
Cottage vacation rentals in Chesley Lake
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Top-rated cottage rentals in Chesley Lake
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Sunsets & Lake Views in a Spacious Modern Cottage
Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

Secluded 1200' beachfront private 64 acre log home
Welcome to Dragonfly Cove Our log cottage features: *1200 feet of BEACH FRONT *Family-friendly, romantic, retreat *64 private forested acres, secluded cove on Lake Huron *Sleeps 10 (8 adults +2 children on futon) *Full view of lake & sunsets from spacious deck *Full kitchen with antique stove/oven combo *Stunning large glass sunroom *Central AC+heating *Gas+wood fireplaces *Bruce Tel internet *6 person hot tub *Firepit *2 kayaks *3000 acres of manicured trails at McGregor Point Provincial Park

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.

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.

Up The Creek A-Frame Cottage
Relax in an A-frame Cottage over looking a stocked trout pond surrounded by trees. 20 acres of trails. Fish swim, kayak or canoe in the pond or creek. Watch the ducks, frogs, herons, birds, turtles & a variety of wildlife. Enjoy the stars & roast marshmallows at the camp fire. Fully stocked kitchen, BBQ, wood stove, fire pit and 3 piece bathroom. Wood and linens supplied. Ninja course, water mat & trampoline for your use. Groups welcome, extend your group send your request for more info.

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

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.

The Kickback Tobermory Waterfront with Beach
Escape to The Kickback, a cozy Lake Huron waterfront cottage near Tobermory. Set on 2 private acres with 120+ feet of private shoreline, enjoy sandy beaches, flat rock ledges, stunning sunsets, campfires, crystal-clear swimming, kayaking, and a private firepit. Minutes from Bruce Peninsula National Park, The Grotto, Flowerpot Island, Little Cove, Singing Sands, and Tobermory. Sleeps 6 (max 4 adults, 2 children). 2-night minimum. Book your 2026 Bruce Peninsula getaway today!

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.

Waterfront Cottage with Steam Sauna 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!!!

Waterfront Lakehouse | + EV Charger | AC |
Escape to Whiskey Harbour Lakehouse—your dream waterfront retreat on the Bruce Peninsula. This luxurious timber-frame cottage on Lake Huron blends rustic charm with modern comforts: vaulted ceilings, a stunning Muskoka room, lakefront views, and space for couples, families and nature lovers. Explore turquoise waters, star-filled skies and cozy up fireside after a day of adventure. Ideal for romantic getaways, family escapes and unplugged stays in every season.

Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.
Popular amenities for Chesley Lake cottage rentals
Cottage rentals with a hot tub

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Spa cottage: hot tub, sauna, cold plunge & firepit

Cozy Summer Getaway | Hot Tub Sauna BBQ & Firepit

Little Bluestem Cottage

Gobles Grove Retreat with 4 bedrooms, hottub&sauna

Lake Huron Sunsets at the A-Frame | Cedar Hot tub

Charming riverside cottage, B&B license

Hilltop garden cottage
Pet-friendly cottage rentals

Historic Tudor Home| Saugeen River & Rail Trail

Kinloft Cottage!

Tiny House in Penetanguishene

Glamping Cabin Nature Retreat

Baysong Cottage, with Sauna, on Georgian Bay

Due North ★ Lake House

All-Season Cottage on the Lake

Blue Feather Lake House - Tobermory
Private cottage rentals

CANAM Resorts - Lake House - STA-2025-3

The Beach House, Georgian Bay, Beach View w/ Sauna

Barefoot Bay - 5 bedroom Waterfront Cottage

Sauble Beach Waterfront Hideaway

Casavon Cottage B in the heart of Sauble Beach

Hollister Haiven - Goderich - now with WIFI

The SURF SHACK by The Post Office Motel *HOT TUB*

Sauble Beach Cottage
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- The Grotto





