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, 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.

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

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

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.

Beautiful Executive Cottage in Muskoka

This oversized 4 bedroom, 2 bathroom cottage is minutes from the town of Gravenhurst. South facing wraparound private deck. Includes is a BBQ, kayaks, canoe, water toys, waterskies & trampoline and laundry. Private sandy beach and large dock, Available year round. Quite & private lake access. Ideal for any family retreat or private retreat. Also, perfect for winter sports. Arrival time is Friday at 5pm and departure time is the following Friday at 12 noon. Winter times may vary.

cozy basement apartment

Modern, cozy, and family-friendly stay in a brand-new, stylish unit in East Gwillimbury with free driveway parking. Comfortably accommodates up to 3 guests with new appliances and an elegant bedroom.high-speed Wi-Fi, Netflix, and a Roku TV,perfect for work or relaxing .Grocery stores are just 5 minutes away, with restaurants and a cinema nearby. Close to transit, highway and 6 minutes from Southlake Regional Health Centre. Quiet, welcoming neighborhood—ideal for short or extended stays.

Relax at Lakefront Follie’s Cove Cottage

Before you arrive at Follie’s Cove, you’re whisked away on a romantic boat ride (4 mins) to a magical location. Rare private Muskoka beach and secluded cottage 1.5 hours from Toronto. Property has a Bunkie & Main cottage. Main: Two bedrooms, bathroom, kitchen, living room, large screened in dining porch and a deck to watch the loons on the lake. Great wifi too. Bunkie has one bedroom and a large deck to zen out. Vacation in Canada. Boost our tourism. Registration Number: RA2025-014

Cedar-View Studio with Hot Tub+ PlayStation Gaming

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.

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 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!