Vacation rentals in Head Lake

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Top-rated vacation rentals in Head Lake

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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
A spacious outdoor seating area features comfortable wicker chairs and a grill, surrounded by soft lighting under a canopy. The two-story home provides large windows that reflect the evening sky, and lush trees frame the property, creating a serene atmosphere.
Cottage in Trent Lakes
4.99 out of 5 average rating, 142 reviews

Lux-5 Bdrm-Waterfront+Hot Tub+Sauna+Game Rm+SUP's+

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, sauna, 30 ft upper deck with glass rail lighting up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

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
4.92 out of 5 average rating, 50 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, 24 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
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.

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, 179 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
An A-frame home is nestled among tall trees, featuring expansive windows that allow natural light to brighten the interior. A spacious deck overlooks the lush greenery, with a stone patio in the foreground, leading to a serene wooded setting.
Cottage in Gravenhurst
4.98 out of 5 average rating, 90 reviews

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

Unplug lakeside in our modern off-grid A-Frame. Steps from the water, you can start your morning in the cedar sauna & finish the day under the stars in the hot tub. 3 cozy bedrms, sleeps 6-8 Private dock & complimentary canoe Outdoor fire pit & large patio Fast Starlink Wi-Fi for remote work Pet-friendly Ready for nature without compromise? Book now while your dates are open! ✅ A/C available in bedrooms ONLY ‼️ No EV Charging ‼️ No Laundry Updates: @wyldwoodmuskoka_aframe

Guest favorite
A spacious living room features a high wooden ceiling with a ceiling fan and large windows allowing natural light to fill the space. Comfortable seating is arranged around a central coffee table, complemented by a wood stove. Books and games are displayed on a nearby shelf.
Cottage in Kawartha Lakes
4.87 out of 5 average rating, 175 reviews

Year-Round Relaxation, a Modern Riverfront Cottage

Welcome to Somerville Lodge, a thoughtfully designed cottage with all the modern amenities you need to make the most of your relaxing getaway In Kawartha Lakes, under 2.5 hours from Toronto, our cottage sits on an acre of land along 350ft of the Burnt River, perfect for swimming, kayaking and paddle boarding. A large deck has space for lounging, or relax in the hot tub. The large living room, dining room and kitchen give plenty of space for any family or group. STR2026-178

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, 323 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.

Guest favorite
Home in Dysart et al
4.88 out of 5 average rating, 216 reviews

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! 🌲

Top guest favorite
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!!

Superhost
An aerial view of the cottage nestled among tall green trees along the shoreline, with a private dock extending into the calm lake. A single kayak is visible on the water, highlighting the serene natural surroundings.
Cottage in Highlands East
4.97 out of 5 average rating, 228 reviews

LakeKabin: Private, 6BR, HotTub, Sauna, GameRoom

Welcome to 360 Peninsula Oasis 840 feet of private shoreline. 360° lake views from every room. No neighbours — just crown land, open water, and your group. This is the cottage people talk about for years. Nestled on a stunning peninsula on Koshlong Lake in the Haliburton area, this fully renovated 6-bedroom, 3.5-bathroom retreat sits on 3.5 private acres surrounded by crown land on all sides. Only 3 hours from the GTA.

Popular amenities for Head Lake vacation rentals