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Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Luxury Waterfront Oasis w/ Hot Tub

Welcome to your dream cottage getaway at the Lion's Den! This stunning cottage retreat is located on the crystal-clear shores of Georgian Bay and boasts spectacular panoramic water views. With the ability to sleep 8 adults comfortably, you'll have plenty of room to relax and enjoy the breathtaking scenery. Located just a 3-hour drive from Toronto, this cottage is the perfect destination for a weekend getaway or a week-long vacation, but please note that parties or large groups are not allowed.

Cozy cottage in the woods near trails & waterfalls

High Pines Cottage is a spacious yet cozy, pet friendly retreat. Located on a beautiful 1.8 acre lot that hosts a variety of large pines and other beautiful trees, it offers privacy and relaxation. It is perfect for any season with many activities from hiking to skiing and has a home gym. Whether you are looking to curl up by the fireplace or enjoy the trails with your pup, our cottage offers what you need to unwind or connect with friends and family. Check out Instagr. @high_pines_cottage

Lakeside Lounge

Relax with the whole family at this peaceful Lakeside getaway. Enjoy incredible sunset views from the 64 ft elevated deck! The shallow water out front is sure to keep the kids entertained. Plenty of water toys to play with ensures fun for everyone on those hot sunny days and at night you’ll love the built-in fire pit right on the dock! The gourmet kitchen, fireplace and spacious interior are just some of the highlights here. Located just 5 minutes away from the Grotto and Singing Sands Beach!

Blue Jay Getaway

A wonderful family, Sauble Beach Getaway! Just a 5 minute walk from the beach, this 3 bedroom sleeps six comfortably plus kids! Basement with walk out to hot tub, firepit and private yard. Lots of games and activities in and around the cottage to keep you busy! Wood burning stove in the basement and gas fireplace upstairs. Main Street Sauble Beach, grocery & LCBO just a 10 minute walk. Trails across from the cottage with toboggan hill, dog park, Community Centre, all just through the forest!

Georgian Bluffs On The Bay

Custom built (2024), waterfront home on Georgian Bay. Expansive views of Colpoy's Bay & sunsets from the 800 sq ft elevated deck. Gorgeous 1600 sq ft home, plus finished basement (makes it 3200 sq ft!) loaded with amenities! 4 bedrooms (sleeps 11), gas bbq, laundry, games rm, gas fireplace, ac, wifi/cable, games/card area,office niche, gym & 3 full baths. Indoor & outdoor activities, kayaks, paddle board, bikes and outdoor firepit available for your use. Free boat launch in Wiarton.

Lakefront Cabin - Hot Tub/Snowshoeing/22 acres.

Enjoy ultimate privacy at our family-friendly lakefront cottage on 22 acres. The contemporary design features an open, spacious layout—perfect for families, friends, or couples’ retreats. Highlights include: CEDAR HOT TUB (year round use). Snowshoes Board games Ping pong Smart TV Fast internet (50mbps) Kayak, canoe, and paddleboard Well-stocked kitchen Total privacy, no neighbors in sight 450ft of water frontage Close to Parry Sound for shops and restaurants Child-friendly amenities

Mono - Charming, Rustic 150 Year Carriage House

This rustic space is perfect for a weekend getaway, year round. Close to ski hills, nature trails and the quaint town of Orangeville the Carriage house will provide you the authentic feel of our iconic cabin in the woods with the sophistication and comforts of your personal retreat for the weekend. The interior design is eclectic, funky and perfectly contrasts the rustic charm of the 140 year old, hand cut wooden beams and the overall log cabin environment.

Blue Mountain Village Townhome w Free Shuttle

Blue Mountain STA Licence # LCSTR20220000118 Brand New 3 Bedroom Executive Town-home in Historic Snowbridge that can sleep 10-Comfortably. Full Kitchen, Washer & Dryers, Garage, Parking and Free Shuttle Service to the Village and Skiing 24 hrs per day on demand and Free. Please note due to the Free 24 hrs Shuttle Service that we consider this Townhome to be Ski in & Ski out as the service will take you do and from Skiing to the Front Door of the Townhome.

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

16 acre Bruce Peninsula Forest Escape

Escape to this beautiful 4-bedroom cottage in Pike Bay on the Bruce Peninsula! Close to Tobermory, the Grotto & Sauble Beach, it features a private pickleball/basketball court, huge games room, baby grand piano, vaulted ceilings, forest views & expansive decks. Perfect for families or groups exploring Lake Huron, hiking trails & Bruce Peninsula National Park. Relax by the fireplace or enjoy the nearby beaches & nature!

Stunning 3 Bdrm Home W/ Hot Tub, Sauna, Gym!

Welcome to your perfect modern-rustic escape in the heart of Tiny, Ontario. This stunning, newly built cottage was crafted with Canadian-made wood and designed with sustainability in mind. It combines the charm of a classic cottage with the luxuries of a modern home — ideal for families, couples, or a small group of friends looking to relax, recharge, and enjoy the outdoors. License: STRTT-2026-035