Vacation rentals with lake access in Dufferin County

Spectacular Estate Pristine 100 Acres Private Lake

Unveil the beauty of our stunning home, where modern elegance graces a private 100-acre estate. Ideally located, you're just minutes from local attractions and essentials—including Westside Market Village (7 mins), Caledon Village Plaza (9 mins) and Orangeville Square (11 mins). Enjoy nature with Island Lake Conservation Area (12 mins) and Upper Credit Conservation Area just a 5-minute walk away. With parks, trails, shops, and dining all nearby, convenience meets tranquility in every direction.

Newly Reno’d Bsmt w/ Private Access—Near Hospital

Welcome to our spacious and fully furnished 3-bedroom, 2-bathroom basement apartment in the heart of Orangeville! Just a 10-minute walk to Headwaters Health Care Centre and a 5-minute drive to Mount Alverno Luxury Resorts. Enjoy fast Wi‑Fi & a Smart TV (Netflix, Prime Video, Disney+). Explore Island Lake Conservation Area, scenic trails, local parks, and charming Broadway boutiques and cafés. Perfect for medical stays, business trips, outdoor escapes, or memorable times with family and friends!

Rustic Cabin on Private Pond

Our Rustic Beach House is simply furnished and set on you very own private pond with a private beach. It has electricity, does not have plumbing. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and you have access to our guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

Country Oasis - 5 private acres with hot tub

Escape to the country and unwind. Just 1.5 hours from the city, this luxurious chalet sleeps up to 12 and offers a hiking loop, a 1-acre swimming pond, volleyball, ping pong, a trampoline. (Or work with ease thanks to high-speed wifi.) With ski clubs, Bruce Trail hiking, cycling, and snowmobile routes right outside the door, boredom is not an option. Venture up to Collingwood, hop down to Hockley Valley, or just soak up the tranquility from the hot tub. **Ask about Mon-Fri discounts**

The Manager's Cabin, RockHill Park

Experience this amazing historical RockHill Park, just a short 1 hour drive north of Toronto. Feel like you are away at a secluded destination in nature once you are tucked in our 122 acre property. The "Manager's Cabin" has hydro, which offers beautiful modern lighting, Kuerig coffee machine, and a good size small fridge. Have fun with all the outdoor activities enjoying the natural clear spring fed water, beach, and the amazing section of Bruce Trail adjacent to our property.

5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

Welcome to my spacious riverfront retreat, perfect for up to 10 guests! This 5-bedroom, 3-bathroom home features 4 queen beds, 1 king bed, and a bathtub. Enjoy outdoor dining on the beautiful deck with a firetable, BBQ grill, and over 1000 ft of river frontage on 72 acres. Inside, you'll find a Smart TV, thermostat, washer/dryer, and ample parking with 6+ spots. Garbage bins are located in the garage for your convenience. Relax and unwind in this serene and well-equipped getaway

Heated Indoor Pool| Pond| Woodland Trails

Escape to luxury in Erin and treat yourself and your group! This private retreat welcomes up to 8 guests (or 10) with a stunning indoor heated pool with floor to ceiling windows, and acres of serene countryside to explore. Perfect for family gatherings, corporate getaways, or peaceful escapes, the home offers spacious living, modern comfort, and unmatched tranquility just over an hour from Toronto. Experience nature, privacy, and indulgence all in one unforgettable stay.

Shelbourne Event Space

Welcome to our charming farm retreat, where rustic charm meets modern convenience! Nestled amidst lush greenery, our spacious property is the perfect venue for gatherings and getaways alike. Our farm offers 100 acres of picturesque land, a large hot tub for relaxation, and ample parking for guests. The farmhouse sleeps minimum 16 guests. Conveniently located 5 minutes from Shelburne center, enjoy a peaceful retreat with farm views.

Central OVille,3 bed Victorian, walk to Lake, pets

This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

Stunning Family Retreat, 1hr from TO, Sleeps 15

Nestled in Mono, this serene 5-star retreat estate is a guest favourite, just under an hour from Toronto, and accommodates 15. It is only 10 minutes from Hockley Valley Ski Resort and features private access to Island Lake for snowshoeing and skating. Enjoy Beautiful Summer days by the pool in a setting where luxury blends with comfort, creating the perfect backdrop for relaxation and feeling right at home.

Upper level 2 bdrm apt

Take a break and unwind at this peaceful oasis. In brand new house, brand new 2 bedroom apartment suited for two or max 4 adults, located in conservation area with lakes, beaches, nature trails, horseback riding, hike, canoe or cycle in natures playground. In winter time can downhill ski, cross country ski, skating, ice-fishing, snowmobile and much more. Please check the websites for details.

Ideal location for activities in all seasons

YOUR four season oasis awaits you. 85 acres of total privacy, nestled in the Mulmur Hills near Shelburne On with a 8- acre private pond . Fishpond is tailor-made for family gatherings. Hiking, fishing, swimming or a paddle on the pond in summer. In winter downhill and cross- country skiing, snow-shoeing Private swimming pool and tennis court are included