Guest house holiday 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.

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JULY 9-11 (2 nights/3 days) JULY 16-18 (2 nights/3 days) JULY 25-31 AUG 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.

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.

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?

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!

Melville Guesthouse

Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.

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.

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.

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.

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.

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.