Vacation rentals in Orr Lake

Saltbox by the Bay +Views, Bikes, Vetta | 4-Season

*SEPTEMBER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the lake. Walk along or ride our guest bikes on the Tay Shore Trail. Visit nearby beaches & Quayle's Brewery. Pamper yourself at Vetta Spa & explore charming towns around Georgian Bay

Lakefront Family-Friendly Cottage on Trails

Four-season family-friendly cottage on 2.5 acres of natures best including wooded trails and a private lakefront and Hottub. Summer: Situated on 156-feet of lakefront. The lake is shallow and warm, perfect for families to enjoy. Equipped with a BBQ, Two fire pits and a lakeside beach shack for guests enjoyment. 30 Minutes from Barrie, Midland, and Orillia. ~ 75-minutes north of the GTA. Winter: Bonfires, frozen lake, direct access to OFSC Trails. Short drive to four well known ski resorts.

Fall Escape - dazzling colours & stunning beach

Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Lost in Hillsdale | Heated POOL | Near Horseshoe

🏡🌲 Lost in Hillsdale | Spacious Getaway Near Horseshoe Valley Welcome to Lost in Hillsdale — a bright and spacious 4-bedroom retreat perfect for families and groups. Enjoy separate living and family rooms, a fully equipped kitchen, and plenty of space to relax and gather. Just 10 minutes from Horseshoe Valley and 20 minutes from downtown Barrie, with a summer pool and parking for 6–7 cars, this home is ideal for both adventure and relaxation. Unwind, explore, and feel right at home.

Ski, Swim, Soak, Boat & Golf

Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.

In Pines •Family-Friendly • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

The four season Mount St. Louis hideaway

Escape to this Mount St. Louis hideaway, a private two-acre country retreat tucked among mature trees just minutes from Mount St. Louis Moonstone. This four-season getaway blends rustic charm with elevated comfort, Perfect for ski weekends, family escapes, or relaxed group retreats. Wake up surrounded by nature, spend the day on the slopes or trails, and end your evenings soaking under the stars in the private swim spa! Make Endless memories at this unique and family-friendly home.

The Yellow Cottage

Escape to our mini resort on Orr Lake! Just 15 mins from Midland & Barrie, our 5 fully updated cottages offer A/C, Heating, Wi-Fi, private deck and balcony, personal BBQ, and your own firepit. Enjoy our private beach, on-site specialty coffee shop, and weekend yoga/Pilates (during the summer) classes. Steps from trails and Orr Lake Golf, and close to shopping, dining, Horseshoe & Mt St Louis, and Vetta Spa. 4-season comfort with nature at your doorstep—your perfect getaway awaits!

Welcoming Waterfront Cottage

Cozy yet stylish waterfront gem hidden in friendly Victoria Harbour minutes of driving from Midland, featuring spacious comfortable rooms, sandy beach with a dock for fun in the water, enclosed backyard great for the families with small children, an open concept main floor transitioning to the deck with stunning water views, and plenty of parking space - all in a peaceful neighborhood with a boat launching spot nearby, marina & local shops within walking distance.