Guesthouse holiday rentals in Ontario

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS SEPTEMBER 15-17 (2 nights/3 days) SEPTEMBER 20-24 (4 nights/5 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 orchards & direct Lakefront

Location · Family · TV

From A to Zen - a refined glamp

A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

Location · River · Hospitality

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.

Family · Location · Comfort

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?

Family · Value · Kitchen

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!

Location · Family · Cleanliness

Wawa Lakefront Guesthouse Studio - 1 Min to Town!

Blake's Studio Suite on Wawa Lake Enjoy a stunning waterfront stay. This private, detached guesthouse offers a separate kitchenette, bathroom and a large combined bedroom/lounge space. You have an independent building to yourself on a shared property with your host. Step out to your private deck and fire pit with spectacular views. Kitchenette includes a full-size fridge, double hot plate, air fryer, toaster oven, microwave, and BBQ. Under a minute to town. Great for year-round activities.🌊

Location · Value · Access

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.

Family · Location · Cleanliness

Parry Sound Bunkie |Dock, BBQ, Firepit & Pets

🍂 Escape to Hemlock Cabin, your private fall lakeside retreat in Muskoka. Wake to vibrant foliage and peaceful lake views, hike scenic trails, kayak, or simply relax by the water. Enjoy cozy BBQ dinners on the covered patio, then gather around the fire pit under the stars. 🔥 Inside, rustic-meets-modern comforts await couples and small families. Perfect for leaf-peeping, crisp autumn adventures, cozy evenings, and unforgettable Muskoka memories. 🍁☕ Book your fall getaway today.

Value · Location · Air conditioning

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.

Value · Location · Air conditioning

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Value · Family · Checkout

Kokopelli Guest House, Airbnb

Our Guest House (690 sq. ft.) with 12 foot ceilings is filled with all the conveniences. Imagine being able to walk to the historic downtown shopping square, restaurants, Lake Huron, concert venues, ... Your retreat has WiFi, TV, kitchen (Air Fryer, Toaster Oven), French Press for coffee. RADIANT HEATING ON FLOOR, air conditioning, ceiling fan, comfortable workspace (round table) and free parking. You have your own outside patio, and Private Keypad entrance.

Location · Family · Comfort

Waterfront Guest Cabin in Muskoka

Guest cabin with hot tub and WiFi, deep in the heart of Muskoka. Private hot tub, a dock with deep water diving, and a fire pit with night sky views. Modern comforts in a genuinely remote setting, reached only by private road. A real cabin in the woods, not a hotel in the woods, so nature is close by. Great for unplugging from social media and getting away from the city. Ideal for couples who want campfires, swimming, kayaking, and paddle boating.

Family · Location · TV