicrafts collected from our travels around the world as far as Africa, Japan, Costa Rica and Canada’s Arctic. Our space is an inviting space to unwind, unplug and wake up to the sounds of the birds after enjoying the stars on a clear night.

Top guest favorite
Guesthouse in Elora
4.99 out of 5 average rating, 173 reviews

The Blue Lagoon | Pool & Coastal Tinyhome

Welcome to The Blue Lagoon! 2 minute drive from the mill & downtown. Offers guests a quiet, spacious & private guesthouse completely separate from the main dwelling. *The guesthouse & everything inside is brand new as of March 2024!* Guests have access to the ammenities in the backyard including a large pool, fire pit area & shaded patio complete with a BBQ. Come check out Elora's hidden gem!

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