Holiday rentals with breakfast in Collingwood

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Collingwood

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Top guest favourite

Flat in Orillia

4.95 out of 5 average rating, 22 reviews

Cozy Apartment on 20-Acre Haven (no cleaning fee)

Escape to our bright, comfortable, and well-equipped lower level apartment just outside Orillia. Wander our 20 acre retreat featuring a pond and a serene clearing with firepit. Enjoy the outside guest seating area with barbecue and luxuriate in the outdoor shower. Hot tub available on request. Enjoy direct access to scenic trails perfect for biking and hiking, with a quick 10-minute commute to Orillia by car or a leisurely ride along the trail. Plus, explore the nearby Simcoe County forest.

Guest favourite

Home in Wasaga Beach

5 out of 5 average rating, 7 reviews

CaLi's Wasaga Beach B&B w/ Hot Tub

Experience the worlds largest freshwater beach and The Blue Mountains Ski Resort so close to your vacation rental!! CaLi's B&B is the perfect blend of all season activities and fun for the whole family and friends! With 2 full living rooms, 2 kitchens and 4 bedrooms there is plenty of space for everyone to spread out comfortably! We also feature a unique indoor BBQ experience for all season gourmet grilling! After long days at the beach, enjoy soaking in your private hot tub under the stars!

Top guest favourite

Guest house in Mono

4.88 out of 5 average rating, 33 reviews

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.

Top guest favourite

Place to stay in Chatsworth

5 out of 5 average rating, 101 reviews

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.

Guest favourite

Guest suite in Meaford

4.99 out of 5 average rating, 200 reviews

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!

Guest favourite

Tiny home in Williamsford

4.94 out of 5 average rating, 187 reviews

Tiny Home for 2. Hot Tub, Wood Stove & Outhouse.

Experience a spring camping retreat for two in our wood-stove-heated tiny home, complete with an outhouse featuring a 250-watt motion-activated heat lamp, a propane BBQ for cooking, and a steel-roof-covered hot tub. Firewood for the stove is included in the price of your stay. The outdoor shower is currently closed, due to be rebuilt and relocated by May 31, 2025. Our place is ATV and snowmobile friendly. This holiday rental setup is located on our working hobby farm off a main highway.

Top guest favourite

Guest suite in Collingwood

4.95 out of 5 average rating, 91 reviews

Private, spacious 3 bedroom Collingwood flat

Voted #1, Reader's Choice, private and spacious 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.

Top guest favourite

Home in Collingwood

4.97 out of 5 average rating, 97 reviews

Bunglaw 2-bedrms, pet-friendly, Blue & Dwntwn

Welcome to Retreat on The Sixth. Enjoy a family- and pet-friendly bungalow, a 3-sided fenced backyard with pergola and fire pit, natural gas BBQ, parking for 2 cars, A\C, a foyer for your ski/snowboard eqp, and radiant heated floors throughout. If you're looking for a seasonal getaway with family & friends, our retreat is centrally located near Downtown Collingwood where you can find some of the best restaurants and cafés. We are only 8 mins drive to Blue Mountain and Scandinave Spa.

Guest favourite

Flat in Orillia

4.96 out of 5 average rating, 27 reviews

City-View Apartment with Hot Tub (3 Bedrooms)

Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This rear-facing ground-level apartment is a unique place that has a style of its own. It is nestled in a tranquil neighborhood and commands pristine cleanliness The surrounding area includes stunning parks and trails, as well as popular stores for shopping. Proximity to Bass Lake, Lake Couchiching, and Lake Simcoe offers abundant opportunities for aquatic activities.

Top guest favourite

Home in Meaford

4.98 out of 5 average rating, 333 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.

Guest favourite

Loft in Collingwood

4.92 out of 5 average rating, 253 reviews

The Klinck House 1| Collingwood +Add on Amenities

1 of two private suites (see our other listing) Between the stunning Blue Mountains and the picturesque Georgian Bay. Each suite features a private balcony, 3pc bathroom, queen sized bed, kitchenette, living space with TV and outdoor spaces Plus, our property borders the scenic Georgian Trail. Unwind with one of our add on on-site amenities such as massage sauna cold plunge yoga and hot tub see additional photos for price list. Minutes to everything the area has to offer.

Guest favourite

Home in Orillia

4.73 out of 5 average rating, 64 reviews

Luxurious accommodation for 6 Adults

This beautiful home is ideal for small gatherings. On the main level are two guest rooms, a sitting room with TV and pullout couch, a dining room and a kitchen. Upstairs is a luxury guest room with TV, sitting area and a gorgeous bathroom. Garden doors open onto a spacious deck and patio with an inground pool heated to 85° (May-Sept) and all season gas BBQ. Your hosts live on the premises in a private suite with access to the kitchen, but use it only sparingly.