Guesthouse holiday rentals in Grey County

From A to Zen - a refined glamp

A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

Moana and Maple Guesthouse

Moana & Maple Suite is a cozy countryside retreat 20 minutes from Owen Sound and 50 mins to Blue Mountain. Sleeping up to 4, the suite features 1 private bedroom, a comfortable sofa bed & a full kitchen for relaxed, self-catered stays. Step outside to a private, fully enclosed backyard — ideal for pets and quiet time in nature. A warm blend of rural calm and easy access to town. A short walk away, a local bookstore and cafés, offer unique spots to browse, relax, and soak up the community vibe.

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

BnB Cabin at Dragonfly Ridge in Beaver Valley

Take in stunning panoramic views of Beaver Valley at Dragonfly Ridge. Close to many ski hills, hiking trailheads & river access points for paddling. Wake up to breathtaking views from your cozy, private cabin with a King Bed and Queen Bed in the loft. Book the Clubhouse ($40/hour, 2 hour minimum) to access a separate recreation building on the property with an 8-person cedar sauna, 6-person hot tub, cold plunge, a professional golf simulator, private movie theater, Ping Pong and more.

Cozy, quiet, clean cabin with wi-fi and fire pit.

Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

Entire Guesthouse - Forest Retreat, Starlink WiFi

Relax and unwind at this private getaway surrounded by peaceful woodland. California King bed and blackout curtains so you can ease into your morning with birdsong and the scent of fresh forest air. Refresh with a hot shower or relax in a clawfoot tub in your own spacious private bathroom. 3 acres of private woodland is yours to enjoy with easy access to the scenic Bruce Trail. Free parking, fast Starlink Wi-Fi, and a 50" Smart TV for cozy movie nights in.

The Coach House at Belvedere Farm

A peaceful, retreat in the heart of Meaford, situated on twenty-four beautiful acres, surrounded by mature trees, trails, orchards and stunning views, yet only three mins to downtown with the ever popular Meaford Hall, restaurants, shops, harbour, library and so much more. Water access is also very close by. Bring your water toys in summer, and your snow toys in winter! Our place is not suited for children under 10 so please consider that when requesting.

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!

Cabin on the lake

Take it easy, cabin on the lake,your own private beach, close to everything Grey county has to offer. Fully equipped, lots of space, close to Owen sound , fishing off the dock, use of dock, 1 kayak and a canoe are available to use when available gazebo hot water, hydro, shower. Ductless air conditioner and small smart tv with access to Netflix , Crave , and Prime tv

The Woodland Retreat Forest Bunkie

The Woodland retreat forest bunkie is an enchanting and unique and cozy get away from all the hustle and bustle. Nestled in the forest amongst pine, spruce and ash trees this lovely get away is the perfect peaceful get away to reconnect with nature. Featuring the infamous bunkie life Bunkie’s, this unique space is full of artful detail and charm.

JackNJenny's

Come and relax in a beautiful country setting in quaint Rocky Saugeen, Durham (West Grey). Or are you looking for a place to stay near your next job site? Our loft provides comfort, acreage and all the modern amenities. Walking trails within a short drive. Blue Mountain, Sauble Beach and Bruce Power within a 50 minute drive.

Private Studio Near Sauble Beach & Trails

Private studio apartment on a beautiful 3-acre wooded property at Dreamers Writing Farm in Hepworth. Includes a full kitchen, bathroom, living area, TV, and gas fireplace. Self check-in. Access to shared outdoor spaces with gardens and animals. Located 7 minutes from Sauble Beach and close to trails, golf, and Nordic skiing.