Holiday rentals in Head Lake

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Top-rated holiday rentals in Head Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Minden
4.91 out of 5 average rating, 123 reviews

Lakefront Cabin | Hot Tub + Dock | Private Escape

Welcome to Kabin on the Rocks! Discover our recently renovated modern French country hillside hunt cabin featuring two bedrooms and an inviting open-concept living area. Nestled amidst 200 acres of lush forest, our all-season Kabin offers breathtaking views and access to beautiful Davis Lake. Conveniently located just over 2 hours from Toronto, this is your home away from home. IMPORTANT NOTE 📣 : An all wheel drive or 4x4 is REQUIRED including winter tires winter months from December - March

Top guest favourite
The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.
Home in Kawartha Lakes
4.96 out of 5 average rating, 52 reviews

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

As seen on "Scott's Vacation House Rules". Wake up to a beautiful sunrise at our peaceful all season lakeside retreat! Enjoy views of the lake from the dock, the screen room, the main bedroom and all areas of the main living area. Have fun outdoors on our large property with 120 ft of waterfront or enjoy our expansive indoor living area; featuring ample seating, a games room and a custom built vertical chess board. Watch the moon rise over the lake and stay warm by our large outdoor fire bowl.

Top guest favourite
A spacious deck overlooks the clear water, surrounded by tall pine trees. Comfortable seating is arranged on the deck, while natural rock formations blend into the landscape, enhancing the serene waterfront setting.
Cottage in Kirkfield
4.92 out of 5 average rating, 52 reviews

Head Lake Hideaway - Amazing Views!

This grand waterfront lot with amazing activities for everyone to enjoy. Wakeup to breathtaking views. perfect for a serene getaway or relaxation in nature's finest. There's never a dull moment with a volleyball court for friendly games and cool down with the swimming/canoeing/kayaking. Enjoy the newly built deck with bar and comfortable seating accommodations while the kids have fun in the playground! Gather around the firepit for memorable experiences, yummy smores and spectacular sunsets.

Top guest favourite
A serene lakeside dock extends into calm waters, featuring two wooden Muskoka chairs positioned for relaxation. Towering trees and lush greenery frame the scene, with a clear blue sky and scattered clouds reflecting above the water.
Home in Kawartha Lakes
5.0 out of 5 average rating, 25 reviews

Hilton's Beachside Lake House in the Pines

Spacious, private, quiet, family friendly, 4 season lake house nestled in tall pines, where wildlife abounds. Steps to private sandy walk-in beach & large dock for great fishing, and breathtaking sunset nightcaps. Large scenic lakeside deck with conversation set, dining areas, and BBQ. Open concept fully-equipped kitchen, dining & living spaces. TV, satellite, unlimited internet, games, books and toys. Beautiful winters offer snowmobiling, ice fishing, cross-country skiing at your doorstep.

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
5.0 out of 5 average rating, 283 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.

Luxe
The exterior of the cottage is showcased amidst tall trees, featuring large windows that create a bright and airy appearance. Soft lighting highlights the architectural details, while the serene natural surroundings provide a tranquil setting.
Cottage in Gravenhurst
4.99 out of 5 average rating, 85 reviews

Muskoka Lakefront• Sauna • Fireplace• Chef kitchen

Welcome to Edgewater Cottage Muskoka, a brand-new luxury retreat on a private bay, less than two hours from Toronto & 10 minutes from Gravenhurst, with great restaurants, scenic hikes, golf, and amenities. Perfect for families, friends, couples, groups, retreats, or small corporate off sites. When booking please share a few details about your group. The property is for peaceful getaways and not available for parties. A signed rental agreement is required to confirm your reservation.

Top guest favourite
A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.
Cottage in Bracebridge
4.99 out of 5 average rating, 181 reviews

Tiny Luxury Cottage with Hot Tub

This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Guest favourite
Cottage in Gravenhurst
4.93 out of 5 average rating, 175 reviews

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, southwestern exposure, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

Top guest favourite
A spacious living and dining area is characterized by large, floor-to-ceiling windows that provide views of the surrounding trees and snow. Comfortable seating is arranged near a woodstove, enhancing the room's natural wooden accents and cozy ambiance.
Cottage in Hailburton, ON
4.96 out of 5 average rating, 222 reviews

Lakefront Haliburton | Sauna | Woodstove | 3BR

Escape to our private lakefront cabin in Haliburton, just 10 minutes from town — featuring a 6-person sauna and a screened-in porch for year-round relaxation. Set on 100 ft of private lakefront, this cozy yet spacious cottage is perfect for couples, families, or friends looking to unwind in nature — whether you're swimming and paddling in summer, enjoying fall colours, or warming up in the sauna after a snowy day. Pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

Top guest favourite
Dome in Gravenhurst
5.0 out of 5 average rating, 46 reviews

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Escape to Casa Doma, a unique 3BR 🛏️, 2BA 🛁 retreat on 10 private acres 🌲 in Gravenhurst Ontario This geodesic-inspired home blends modern style with cozy comfort, perfect for families, friends, or groups. Relax in the 7-seater hot tub 🛁, gather at the fire pit 🔥 (seasonal use only), or play in the games room with foosball, ping pong & air hockey. With a sunroom, trampoline 🤸, & Starlink WiFi 📶, it’s the ideal mix of relaxation & adventure.

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, 329 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, 326 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!!

Popular amenities for Head Lake holiday rentals