Holiday rentals with outdoor seating in Grey Highlands

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Grey Highlands

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Kimberley

4.93 out of 5 average rating, 542 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

One-of-a-kind relaxation escape located in the charming village of Kimberley! Just 1.5hrs North of Toronto, 20 min to Blue Mtn skiing, mtn top skating and the Village. The Kimberley downtown is something from the movies. Imagine getting out of your car and walking straight into the scene of a warm and cozy snow globe. You can watch the seasons come & go while taking in the valley views. Head outside to enjoy marshmallows by the fire, amidst this whimsical fortress. Bruce Trail access @ the door

16–23 Apr

€ 157 per night

Guest favourite

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

27 Aug – 3 Sep

€ 178 per night

Guest favourite

Guest suite in Meaford

4.98 out of 5 average rating, 174 reviews

Quiet Country Setting near Walters Falls & Meaford

Enjoy a quiet country retreat in a recently-constructed suite on a working farm. You'll enjoy beautiful valley views and bright starry night skies from your private deck, equipped with two deck chairs and a gas grill. Inside, you'll have a fully-equipped kitchenette, comfortable sitting area with sofa-bed, and queen-sized bedroom Situated within 5 minutes of Walter's Falls, our suite is centrally located for day trips to Blue Mountain, Tobermory, Sauble Beach, Lion's Head and much more!

6–13 Apr

€ 99 per night

Guest favourite

Cabin in Kimberley

4.99 out of 5 average rating, 359 reviews

Kimberley Creek Cabin

Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

22–29 Nov

€ 192 per night

Guest favourite

Guest suite in Kimberley

4.96 out of 5 average rating, 177 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.

16–23 Jul

€ 84 per night

Guest favourite

Chalet in Grey Highlands

4.94 out of 5 average rating, 106 reviews

Private 5 Acre Chalet with Bunkie & Sauna

An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

14–21 Sep

€ 143 per night

Superhost

Tiny home in Meaford

4.85 out of 5 average rating, 256 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

2–9 Apr

€ 95 per night

Guest favourite

Guest house in Neustadt

4.92 out of 5 average rating, 304 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 2 large dogs on site (live 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!

17–24 Oct

€ 58 per night

Guest favourite

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

16–23 Mar

€ 88 per night

Guest favourite

Flat in Meaford

4.98 out of 5 average rating, 293 reviews

Fuller House Airbnb

Steps from Georgian Bay and beach. This newly renovated 400 sq/ft walk out, self-contained apartment is located on a quiet double lot, offering privacy and a beautiful natural setting. Enjoy the comfort of a substantial continental breakfast, homemade baking and more in your cozy kitchenette, or outdoor seating areas. Apartment includes microwave, coffee maker, toaster, kettle and kitchenware. BBQ provided on site. Front of home is owners' living space and Art Studio/Gallery.

11–18 Sep

€ 83 per night

Guest favourite

Farm stay in Markdale

4.99 out of 5 average rating, 124 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. Please note DOGS MUST be on a leash when on the property.

17–24 Nov

€ 142 per night

Guest favourite

Cottage in Grey Highlands

4.93 out of 5 average rating, 138 reviews

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.

29 Oct – 5 Nov

€ 233 per night