
Holiday rentals with breakfast in Grey Highlands
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Grey Highlands
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Mono Countryside Home & Farm
If you’re looking for a quiet place to get away, Mono Countryside Home and Farm is the place for you. This charming guest home in Mono, is set back from the road and surrounded by towering pines with lots of room to roam in the forest and nearby Mono Cliffs Provincial Park. This open concept guest home with stunning views includes a warm fireplace, full kitchen and high speed internet. Complimentary biscotti and fresh farm eggs + you can order Italian cuisine from your host at Connie's Kitchen.

Private, spacious 3 bedroom flat.
Available with negotiation for seasonal rental, private 1300sff flat, with very comfortable beds and linens. Living area has lazy boy sofas for comfort. Parking for 2 vehicles max during evening hours, with a large, private mudroom to store skis or bikes safely. Located above our residence and flower studio. Minutes from skiing, golfing, and the longest freshwater beach in the world. Walk into Collingwood downtown for fantastic shopping, restaurants, brew houses, pubs, entertainment and more.

Tamarack Trails Wilderness Cabin
Welcome to Tamarack Trails, your peaceful escape nestled in a quiet forest. This luxury cabin offers the perfect blend of comfort and nature, surrounded by 40 acres of unspoiled wilderness. Drift off to sleep in a cozy queen-sized bed and wake to the sound of song sparrows. Soak in a relaxing tub as you gaze out floor-to-ceiling windows. Enjoy breakfast on your private deck. Spend your days wandering private trails with stunning scenery or snowshoe through snow-draped white pines in winter.

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.

Dragonfly Ridge: Adventure & Wellness Retreat
Escape to Dragonfly Ridge, the perfect getaway for guys' weekends, couples' retreats, or girls' getaways. Enjoy a Cedar Sauna, Hydrotherapy Hot Tub, Cold Plunge, and a Professional Golf Simulator on a 19' 4K screen with Dolby Atmos. Relax on the veranda with wood stove, seating for 12, and stunning Beaver Valley views. Sleeps 10 with two 3-piece bathrooms. Experience luxury, relaxation, and adventure all in one place! Minutes to the best skiing, cycling and hiking Ontario has to offer.

Beautiful Views & Night Skies near 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!

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.

Nature Retreat in The Pretty River Valley for 6
Forget your worries in this spacious, and serene home. If you’re looking to enjoy a quiet nature retreat from the crowds, we are a 67 acre, upscale Bed & Breakfast property nestled hillside overlooking the Pretty River Provincial park. Enjoy our 7 person hot tub, salt water pool, sit by a campfire, hike or snowshoe our private trails, create a meal in our large kitchen, (gas BBQ) but leave the clean-up to us! ~Enjoy your vacation~ Nonie & Armand are here to host and assist.

Mono Forest Stay
⭐Welcome to our 4BR, 2.5 bath Detached house near Island Lake & Hockley Valley in Orangeville, featuring: ✔ Fully equipped huge kitchen for preparing meals ✔ Cozy family room with a Smart TV ✔ High-speed internet ✔ Comfortable bedrooms with fresh linens ✔ Ping-pong, board games, treadmill, BBQ, deck, and forest views ✔ Ideal for families, groups, or wedding guests. ✔ Private backyard and peaceful vibe. Book your stay with confidence and make unforgettable memories!

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Brand New 4 Bedroom Executive Town-home in Historic Snowbridge that can sleep 10 + 2. Full Kitchen, Washer & Dryers, Garage, Parking and Free Shuttle Service to the Village and Skiing almost 24 hrs per day on demand. Please note due to the Free 24 hrs Shuttle Service that we consider this Town-home to be Ski in & Ski out as the service will take you do and from Skiing to the Front Door. Also featuring 2 Family Rooms, Private Garage and over 2200 square Ft of Space.

Bright Spacious Basement Suite
Come join us for a relaxing stay in the country, surrounded by rolling farmland and beautiful scenery! Pet-free Walkout basement with separate driveway and private ground level entrance. Located close to Mount Forest and Harriston for local dining options, parks or snowmobiling. Cozy, bright and spacious basement with shared outdoor play area, outdoor seating, and firepit available. Wood-burning stove for chilly evenings!

The Carriage Unit: 2 connecting rooms, 1 bathroom
The old Carriage Airbnb is not a 5 stars hotel, but it can be a cozy and comfortable “home away from home” for travellers, workers, students, etc at a reasonable price. “Wake up with determination, go to bed with satisfaction.” At the Carriage Guest unit you will get a good night's sleep and a room service breakfast in the morning that will be ready from 7:45 am to 10:00 am. ( no special diet like gluten-free etc.)
Popular amenities for Grey Highlands Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Cardinals Roost Nature Retreat~ South King Room

Around the World B&B, Green Room

"White Cottage Room" w Lovely Kempenfelt Bay View.

Applewood House B&B - Braeburn Room

Luxury Executive Suite in Valley

BuchananBnB ONE block south of Hwy89; Free parking

Near College & RVH-free parking- Netflix-Quiet

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
Bed and breakfast rentals with breakfast

Escarpment king suite at Sequel Inn

Bright room near College & RVH- parking - Netflix

Private basement: bedroom, living room, bath, ktch

McKitrick House Inn Bed n Breakfast Bridal Suite

Lush Earth Oasis - The Willow Room

Welcoming private room at bed and breakfast.

Tailwinds - Spring Classic

“THE NEST” king private ensuite in charming home
Other holiday rentals with breakfast

Cozy bedroom for 1 traveller!

Maple forest tiny cabin & Spa

Cardinals Roost Nature Retreat~North King/Ensuite

Oak forest tiny cabin & Spa

“The Aviary” charming queen with 3 piece bath

Quiet Home, Large Room, Free Parking & Netflix.

Cardinals Roost Nature Retreat~2 Double Beds Room

Around the World B&B, Blue Room
Quick stats about holiday rentals with breakfast included in Grey Highlands

Total holiday rentals
Explore 20 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
20 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Awenda Provincial Park
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Inglis Falls
- Sauble Beach
- Harrison Park
- Mono Cliffs Provincial Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Sunset Point Park
- Centennial Beach
- Sauble Falls Provincial Park




