Holiday houses in Desboro

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Top-rated holiday rentals in Desboro

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Guest favourite
A stylishly designed entryway features a textured, herringbone-patterned wall in neutral tones. A wooden coat rack with multiple hooks is mounted alongside a door. Stairs lead up to a bright area, illuminated by natural light, enhancing the welcoming feel of the space.
Place to stay in Hanover
4.93 out of 5 average rating, 205 reviews

Single room Queen bed all the right amenities

This stylish place is close to must-see destinations. If you like the outdoors head five miles east to Allan Park. You’ll find hiking trails, snowshoeing, tobogganing and cross country skiing. Four miles south takes you to Saugeen Conservation Centre where you’ll see Swans a swimming and the nature trails will take you to the Sulphur Spring. Hanover’s P&H Centre hosts an indoor pool and ice rink. A short drive gets you to the beaches on Lake Huron. Enjoy horse races in summer and Casino.

Guest favourite
A cozy wooden cabin is nestled in a snowy landscape, featuring a circular wooden door and large windows. Two rustic Adirondack chairs are placed on either side of the entrance, while green wooden trees adorn the exterior, complementing the natural setting.
Tiny home in Williamsford
4.94 out of 5 average rating, 245 reviews

Tiny Home Camping for 2 with Hot Tub & Outhouse

Experience a unique winter camping retreat for two in our wood-stove-heated tiny home. Complete with an outdoor shower, outhouse, covered hot tub, and a propane BBQ for cooking. The campfire pit and picnic table sitting area are open all year. This holiday rental setup is designed for couples and located on our working hobby farm right off a main highway. * Please note, the outdoor shower and bar closes seasonally due to freezing temperatures with no alternative available. Reopens May 2026.

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. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other 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 modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.99 out of 5 average rating, 145 reviews

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Top Guest favourite
A serene outdoor space features four wooden chairs arranged around a fire pit on lush green grass. Behind, two vibrant autumn trees stand beside a tranquil lake, framed by a white fence and scenic hills in the background.
Guest suite in Kimberley
4.96 out of 5 average rating, 253 reviews

"Wine Down" in Scenic Grey Highlands

Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

Guest favourite
A cozy seating area is presented with a soft beige couch featuring two textured white throw pillows. The backdrop is adorned with a vibrant tapestry depicting intricate patterns in blue, red, and black colors, adding a decorative touch to the space.
Apartment in Owen Sound
4.84 out of 5 average rating, 119 reviews

One bedroom apartment on the river, with hot tub

WINTER SPECIAL Keep it simple at this peaceful and centrally located place. 30 to 40 minutes to Port Elgin and Southampton, and 75 minute drive to Tobermory. The hot tub is always waiting. Full kitchen and bathroom available for your own use. New queen size bed replacing the queen sized pull out couch. In the warmer weather there is two kayaks and a canoe available for guests use plus four adult life jackets. Also close to Harrison park and the mill dam and you can go by river.

Top Guest favourite
A charming log cabin is nestled among lush greenery, with a covered porch extending from the front. A stone bridge arches over a serene pond, surrounded by tall grasses and wildflowers, inviting exploration of the natural landscape.
Cabin in Owen Sound
4.97 out of 5 average rating, 262 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Top Guest favourite
A vibrant red cabin is surrounded by lush greenery, featuring a spacious elevated deck. A dining table with six chairs is set under a large umbrella, while a barbecue grill is positioned nearby. Large windows invite natural light into the interior.
Cottage in Elmwood
4.98 out of 5 average rating, 149 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Top Guest favourite
A cozy living room features a teal sofa, a brown armchair, and a wooden television stand. A flat-screen TV is mounted on the wall. A patterned area rug covers the hardwood floor, while a coffee table with a geometric design sits in the center. Natural light enters through a window.
Apartment in Owen Sound
4.95 out of 5 average rating, 171 reviews

Suite on the Creek

Keep it simple at this peaceful and centrally located walkout apartment. The suite backs onto the Niagara escarpment and sections of the Bruce Trail. Though you’ll feel secluded in nature, head out front and you can walk downtown in less than 15 minutes. Rest well in the king-sized bed that looks out onto the walking bridge in the back yard. Enjoy cozy evenings in with a movie and a fire, or relax with a book in your private backyard sitting area.

Top Guest favourite
A secluded cordwood cabin is nestled in a snowy forest landscape, surrounded by tall evergreen trees blanketed in white. The cabin features a stone exterior and a distinctive overhanging roof, with a wooden door and two small windows, creating a cozy, rustic presence against the winter scenery.
Cabin in Chatsworth
4.99 out of 5 average rating, 143 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

Top Guest favourite
A well-lit living area features two comfortable gray sofas adorned with patterned throw pillows. Warm wooden floors complement the neutral wall tones. A staircase with wooden steps leads to the upper level, while large windows allow natural light to brighten the space.
Home in Williamsford
4.95 out of 5 average rating, 185 reviews

Williamsford Blacksmith Shop

Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.

Top Guest favourite
A log cabin interior is showcased, featuring warm wooden walls and a cozy seating area. A fireplace is centrally positioned, with a small table nearby. A television is visible, and large windows allow natural light to flood the space, while a loft area is seen above.
Cabin in Owen Sound
4.88 out of 5 average rating, 340 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

Popular amenities for Desboro holiday rentals

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