Vacation rentals in Head Lake

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Top-rated vacation rentals in Head Lake

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

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Guest favorite
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 favorite
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, 53 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 favorite
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
4.93 out of 5 average rating, 54 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 favorite
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, 26 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 favorite
Home in Fenelon Falls
5.0 out of 5 average rating, 6 reviews

Cedar Barrel Lakehouse - Hot Tub|Water Toys|Views

Welcome to The Cedar Barrel Lake House—a one-of-a-kind 4 season waterfront escape you'll never want to leave. Wake up to breathtaking panoramic views of Sturgeon Lake, soak in the cedar barrel hot tub, gather on spectacular multi-level decks, and dive into endless lake adventures with kayaks, paddleboards, a paddle boat and more. Just minutes from the heart of Fenelon Falls shops and dining, this is where unforgettable memories with loved ones, sunset skies, and luxury lakeside living begin.

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, 87 reviews

Muskoka Lakefront• Sauna • Fireplace• Chef kitchen

Wake to mist on the water, coffee on the terrace, and two acres of pines to yourselves. Edgewater Cottage Muskoka is an all-season luxury lakefront retreat 1.5 to 2 hours from Toronto and 10 minutes from Gravenhurst. Slow dinners in the chef's kitchen, laughter around the island, evenings by the fire, and steam rising off the lakeside sauna. The place to reset and reconnect with your group and nature. Perfect for families, friends, couples, retreats, or small corporate off-sites.

Top guest favorite
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, 183 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.

Top guest favorite
Cottage in Gravenhurst
4.93 out of 5 average rating, 178 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 favorite
Dome in Gravenhurst
5.0 out of 5 average rating, 48 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 favorite
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, 331 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.

Superhost
Cottage in Eagle Lake
4.9 out of 5 average rating, 278 reviews

Luxary Lake Escape | Hot Tub, Sauna & Lake Front

✨ Luxury Eagle Lake Spa Retreat ✨ Experience the "wow" factor 10 mins from Haliburton! 🌲 This designer cottage features a private natural waterfront with shallow, clean water— perfect for swimming. The Highlights: Wellness: Private Hot Tub & Sauna Water: Kayaks, Canoes, Pedal Boat & Life Jackets Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: All Linens, Towels & Coffee Station Essentials: Wi-Fi, Washer/Dryer, TV & Sleds

Top guest favorite
Two red Adirondack chairs are positioned on a wooden dock overlooking a serene lake. The sun is setting in the distance, casting a warm glow on the water. Kayaks are stored alongside the dock, and gentle ripples can be seen on the surface.
Cabin in Lake of Bays
5.0 out of 5 average rating, 100 reviews

Cozy Waterfront Muskoka Cabin

Designed to highlight the tranquil lake views from the moment of arrival, the cottage features an open concept design that connects the interior spaces with the beautiful surrounding tree canopy. Spend your time relaxing by the fire, soaking in the nature, or make use of one of our water devices. We have a pedal boat, 2 kayaks and 2 paddle boards available for your use during the warmer seasons.

Popular amenities for Head Lake vacation rentals