Holiday rentals in Head Lake

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Top-rated holiday rentals in Head Lake

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Guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 414 reviews

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...

Top guest favourite
The exterior of a well-maintained home is captured, surrounded by lush greenery and flower beds. A stone pathway leads to the entrance, which features a covered porch with large windows. Colorful flowers add vibrancy to the garden area, complemented by a serene natural setting.
Guest suite in Kawartha Lakes
4.98 out of 5 average rating, 399 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

Top guest favourite
A charming A-frame chalet is set amidst a snowy landscape, with a green metal roof and large windows revealing forest views. A wooden deck with steps leads to the entrance, surrounded by birch and pine trees in a serene winter setting.
Cottage in Huntsville
4.98 out of 5 average rating, 396 reviews

Muskoka A-Frame + HOT TUB | Arrowhead | 4-Seasons

Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the *HOT TUB**. Wake up to swaying treetops, play boardgames & albums by the fire, with 2-story forest views. This classic 70’s A-frame cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Hike, snowshoe or cross-country ski Limberlost, ski/snowboard Hidden Valley, skate through Arrowhead forest & visit Huntsville for restaurants, breweries & local amenities

Top guest favourite
A modern two-story house is framed by tall trees, set against a backdrop of warm sunset hues. A stone driveway leads to the entrance, which is adorned with welcoming plants and porch lighting, creating an inviting entryway into the home.
Cabin in Huntsville
5 out of 5 average rating, 137 reviews

Cozy Cabin with hot tub, Sauna, hot yoga studio.

Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 227 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Top guest favourite
A traditional Mongolian yurt is presented in a snowy landscape, featuring a vibrant orange entrance with intricate hand-painted designs. Snow accumulates on the steps leading up to the yurt, surrounded by bare trees and a serene winter setting.
Yurt in Irondale
4.99 out of 5 average rating, 411 reviews

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

Top guest favourite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 266 reviews

Pretty Stoney Lake Cabin Suite New rates Nov/ Dec

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Guest favourite
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 269 reviews

Raven's Roost- private luxury treehouse with sauna

Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

Top guest favourite
Cottage in Kinmount
4.94 out of 5 average rating, 308 reviews

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Top guest favourite
A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.
Home in MONT
4.94 out of 5 average rating, 109 reviews

Rose Door Cottage

Quaint and cozy 1 bedroom cottage tucked along the southeastern shore of a small, quiet lake. Recently renovated, the cottage is the perfect romantic getaway. It's located 1 km from snowmobile/ATV trails, 15 minutes from Bancroft and 45 minutes from Algonquin Park. The cottage includes a floating dock with swim ladder, bbq, woodburning outdoor firepit, canoe, kayaks, woodburning indoor fireplace, smart tv with starlink satellite.

Guest favourite
The tiny home features a modern, triangular roof design with wooden siding. Large windows provide ample natural light, while the porch showcases a small outdoor dining area with a table and chairs. Surrounding greenery enhances the cabin's serene setting.
Tiny home in Reaboro
4.83 out of 5 average rating, 243 reviews

Cederträ Cabin

Cederträ Cabin is a luxurious off grid tiny home, inspired by Scandinavian architecture and carefully designed for a couples getaway. The cabin is tucked away in the woods of the tiny town, Reaboro Ontario and features a wood fired sauna, fire pit, outdoor dinning on the porch and much more! During any season of the year, this cabins surroundings will stun you. It is remote enough for peace but close enough to town for essentials.

Guest favourite
A one-room cabin is illuminated by warm light against a backdrop of a starry night sky. Tall trees surround the cabin, casting elongated shadows on the ground. The screened-in porch features visible furniture, creating a welcoming atmosphere.
Cabin in Tory Hill
4.9 out of 5 average rating, 396 reviews

The Nest on Irondale River in Geocaching Capital

The Nest is a one room cabin with a screened in porch. There is a queen bed with sheets, queen pillows and comforter. Relax by the river or take out a kayak and paddle upstream to the rapids. After a BBQ dinner, enjoy smores at the large campfire pit. Meander the trails throughout the property and just be. Everything is here for a simple but soul restoring getaway. There is no shower and the toilet is in an outhouse.

Popular amenities for Head Lake holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Kawartha Lakes
  5. Head Lake