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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

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!

Underhill Riverside Retreat-Nature Preserve

Underhill Riverside Retreat | 30 Acre Nature Preserve Nestled below the crest of an ancient lake bed, Underhill is a tranquil riverside retreat on 30 acres of pristine forest and meadows. Enjoy scenic trails, Nottawasaga River views, and peaceful gazebos. Relax by the fire pit, enjoy fall colours, stargaze, snowshoe in winter, or enjoy the serene river in summer. With cozy interiors, spa-inspired comforts, and 4-season beauty, Underhill offers an escape to reconnect, rejuvenate, and explore!

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.

Birdsong, the perfect Blue Mountains getaway

Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye to the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

Mono — Cabin in the Woods Experience

This cozy cabin in the woods is perfect for content creation, photography, proposals or just enjoying nature and swimming in the summer or ice skating throughout the winter. Only minutes from Orangeville, Hockley Valley and less than one hour from downtown Toronto you feel hours away from everything. Swim in your private pond, recharge and escape the noise of the city and relax in your own personal paradise! Cabinonthe9 is one of Canada's top short term rental destinations.

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.

Lodge Suite Blue Mountain

Relax in this cozy suite. At the heart of the resort is The Lodge, a charming gathering place to finish a puzzle, read a book by the roaring fire and grab breakfast in the morning. Meet up with friends and family at The Boathouse to enjoy the pools and hot tubs, or a barbecue with neighbours. In the summer, pick your own herbs from the garden. The exercise facility and games room are located in The Boathouse with the movie theater and ski lockers nearby.

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.

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