Holiday rentals with breakfast in Simcoe County

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!

Private Suite & Fireplace in c.1898 Muskoka Home

A comfortable, relaxing retreat that's an ideal home base for your Muskoka adventures. Enjoy your stay in a Private Suite in a classic century home with gardens & decorated by an interior designer. Best place to view "Northern Lights " is close. Minutes to dining, antique shops, Sawdust City Brewery, Bethune House and Lk. Muskoka, where you can sail on historic steamships, stroll or rent a seadoo. Located between 2 lakes with kayak and swimming options as well as tennis & pickleball courts

Unique waterfront Cottage -1.5 hours from T0

Unique, tranquil spot that sits right on the water. This 2 bed (Queens) 2 full bathroom (Main is Rainhead shower and Jacuzzi bathtub) (Other rainhead) modern cozy pad has all new Frigidaire pro appliances, double oven, induction cooktop, full sized fridge/freezer in stainless with a double sink in the island. Stone counters and tons of storage cabinets. Right beside the playground and splashpad park, beach and pier. Washer dryer, 85 inch tv, wifi. Deck over water with 2 balconys, free parking.

Log Cabin on the Lake Bed and Breakfast

Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

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.

Dear Napier Street

Welcome to this colourful private suite located on a quiet treed street in beautiful Collingwood. The vibrant, nostalgic decor of this Wes Anderson inspired space is an evolving at project, setting a happy vacation tone. It's a ten minute walk of the 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, connecting you to the iconic terminal, downtown and beyond.

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.

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.

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 proper breakfast in the morning that will be ready from 7:45 am to 10:00 am. ( no special diet like gluten-free etc.)