Vacation rentals in Chesley

Pine Reeve Cabin. Rustic cabin in the woods.

Pine Reeve Cabin began as a humble 24’ x 24’ hunting shack. With vision, dedication, and time, it has been artfully transformed into the peaceful retreat it is today. Tucked among pines and quiet woodland, it invites you to slow down and breathe in the fresh air. Weathered wood, natural textures, and warm details give the cabin its rustic charm, while cozy comforts create a welcoming atmosphere. Here, rustic blends seamlessly with modern, offering the perfect balance to find rest and relaxation.

Single room Queen bed all the right amenities

This stylish place is close to must-see destinations. If you like the outdoors head five miles east to Allan Park. You’ll find hiking trails, snowshoeing, tobogganing and cross country skiing. Four miles south takes you to Saugeen Conservation Centre where you’ll see Swans a swimming and the nature trails will take you to the Sulphur Spring. Hanover’s P&H Centre hosts an indoor pool and ice rink. A short drive gets you to the beaches on Lake Huron. Enjoy horse races in summer and Casino.

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.

Private Suite • Near Bruce Trail • Modern & Bright

License: STR2025-9250261010 Welcome to our bright, private one-bedroom suite — a perfect basecamp for exploring the Bruce Peninsula. Minutes from the Bruce Trail, this clean and modern space is ideal for couples seeking a quiet, comfortable getaway with easy access to hiking, beaches, and Tobermory. Relax after a day outdoors with a comfortable queen bed, quality linens, a fully equipped kitchen, modern bathroom, and high-speed internet with streaming. Free parking & self check-in.

The Post Office Motel & Spa in the ❤️ of Kimberley

*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

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.

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.

Bunkie in the Country

Now Open! Welcome! 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. For allergenic reasons and safety of 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!

Cedar and Fern Cabin | Private Pond Forest Retreat

Welcome to Cedar & Fern Cabin — a peaceful forest retreat where comfort meets nature, and where your days are shaped by the water, the woods, and the quiet. Designed as an easy escape from the city, it offers the calm of nature without the long, traffic-filled drive to crowded destinations. Whether you’re here for a romantic weekend or a peaceful family getaway, this is a place to unplug, breathe deeply, and truly unwind.

Smokey Creek Reminisce & Sauna

Discover the perfect getaway at our charming, 100-year-old log cabin, ideally situated on 100 acres of breathtaking countryside. This enchanting retreat is perfect for couples, families, or friends looking to escape the hustle and bustle of everyday life. Surrounded by rolling fields and a serene hardwood maple bush, the cabin offers a tranquil setting where you can reconnect with nature and each other.

Forest Dome

This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.