
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.

Dear Napier Street
Our charming upper studio private suite is located on a quiet treed street in beautiful Collingwood. Its decor celebrates the charm of small town life, celebrating a connection to nature and setting a happy vacation tone. It's a ten minute walk to our historic downtown, offering unique shops, galleries and creative places to eat and drink. Sunset Point Park is closeby and a network of more than sixty trails is one block away. We are a ten minute drive to Blue Mountain where adventure awaits.

Mono - Airstream experience in idyllic setting
This retro Airstream Sovereign Land Yacht is docked on 15 amazing acres minutes from Hockley Valley, Orangeville and less than an hour from downtown Toronto. Professionally refurbished and decorated by a Toronto designer this iconic piece of Americana feels like you are staying in an executive jet. Consider this setting your private oasis with all the amenities within seconds at the Victorian house with a shared kitchen and washroom upstairs. Please note 13% HST is included in all pricing.

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 cosy 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 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

Reunion B & B for family/friends
Keep it simple at this peaceful “cottage” in the center of town walking distance to the dock, restaurants and shops on Main Street. This is not your typical airbnb in that it’s a more rustic, lived-in family home preserving as much of the house’s history as possible.
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

Charming | Ping-Pong | Treadmill | BBQ | Patio

BuchananBnB ONE block south of Hwy89; Free parking

Near College & RVH-free parking- Netflix-Quiet

Cardinals Roost Nature Retreat~2 Double Beds Room
Bed and breakfast rentals with breakfast

Escarpment king suite at Sequel Inn

B&B Upscale Room with King Bed near Attractions

Private basement: bedroom, living room, bath, ktch

McKitrick House Inn Bed n Breakfast Bridal Suite

Filipino Inspired Room with Ensuite - Loghaus

Welcoming private room at bed and breakfast.

“THE NEST” king private ensuite in charming home

Luxurious Lawrence Suite - Joseph Lawrence Suite
Other holiday rentals with breakfast

Maple, Tiny Cabin In The Woods + SPA

Bright room near College & RVH- parking - Netflix

Cardinals Roost Nature Retreat~North King/Ensuite

Quaint retreat

The Carriage Unit: 2 connecting rooms, 1 bathroom

The Hide-A-Way Suite

Micha’s Bed & Breakfast - Paris Room (2-3)

Micha’s Bed & Breakfast - River View (1-3)
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 $122 NZD per night before taxes and fees

Verified guest reviews
Over 1,320 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, Wi-Fi 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
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