Holiday rentals with breakfast in Simcoe County

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 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

Dear Napier Street

Our colourful upper studio private suite is 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.

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.

The Sun and Moon Suite

This residence is located in the Heart of Georgian Bay in the quaint town of Port McNicoll, sitting on 2.5 acres of natural beauty offering a picturesque view from the Suite to all nature can offer. Minutes from Georgian Bay and surrounding towns with annual events and numerous activities including but not limited to restaurants culture theater, shops, bike/walking trails, ski hills, snowmobile trails and so much more. Noels's Nest is equipped for a night away, to hosting special events.

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.

Cozy Suit W/private entrance & Parking for Midterm

Cozy 1BR lower-level retreat with private entrance perfect for midterm stay, nestled in nature yet close to shops, trails & parks. Unwind in our modern countryside escape, perfect for adventurers, family visits, or peaceful getaways. Enjoy free parking, sleek amenities. Your serene, stylish home base awaits! Whether you’re visiting family, exploring the area, or just unwinding from the city buzz, this cozy hideaway is your perfect home base. Relax. Recharge. Reconnect with nature.

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.

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.)