Cottage holiday rentals in Chesley Lake

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Top-rated cottage rentals in Chesley Lake

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Top Guest favourite
The exterior of the modern home is shown at dusk, with warm light glowing from windows. A circular fire pit is surrounded by wooden Adirondack chairs, and the lawn is well-maintained. The covered patio is visible, providing ample space for outdoor seating.
Cottage in Kincardine
4.99 out of 5 average rating, 117 reviews

Kinloft Cottage!

Welcome to the gorgeous beaches of Kincardine, Ontario! Have fun with the whole family at this 4 year old, custom built home! A short walk to the stunning sandy beaches and famous sunsets of Lake Huron (about 9 minute walk) may just have you falling in love with this quiet and peaceful town of Kincardine! A friendly and welcoming community, local dining and quaint shops await you! We are super excited to host you and your family! Great for Contractors or Executives too - 20 min to Bruce Power!

Guest favourite
A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.
Cottage in Sauble Beach
4.94 out of 5 average rating, 136 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

Top Guest favourite
Cottage in Wiarton
4.91 out of 5 average rating, 105 reviews

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.

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, 148 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
A charming cottage stands illuminated by warm lights against a backdrop of fresh snow. The front porch features a welcoming deck, and soft glow surrounds the entrance, creating a peaceful winter ambiance.
Cottage in Sauble Beach
4.9 out of 5 average rating, 118 reviews

The Nest: 4-Season Sauble Beach Escape! Now w A/C

Your all-season Sauble Beach getaway — just 4 blocks from the sand! Snowshoeing path right in your backyard. Relax in quiet North end with no crowds or traffic. Perfect for 2 families. Enjoy huge front & back yards, 2 decks, fire pit, trampoline, and a unique finished garage with wood stove, bar & games. Indoors: 3 floors of living space (3,600 sq. ft.), 55” TV, fireplace, all the comforts, books & board games. Minutes to Sauble Falls, river & downtown. Summer Sat–Sat rentals only.

Top Guest favourite
The cottage exterior is presented with a welcoming front porch and charming double doors. Soft lighting highlights the staircase and surroundings, while landscaped greenery enhances the appeal. A combination of large windows and a gable roof contribute to the inviting architectural design.
Cottage in Southampton
4.96 out of 5 average rating, 134 reviews

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

Open plan bright cottage with Scandinavian inspiration including mid century modern furniture. Walk to beaches, bike trails and picturesque downtown (brewery, restaurants). Great for Fall hiking (Bruce Peninsula) and Winter snow shoeing and ice skating (McGregor provincial park) Go to an OHL game (Owen Sound), golf or yoga class. Outdoor spa: 7 person hot tub, 6 person sauna, cold plunge tub and fire pit. Pizza oven. Indoors: Fast wifi, table tennis and two fireplaces (natural gas)

Guest favourite
An open kitchen features modern stainless steel appliances, including an oven and refrigerator. A large window allows natural light to fill the space, with a dining table set for four. Greenery in a vase adds a touch of nature to the countertop.
Cottage in Meaford
4.91 out of 5 average rating, 124 reviews

New and Cozy Cottage Minutes to Georgian Bay!

Conveniently located near the amenities, shops, and restaurants of downtown Meaford, our cozy stay is just steps from the Georgian Trail, a short walk from Georgian Bay, and a quick 20-minute drive from Blue Mountain Ski Resort. In Meaford and the surrounding areas, you'll find tons of local options to ski, bike, hike, swim, fish, golf and relax with family and friends. Embrace the Grey Highland's year-round beauty and enjoy the perfect blend of relaxation and outdoor excitement!

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
The exterior of the cottage features a bright yellow facade with white trim. A welcoming porch is accessible via three steps, accompanied by two black chairs. Flower pots with vibrant red blooms and greenery are situated beside the entrance, enhancing the inviting atmosphere.
Cottage in Sauble Beach
4.94 out of 5 average rating, 104 reviews

Casavon Cottage B in the heart of Sauble Beach

2 Night minimum in Low Season 7 Night minimum in high Season Nightly rate based on 2 occupants Extra occupant 40 dollars per night Airbnb reviews required Heated 850 sq. ft. cottage 3 bedrooms Full kitchen 3 Piece Bath Deck and Patio Yard Umbrella WIFI Smart TV Filtered water system Propane BBQ, ( propane supplied) Picnic Table Fire Pit Lawn Chairs Linen /Towels (Bring your own Beach Towel) Parking for 2 vehicles Bikes Kayaks Paddle Boards Yard Games

Guest favourite
The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.
Cottage in Meaford
4.98 out of 5 average rating, 106 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Guest favourite
Cottage in Meaford
4.93 out of 5 average rating, 120 reviews

Woodski Winter Haven | Cozy Ski Stay + Hot Tub

Discover Woodski Mountain Retreat, a private winter escape minutes from Blue Mountain. Ski Ontario’s best hills by day, then unwind in the year-round hot tub under the stars. Enjoy a private 500ft mountain for sledding, cozy fireplace nights, open-concept living, and space for 10 (max 8 adults). The perfect blend of adventure and après-ski comfort. ✔ Hot Tub ✔ Ski-Ready Mudroom ✔ Fireplace + Smart TV ✔ Private Sledding Hill ✔ Minutes to Blue Mountain

Guest favourite
A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.
Cottage in Tiny
4.93 out of 5 average rating, 329 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

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