Vacation rentals in Head Lake

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Top-rated vacation rentals in Head Lake

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Cabin in Minden

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

4.9 out of 5 average rating, 124 reviews
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

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.

4.96 out of 5 average rating, 53 reviews
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

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.

4.93 out of 5 average rating, 54 reviews
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

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.

5.0 out of 5 average rating, 26 reviews
Top guest favorite
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

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.

5.0 out of 5 average rating, 289 reviews
Top guest favorite
An aerial view captures the cottage nestled among vibrant green and autumn-colored trees along a serene lake. A spacious dock extends into the water, with a small boat nearby. Natural rock formations border the shoreline, enhancing the lakeside setting.
Cabin in Algonquin Highlands

Classic Canadian Cottage with Million Dollar View

Lakefront cottage with epic southern facing view! Road plowed right to the cottage during winter months. Snow still tires highly recommended. Quick ride to snow mobile and ATV trails from the cottage. 5 minute ride down McClintock. Cottage is a two storey two bedroom two full bath with two pull out sofa beds. Wood burning stove Equipped with multiple fridges for all your food and drinks. High speed Starlink internet. Free EV charging using the on-site level 2 car charger

4.91 out of 5 average rating, 104 reviews
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

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.

4.99 out of 5 average rating, 184 reviews
Guest favorite
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

4.97 out of 5 average rating, 264 reviews
Top guest favorite
Dome in Gravenhurst

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.

5.0 out of 5 average rating, 50 reviews
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

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.

4.96 out of 5 average rating, 331 reviews
Superhost
Home in Dysart et al

Kennisis Lake Luxury | Lakefront Retreat & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private water front with rare shallow entry. Unwind in the premium 7x7’ hot tub under the stars. ✨ The designer interior features a chef's kitchen w/ dishwasher, AC, full laundry, and High-Speed Wi-Fi—perfect for remote work. 🚣 Included: 3 kayaks, Gas BBQ, and lakeside fire pit. Easy year-round access on paved roads. A high-end retreat for families/couples. Book your 2026 summer getaway now! 🌲

4.86 out of 5 average rating, 220 reviews
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

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.

5.0 out of 5 average rating, 101 reviews

Popular amenities for Head Lake vacation rentals