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Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Elegant 4BR Retreat| Golf • Spa • Private & Serene

Welcome to our Brand new and Beautifully Decorated 4BR and 3.5WR Colgan home - perfect for families and groups. ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen for preparing meals ✓ Smart TV & High-Speed Wi-Fi ✓ High-quality Linens. Comfy Beds ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Driving distance to Hockley Valley Ski Resort Book your stay with confidence and make unforgettable memories!

Adorable 1-bedroom guesthouse with gas fireplace.

Unwind in this peaceful one-bedroom guesthouse, perfect for remote workers or travellers. Enjoy a fully equipped kitchen, in-floor heating, a cozy gas fireplace, and high-speed WiFi. Tucked away on a quiet street, this tranquil retreat is just 5 minutes from the Caledon Equestrian Centre, Caledon Woods, Glen Eagle golf courses, and Caledon Hills Brewing Company, and 10 minutes from Bolton and Caledon East. Whether for a short or extended stay, this space is designed to make you feel at home.

Hockley Haven

Kick back and relax in this calm, stylish space. Newly renovated cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Character-filled farm guest house on 8 acres

Chickens and pigs and ducks, oh my! A unique experience on a hobby farm surrounded by nature. Built on the original stone foundation of an 1800's milk-house, exposed beam and stone walls are complimented by modern amenities. Cathedral ceiling and large windows add light and airiness. Experience hiking and snowshoe trails on 400 acres of wooded conservation at your doorstep. Cozy up in the evening with the warmth of a gas fireplace and enjoy a night in with your favourite streaming services.

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

Hockley Valley Cozy Cottage

Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Cozy Beeton Retreat - Gas Fireplace

Welcome to Beeton! We welcome our guests to enjoy our newly renovated suite that has every comfort of home. 1 Queen size posturepedic pillow top bed with hotel quality linens. Very comfortable living room set up for movie nights or a chill night in. A gas fireplace for cool and chilly seasons. Full size kitchen fully stocked for cooking meals. 2 TV’s, 1 of which is in the bedroom for you to enjoy on rainy days. We live on a quiet residential street very close to Main Street.

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

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.

Rural Estate Coach House Apartment

Peaceful secluded guest house in forest property 5 minutes from Orangeville. We have three active dogs who often demand attention! Can be arranged as a two bedroom with privacy or a one bedroom with extra room. King bed in the large bedroom. Double futon in the sitting room. Fabulous bathroom with views. The guest house is 70 feet from main house. Quiet, nice forest walks. NOT a 'corporate Airbnb' - managed by owner. Near Bruce Trail and Hockley.