Cabin holiday rentals in Collingwood

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.

🍺"Happy Daze"-Big Space, Near Village+Lots of fun

Legendary Tyrolean Village Chalet. Just 1 km from Blue Mountain lifts! Perfect for ski trips/golf & year round group getaways. Enjoy 36+ trails, private hot tub, fire pits, Smart TVs, Wi‑Fi, BBQ, and mountain-view decks. Lots of close by beaches, ropes courses, Collingwood Harbour, and Scandinavian Spa. Tyrolean Lane is known for fun, festive vibes—ideal for big crews looking to après-ski, celebrate, & make memories! This area is becoming such a year round destination that summer is bustling!

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Kimberley Creek Cabin

Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

Luxury Creekside Cabin with Sauna

Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife including spotted deer, blue heron and even the beautiful snowy owl casually passing through.

Tiny A-Frame near the Bruce Trail

Find yourself nestled among white pine trees just steps off the Bruce Trail! This tiny A-Frame is 100 sq.ft providing enough room for cozy comfort. The cabin is equipped with 2 stackable twin beds converting into a queen bed when desired. Our amenities contain all the essentials, including a BBQ, drinking and dish water, and an outhouse with a composting toilet. Centrally located to Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Charming Pioneer Cabin in the Woods

Rustic pioneer log cabin originally built in 1852 is now a beautiful retreat to relax and unwind. Hike through the cabin's 50 acres or the Bruce Trail along the escarpment. Sit and relax on your own private flagstone patio surrounded by nature. Great amenities for families including treehouse, tire swing and full-size BBQ. Stay at Maxwell while you visit Markdale, Flesherton, Feversham, Collingwood, Thornbury or Meaford - only 30 mins away - or just relax and enjoy the gardens!

The Sunflower Yurt Cabin, private hammock&firepit

The Sunflower is ReLive Retreat's yellow Mongolian Yurt Cabin, all-season. 16' round with dome windows, spring water, small fridge, cooktop, fireplace, heater, queen bed and fold-out single, lounge sofa, solar power, attached half bathroom w/compost toilet, back deck, private fire-pit area + shared wood-burning sauna. Peaceful with beautiful views and bird watching! Private 72 acre family-run retreat. We are dog friendly, with 2 of our own, but please inquire first.

MapleHaven Cabin @ Lake Eugenia

A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.

Hytte Away - Cabin Retreat

We welcome you to Hytte Away, a thoughtfully designed private cabin retreat for two located on 54 acres of forest land. Offering you the opportunity to disconnect and reconnect. The property features an abundance of hiking trails an amazing sauna and cold plunge experience and the perfect little cabin to do some actual relaxing. The space is unique and the best approach is to think of it as a luxury glamping experience. Follow us on insta for more - hytteaway

Minniehill A-Frame

Designed as a tiny home with everything you need, this semi off-grid cabin is tucked away in Minniehill, Meaford, Ontario. Minutes from beautiful Georgian Bay, down the road from the Bruce Trail hiking entrance, local public and private ski hills, and some of Ontario's best restaurants, while feeling like you've left the rest of the world behind.

"Skyfall" Unique Off-Grid Cabin.

Escape to a secluded paradise at Skyfall, a luxury off-grid cabin nestled deep in the heart of nature with all Nature has to offer including visits from Friendly Woodland Inhabitants. Overlooking a spectacular view of the Creemore landscape. This eco-friendly off grid cabin offers the perfect blend of countryside charm and modern convenience .