Guesthouse vacation rentals in Ontario

Treehouse in the forest

Treehouse in the Forest is the perfect getaway. Like living at a cottage, minutes away from the city. This place is fully equipped with 2 bedrooms, own kitchenete, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. 10 Minutes to 401. This guesthouse is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.

Location · Family · Outdoor spaces

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.

Location · Value · Condition

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?

Location · Value · Backyard

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 · Nearby

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS AUGUST 10-23 AUGUST 25-29 (4 nights/5 days) AUGUST 30-SEPTEMBER 17 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.

Value · Family · Bathroom

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 · Checkout

Wine Country Retreat w/ Hot Tub & Fire Pit

Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.

Value · Location · Hospitality

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 · Family · Comfort

Recess Inn Lakeside Guest House, Sauna & Hot Tub

This gorgeous 2 bedroom guest house located on the shoreline of Berford Lake has a modern open concept living space, full bath, cute kitchenette and unforgettable lake views to enjoy all year round! For those who enjoy or want to experience the hot tub and sauna, contact Audrey for further details. Minimum age 25 and older to rent Sleeps 4 comfortably Pricing is for double occupancy. Each extra person is 75.00 per night. Firm No kids policy Firm No pet policy

Family · Location · Decor

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.

Family · Location · Layout

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.

Family · Value · Hospitality

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.

Family · Location · Condition