Vacation rentals in Chesley Lake

Beach House Hideaway by Post Office Motel *HOT TUB

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

Location · Value · Bathroom

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Guest favorite

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember.  Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days.  Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore.  Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay.  But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door. 

Family · Location · Hospitality

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Family · Value · Amenities

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Guest favorite

The Morhaven-Luxe Meets Nature. Sauna/Hot tub/Dogs

Tucked away across from the shore of Lake Huron, nestled within a serene conservation area, The Morhaven provides a private, quiet, & nurturing space to unwind. Begin your day with a peaceful hike through our serene forest. Head to the beach (2 min drive) for a swim. Unwind with a soothing sauna & saltwater spa. As evening falls, paddle the tranquil waters, watching our world-class sunsets. End your night by the crackling campfire, under a starlit sky. Perfectly situated to explore The Bruce.

Family · Location · Grill

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Guest favorite

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.

Location · Value · Quiet

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Guest favorite

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Value · Location · Walkability

Holiday House on Huron

The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

Value · Location · Laundry

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Guest favorite

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

Family · Value · Beach

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Guest favorite

Modern Cottage + Lake Views Bruce County Escape

Discover your ultimate summer retreat at a luxurious Shorehill Lodge in Bruce County! This stunning oasis offers the perfect blend of comfort and convenience, just 15 minutes from Southampton and Saugeen (Sauble) Beach. Enjoy breathtaking views of the lake from the comfort of our deck or spend some time taking in the sounds of nature by campfire. A fully stocked kitchen and BBQ invites culinary adventures. Perfect for family or friends gatherings. You’ll love what Shorehill offers.

Location · Family · Kitchen

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Guest favorite

Casolena Panoramic Waterfront Cottage in Tobermory

Casolena is an elevated lakefront retreat in Tobermory, curated for guests who value nature, privacy and thoughtful design. Its distinctive architecture features expansive lake & sky windows, creating an open and immersive space filled with natural lights from sunrise to sunset, and making every moment here an experience that can’t be truly captured in words. ⭐ Unparalleled panoramic lake views ⭐ Private water access ⭐ Exceptional double-lot privacy ⭐ Pet-free, smoke-free

Value · Location · Comfort

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Guest favorite

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

Location · Family · Getting around

Pine Villa-Mediterranean Cottage with Hot Tub

Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

Location · Family · Hot tub