Guesthouse holiday rentals in Grey County

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Top-rated Guesthouses in Grey County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Meaford

5 out of 5 average rating, 58 reviews

From A to Zen - a refined glamp

A unique and tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Lake Huron, Blue Mountain, Beaver Valley, Meaford’s harbour and theatre and Owen Sound’s major amenities. Or better yet, just stay put and unwind - paddle the river, bake a gourmet pizza, sunrise coffee on one porch, endless sunsets on another, campfires, kites, disc golf, hike the Bruce, star gaze, and your very own table set for two - straight out of a storybook.

Top Guest favourite

Guesthouse in Wiarton

4.95 out of 5 average rating, 102 reviews

Stunning Lakeside Loft Perched Above Georgian Bay

Architect-designed. Award-winning. Most unique property on The Bruce. Cozy, cool Lakeside Loft Guest House at Cameron Point. Open concept loft-style 2-storey Cabin and Bunky. Glass walls. Spectacular views of the water and bluffs! Summer: Loft + Bunky: 4 BR. Up to 8 guests from July 14. Extra fee for guests 5-8: $100/night pp Modern kitchen. 3-pce bath. Private entrance. Wifi. Winter: 2 BR. Base fee for up to 4 guests. Enjoy Bruce Trail hikes, swimming, kayaking. Chill by the fire!

Guest favourite

Guesthouse in Kemble

4.85 out of 5 average rating, 184 reviews

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.

Top Guest favourite

Guesthouse in Southgate

4.92 out of 5 average rating, 199 reviews

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!

Top Guest favourite

Guesthouse in Neustadt

4.93 out of 5 average rating, 389 reviews

Bunkie in the Country

Now open! 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. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other 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!

Guest favourite

Guesthouse in Wiarton

4.88 out of 5 average rating, 50 reviews

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.

Top Guest favourite

Guesthouse in Meaford

4.97 out of 5 average rating, 36 reviews

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.

Superhost

Guesthouse in Annan

4.84 out of 5 average rating, 116 reviews

Lakeview Loft with Hot Tub on Irish Mountain

Have a quiet getaway at the charming Cabin Loft Suite and enjoy the tranquility and serenity of Irish Mountain as you take in the fresh country air and breathtaking views of Georgian Bay and the Blue Mountains in the distance. Whether you are planning activities in the area or are looking for a place to relax, this space is for you. It is in an ideal location just outside the quaint town of Meaford and only a 30 minute drive from Blue Mountain.

Guest favourite

Guesthouse in Hepworth

4.85 out of 5 average rating, 307 reviews

Dreamers Studio Apartment, 3 Acre Wooded Property

Beautiful highly-rated studio apartment at back of 3 acre wooded property, Hwy6 Hepworth. Literary themed property, goats, a secret garden. You can self check-in & out. Studio has a kitchen, living area, TV & gas fireplace. Property connects to Northern Dunes Golf Club & is 5 min from Bruce Ski’s Nordic Centre. It's 1 min from Tim Hortons, 7 min from Sauble Beach, 10 from Wiarton & 20 min from Owen Sound. ALL backgrounds welcome. 420 friendly.

Guest favourite

Guesthouse in Kemble

4.96 out of 5 average rating, 112 reviews

Cozy Bunkie on a Scenic Hilltop with Goats

Welcome to our charming bunkie nestled on a hilltop with breathtaking views of the Niagra Escarpment! Enjoy a premium glamping experience. This quiet escape comes with all the creature comforts like a hot camping shower, wifi, and plugs to charge your devices. We have baby goats, fruit trees, and flowers depending on the season. We would be delighted to introduce you to our goats in their pasture. Please ask us for a tour.

Superhost

Guesthouse in Feversham

4.9 out of 5 average rating, 185 reviews

Guesthouse Getaway

This bright 1 bedrm suite sleeps 4 with 2 double beds, a full length couch could sleep a 5th. Just mins to Feversham gorge to hike, the Beaver River to fish & snowmobile trails in winter. The Feversham General Store is close by. Blue Mountain is 20 mins away. 10 mins to Eugenia Lake & Falls. Situated on 5 acres tucked nicely in the trees. 10 minutes to Singhampton Caves. Ski season currently available.

Top Guest favourite

Guesthouse in Meaford

5 out of 5 average rating, 60 reviews

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.