Holiday houses in Chatsworth

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Top-rated holiday rentals in Chatsworth

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Top Guest favourite
Apartment in Owen Sound
4.97 out of 5 average rating, 102 reviews

Private with Self Check-in Bright & Modern Comfort

License: STR2025-9250261010 Welcome to our bright and clean one-bedroom suite ideal for singles, couples, or small families. Walking distance to the Bruce Trail, a short drive to parks, beaches, and lakes; and a good home base to explore the Bruce Peninsula and Tobermory. A comfortable queen size bed in the bedroom with a selection of bedding and pillows. Fully equipped kitchen, modern bathroom, full suite of TV streaming with high-speed internet. Residential area on the west side of town.

Guest favourite
The log home is framed by mature trees, showcasing a green exterior and a welcoming red door. A deck with seating is visible, surrounded by a grassy area and natural rock formations, creating a serene outdoor setting.
Home in Chatsworth
4.8 out of 5 average rating, 260 reviews

Settler’s Farm

Escape to this charming log home on 80 acres, perfect for up to 9 guests. Enjoy 4 bedrooms, 2 full bathrooms, kitchen, living room, dining room, sun room, balcony, and two decks. Explore trails and enjoy a campfire. New AC and close to OFSC snowmobile trails. 40 min to Blue Mountain, 30 min to Lake Huron beaches, with year-round activities nearby. Note: Barn access is for weddings only. No pets. All linens included. For up to 13 guests, see "Settler's Farm including Hudson's Hideaway” listing.

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, 154 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.

Top Guest favourite
Place to stay in Chatsworth
5 out of 5 average rating, 124 reviews

Secluded Cabin overlooking Valley.

Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

Top Guest favourite
A serene outdoor space features four wooden chairs arranged around a fire pit on lush green grass. Behind, two vibrant autumn trees stand beside a tranquil lake, framed by a white fence and scenic hills in the background.
Guest suite in Kimberley
4.97 out of 5 average rating, 259 reviews

"Wine Down" in Scenic Grey Highlands

Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

Guest favourite
A hot tub is illuminated with soft purple lights, creating a soothing atmosphere in the evening. Bubbles rise gently to the surface, suggesting a relaxing experience is available for guests. The surrounding area remains dimly lit, enhancing the tranquil ambiance.
Apartment in Owen Sound
4.85 out of 5 average rating, 123 reviews

One bedroom apartment on the river, with hot tub

WINTER SPECIAL Keep it simple at this peaceful and centrally located place. 30 to 40 minutes to Port Elgin and Southampton, and 75 minute drive to Tobermory. The hot tub is always waiting. Full kitchen and bathroom available for your own use. New queen size bed replacing the queen sized pull out couch. In the warmer weather there is two kayaks and a canoe available for guests use plus four adult life jackets. Also close to Harrison park and the mill dam and you can go by river.

Top Guest favourite
A charming log cabin is nestled among lush greenery, with a covered porch extending from the front. A stone bridge arches over a serene pond, surrounded by tall grasses and wildflowers, inviting exploration of the natural landscape.
Cabin in Owen Sound
4.97 out of 5 average rating, 262 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Guest favourite
Shipping container in Berkeley
4.92 out of 5 average rating, 104 reviews

Shipping container getaway in small country town

Walnut Grove is a 20-foot shipping container that has been lovingly assembled to showcase the restful, unhurried country life of small town Berkeley. Located two hours north of Toronto, this tiny home has plenty of natural light and all the amenities for a modern glamping experience. An ideal space for couples to unwind and explore the local lakes, rivers, waterfalls, and hiking trails (feel free to borrow our complimentary canoe!). Wi-Fi, fire pit, and free parking are available.

Top Guest favourite
A comfortable living area is presented with a teal couch, complemented by a wooden coffee table and an area rug. A television sits atop a mid-century style media console. A modern wood stove and a large window overlook greenery, enhancing the cozy atmosphere.
Apartment in Owen Sound
4.95 out of 5 average rating, 174 reviews

Suite on the Creek

Keep it simple at this peaceful and centrally located walkout apartment. The suite backs onto the Niagara escarpment and sections of the Bruce Trail. Though you’ll feel secluded in nature, head out front and you can walk downtown in less than 15 minutes. Rest well in the king-sized bed that looks out onto the walking bridge in the back yard. Enjoy cozy evenings in with a movie and a fire, or relax with a book in your private backyard sitting area.

Top Guest favourite
Guesthouse in Neustadt
4.93 out of 5 average rating, 410 reviews

Bunkie in the Country

Now CLOSED until spring 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!

Top Guest favourite
A cordwood cabin is surrounded by lush forest, featuring a green living roof. The rustic structure has a wooden door and multiple windows, with a small outdoor seating area that includes two chairs and a table. Stacked firewood is nearby.
Cabin in Chatsworth
4.99 out of 5 average rating, 145 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

Top Guest favourite
A private balcony is presented with two comfortable chairs adorned with colorful cushions, offering a serene view of lush greenery. The wooden structure features a rustic finish, enhancing the outdoor space for relaxation or quiet moments.
Apartment in Meaford
4.96 out of 5 average rating, 137 reviews

"Paddle" at Hills | Scenic Escape Near Blue Mtn

Welcome to Hills! Once known as Hill's Dairy in Meaford, this historic building has been converted into four rental units with an adventure shop. Steps to downtown Meaford, and minutes to Georgian Bay, Georgian Trail cycling route, the infamous Trout Hollow Trail, shops and restaurants, beaches, and 25 mins from Blue Mountain. This modern suite is the perfect year-round getaway spot to unwind after a day of exploring the area.

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