
Holiday rentals with breakfast in Grey Highlands
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Grey Highlands

Total holiday rentals
Explore 30 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $118 NZD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

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

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
Top-rated Holiday Accommodation with Breakfast in Grey Highlands
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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 own 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. (No TV) 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!
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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.
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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.
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Luxury Executive Suite in Valley
Welcome to a luxury three bedroom suite in the Castlemore community. This bright, spacious, fully furnished home feels nothing like a basement. Custom rooms, high end finishes, and brand new queen beds offer comfort and privacy. Exclusive living, dining, and kitchen areas plus parking for two. 15 minutes from Pearson Airport, 25 min to Downtown Toronto/CN Tower and major shopping Centers.Also 15 min to Bramalea GO station and Transit 10 min. to Hwy 401, 427 north/south .5 min to Gen Hosp.
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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.
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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 ( live in hosts) 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.
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The Station Loft
This special place is centrally located to everything, making it easy to plan your visit. We have amazing water view of Georgian Bay. The loft is equipped with brand new furniture kitchen and accessories. We also provide breakfast staples, coffee and pantry items to make your stay pleasurable. We are pet friendly for a small cleaning fee. Kick back enjoy the flat screen tv and games area. We live locally so are available to assist you during your stay. This property is unique. Join us!
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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.
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Cozy Country Style Home in the heart of Caledon
Whether travelling in the summer to enjoy activities around Caledon such as Island Lake, Forks of the Credit, Hockley Valley, golfing or enjoying the winter months skiing, snowshoeing or snowmobiling, this is the place to spend a luxurious and peaceful stay. This is a bungalow loft. The main floor + loft is available, the walkout basement has a separate entrance and is used by the owners. Our place is 45mins to Toronto Airport, 10 mins to Orangeville and 30mins to Brampton.
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Mono Forest Stay & Event Space
⭐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 ✔ Event room with separate entrance ✔ Ping-pong, board games, treadmill, BBQ, deck, and forest views ✔ Ideal for families, groups, or wedding guests. Book your stay with confidence and make unforgettable memories!
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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.
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Mono Mills Home next to the County Great Getaway
We are located in quiet hamlet of Mono Mills, which is 8 miles to Palgrave and 16 miles to Erin. Orangeville / Caledon area, Ontario, Mono Village. Just Off Airport Rd and Hwy9 area. Cute and Cozy. Sleeps 2-3 people. $1575++ per week, Monthly discounts. Non Smoking. Clean, comes with all linens, utensils, pots/pans, BBQ, Large TV, Cable and Internet. Weekly or Monthly Only. This property is a brand new self-contained In-law suite. airbnb.ca/h/monomills
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Popular amenities for Grey Highlands Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Private Suite & Entrance • Ensuite Bath • Parking
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Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
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Bluffs Bay House | Waterfront | Hot Tub | Billiard
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Applewood House B&B - Braeburn Room
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Quiet Room, Free Parking, Netflix HD, WI-FI.
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"White Cottage Room" w Lovely Kempenfelt Bay View.
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Cardinals Roost Nature Retreat~ South King Room
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Near College & RVH-free parking- Netflix-Quiet
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Bed and breakfast rentals with breakfast

“THE NEST” king private ensuite in charming home
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Micha’s Bed & Breakfast - East View (3-3)
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BuchananBnB ONE block south of Hwy89; Free parking
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Tailwinds - Gran Fondo
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Around the World B&B, Blue Room
LocationFamilyBiking

Bright room near College & RVH- parking - Netflix
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Cozy bedroom for 1 traveller!
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October Sunrise Farmhouse B&B
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Other holiday rentals with breakfast

Steps to Blue Mtn Village/Work Space/2 Decks/BBQ
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Private Beachfront Guest House for 2
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Private Hockley Valley Farmhouse
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Side Door Escape
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Nice Quite Place.
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Ash forest tiny cabin & Spa
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Sarah Room - Joseph Lawrence House
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Terrys Cozy BnB
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- Blue Mountain Village
- Wasaga Beach Area
- Elora Gorge
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Craigleith Provincial Park
- Guelph Lake Conservation Area
- Rockwood Conservation Area
- Belwood Lake Conservation Area
- Forks of the Credit Provincial Park
- Gateway Casino-Innisfil
- Sauble Falls Provincial Park





