Cottage holiday rentals in Chesley Lake

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Top-rated cottage rentals in Chesley Lake

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Guest favourite

Cottage in Sauble Beach

4.94 out of 5 average rating, 125 reviews

COMPLETELY RENOVATED cottage -steps from the Beach

Charming coastal cottage, 2 min walk to the beach and 5 to the main strip. This is a perfect beachside retreat, with new flooring throughout, plank ceilings, fully loaded kitchen with SS appliances and quartz countertops, new bathroom, new mattresses... a large fully furnished patio and fire pit. 2.5 hours outside of TO on the shores of Lake Huron - and fully winterized for year-round getaways! AS SEEN IN HOUSE AND HOME MAGAZINE, JULY 2019! FOLLOW US: @amabelbeachhouse * linens not provided

Guest favourite

Cottage in Meaford

4.93 out of 5 average rating, 178 reviews

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.

Top guest favourite

Cottage in Southgate

4.98 out of 5 average rating, 113 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 favourite

Cottage in Tiny

4.97 out of 5 average rating, 112 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Guest favourite

Cottage in Meaford

4.95 out of 5 average rating, 99 reviews

Woodski Retreat w/Heated Pool on 3+ Private Acres

This private mountain retreat is just 15 minutes from Blue Mountain, features 3.2 acres of beautiful scenery, a swimming pool and a renovated home for 10 guests (Max 8 adults). The house sits at the foot of a private 500ft mountain that is yours to explore all year around. Inside, there is a spacious home built for entertainment. Enjoy all-year fun at the property or head out to enjoy the amazing activities nearby. Only 5 minutes to the beach and 15 minutes to the best skiing in Ontario!

Guest favourite

Cottage in Tobermory

4.96 out of 5 average rating, 213 reviews

Way Way Back 3 BR Waterfront Cottage-Private Dock

Booking 2025! Cozy waterfront cottage, rustic charm meets modern comforts. Perfect spot to relax & enjoy stunning sunsets on the private dock with hammock. Scenic, tranquil neighborhood situated on the shores of Lake Huron. Wood burning fireplace & baseboard heat. 7-10 minutes to Tobermory, Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands, Flower Pot (by boat). 2 night off-season min 7 night (Fri to Fri) high-season late June to early Sept Max occ 6 (4 adults max 2 kids)

Superhost

Cottage in Meaford

4.9 out of 5 average rating, 211 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

Top guest favourite

Cottage in Tobermory

5 out of 5 average rating, 216 reviews

Luxury Waterfront Cottage in Tobermory

Welcome to Tobermory Shores, the perfect waterfront destination for families and mature older adults seeking peace and relaxation while exploring the majestic Northern Bruce Peninsula. Located at the tip of the Bruce Peninsula along the Niagara Escarpment, Tobermory Shores offers breathtaking views of the crystal clear waters of Georgian Bay and Flowerpot Island and is only a 3-minute drive to downtown Tobermory, 15 minutes to Bruce Peninsula National Park and the world-famous Grotto.

Guest favourite

Cottage in Lion's Head

4.9 out of 5 average rating, 144 reviews

Prime Lakefront Tamarack Island Sta-2024-297

Beachfront property on Lake Huron. Great view of sunrise over the lake as cottage is facing east. At night there are amazing reflections of a full moon over the lake as well. Has a large deck and dock. Beautiful garden. This property is in a prime area on Tamarac Island in Stokes Bay. 1500 square feet with loft and windowed porch. Loft has huge desk and pull out bed if needed. Excellent swimming as on the main bay area with deep and warm waters. Back door camera in tree by parking.

Top guest favourite

Cottage in Tobermory

4.98 out of 5 average rating, 276 reviews

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.

Top guest favourite

Cottage in Wiarton

4.98 out of 5 average rating, 113 reviews

Waterfront Cottage by Bruce Trail

Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

Guest favourite

Cottage in Saugeen Shores

4.83 out of 5 average rating, 119 reviews

Secluded 1200' beachfront private 64 acre log home

Welcome to DRAGONFLY COVE Our log cottage features: • 1200 feet of BEACH FRONT, suitable for swimming & small boats • 64 private acres, secluded cove on Lake Huron • Sleeps 10 (8 adults +2 children on futon) • Full view of lake & sunsets from spacious deck • Fully outfitted kitchen with antique stove/oven combo • Stunning large glass sunroom • Central air conditioning • Gas+wood fireplaces • Starlink high speed internet • 5-6 person hot tub