Vacation rentals in Chesley

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Top-rated vacation rentals in Chesley

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Guest favorite

A waterfront patio features a dock extending into Georgian Bay, accompanied by several lounge chairs arranged for relaxation. An umbrella provides shade, enhancing the scenic view of the calm water and distant shore under a clear sky.

Home in Meaford

4.87 out of 5 average rating, 414 reviews

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Guest favorite

Guest suite in Chatsworth

4.86 out of 5 average rating, 381 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Guest favorite

Guest suite in Hanover

4.91 out of 5 average rating, 143 reviews

Lorbin Lake Studio suite. Minimum 2 night stay.

Stand alone studio style suite set on a private lake. We offer 2 night minimum stays.The studio suite includes a kitchen and comfortable livingroom. Queen bed ,queen pull out sofa and roll away cot. Playpen available on request. Large shower, gas fireplace and air conditioning . Stroll around the beautiful grounds and enjoy all inclusive canoe,paddleboards and paddle boat with no rental fees. Guest suite also offers wifi and a 52 inch t.v and satellite. Please note we do not have extra fees.

Guest favorite

Cabin in Paisley

4.9 out of 5 average rating, 115 reviews

Secluded 4 bed cabin on a river w/ 85-acres.

Cabin on a hill along the Saugeen River beside 700 acres of trails. NEW washroom and deck with impressive views! This is a family cabin and not a destination for parties. STARGAZERS: Low light pollution. SNOMOBILE trails next door! HIKERS: public trails: Brant Tract. FISHING: On the Saugeen. HUNTERS: 85 acres of Sugarbush. (Must declare prior.) 6 guests max! Camera in the driveway. More than 6 people will be billed as a complete separate cost, essentially DOUBLING the cost of your booking.

Top guest favorite

Cottage in Southgate

4.98 out of 5 average rating, 112 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.

Guest favorite

A propane grill is positioned on a paved surface, facing a scenic view of Lake Huron. The grill lid is open, revealing a spacious cooking area. The surrounding landscape includes grass and a stone pathway, enhancing the outdoor cooking experience.

Guesthouse in Port Elgin

4.87 out of 5 average rating, 106 reviews

Cozy waterfront apartment with beach access

Lakeview paradise ! 1 min walk to the beach. Waterfront guest(studio) apartment with a panoramic view of Lake Huron. Enjoy the breathtaking sunset and lake view from couch or bed. Lovely bike and walking trails nearby. 2 bikes and 2 person kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries to make your stay comfortable. I have camera facing front yard and driveway for your privacy.

Top guest favorite

A charming Victorian washstand is situated against a unique cordwood wall, showcasing many tree cross-sections. A large mirror hangs above the washstand, reflecting the wood details, while two towels are neatly hung. A green mat complements the washbasin below.

Cabin in Chatsworth

4.99 out of 5 average rating, 139 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 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. (Note this is not on the same property as nearby Airbnb "private farmhouse" listing.)

Top guest favorite

A neatly arranged stack of bath towels is displayed on a dark surface. Two small round soap bars labeled 'Carrick Creek Farmstead' are placed atop a folded washcloth, offering a touch of convenience for guests.

Loft in Neustadt

4.97 out of 5 average rating, 142 reviews

Cozy Loft at Carrick Creek Farmstead

Carrick Creek Farmstead is a sanctuary in the corner of Southeast Bruce County in Ontario. The Farmstead offers you 170 acres of rolling hills, a woodlot and walking trails. The Loft is a suite above our garage. A king bed and pull out sofa bed allow accommodation for 4 adults. The loft has kitchen facilities, shower, television, and air conditioning for the summer. Enjoy a meal on the nearby patio. If you would like to enjoy some prepared food from the Carrick Creek kitchen, just ask.

Top guest favorite

Guest suite in Kimberley

4.96 out of 5 average rating, 226 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.

Top guest favorite

A picnic table is positioned on a snowy landscape beside a frozen pond, surrounded by trees. Smoke can be seen rising from a fire pit containing several logs, offering a cozy outdoor setting in winter.

Guesthouse in Southgate

4.92 out of 5 average rating, 194 reviews

Cozy, quiet, clean cabin with wi-fi and fire pit.

Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

Top guest favorite

Stone steps ascend toward a wooden archway, framed by a garden of seasonal flowers and decorative stones. Green grass surrounds the path, while a sunset casts warm light across the scene, highlighting the lush landscape.

Guesthouse in Neustadt

4.93 out of 5 average rating, 377 reviews

Bunkie in the Country

Now open! 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!

Guest favorite

A friendly dog stands on a snow-covered bank beside a river, with sun rays glinting off the snow. The landscape features sparse trees in the background, and wisps of steam can be seen from the dog's breath in the crisp winter air.

Cabin in Port Elgin

4.96 out of 5 average rating, 146 reviews

Serene and Cozy Cabin

This comfy wood cabin built in 2019, is just what you need to get away from the constant distractions of urban life. Unplug and soak up the sights and sounds of nature, breathe and relax. Nestled on a beautiful hobby farm, the cabin is a short 3km bike ride or drive to the beautiful shores of Lake Huron and the town of Port Elgin with it's unique shops and eateries. The queen size bed is on the main floor and the loft provides another sleeping space or storage.