Vacation rentals in Head Lake

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Top-rated vacation rentals in Head Lake

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Top guest favorite

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, 386 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...

Guest favorite

A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.

Dome in Utopia

4.96 out of 5 average rating, 202 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top guest favorite

An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.

Tiny home in Gravenhurst

4.98 out of 5 average rating, 167 reviews

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

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, 123 reviews

Tiny Luxury Cottage with Hot Tub

This tiny luxury 2 bedroom cottage with loft 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 favorite

A cozy cottage is surrounded by a carpet of colorful autumn leaves, with tall trees in various shades of yellow and orange. The cottage's windows reflect the natural light, and the landscape provides a serene, private setting among the woodlands.

Bungalow in Kinmount

4.88 out of 5 average rating, 142 reviews

Nature retreat in the woods

This peaceful retreat cottage nestled on 26 acres of private woodlands has over 30 years of meditation practice enriching the property, offering a healing and restful atmosphere. It’s an ideal spot for winter sports, cross-country skiing, contemplation, nature walks, and swimming in nearby lakes and rivers. Every window frames a picturesque view of nature. For dining, enjoy delicious Thai cuisine nearby and local fare at Molly’s in Minden, or savor excellent fish and chips in Bobcaygeon.

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 out of 5 average rating, 191 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 cozy sleeping area features a wooden platform bed with a light-colored duvet and pillows. Natural light enters through a nearby window, complemented by wood-paneled walls and soft curtains. A round mirror hangs above a small nightstand, and decorative items are arranged on a shelf.

Island in Lakefield

4.99 out of 5 average rating, 124 reviews

Suite Island Retreat

We invite you to relax and recharge with this unique island glamping experience; a tiny lakefront cabin with modern touches. From your private dock, swim in the deep water, play on the floaty mat, lounge, read, paddle in the canoe, and catch -both- a sunrise and a sunset… absolute perfection. Amenities also include an outdoor kitchen and BBQ, a fire pit, an outdoor shower, and a clean and airy outhouse. Oh, and a lovely hammock, made for two! Come and enjoy! :) -Minimum 3 nights-

Top guest favorite

A serene lakeside view captures the golden hues of sunset over calm waters. Lush trees and foliage frame the scene, while a well-maintained cabin is positioned to the right, providing an inviting presence against the scenic backdrop.

Cabin in Hastings

5 out of 5 average rating, 99 reviews

Perfect City Escape! Off-Grid Waterfront Cabin

Get off grid and disconnect to reconnect at our luxurious and exclusive spring fed lake waterfront cabin. Forest bathe in the sounds of nature while relaxing on the porch or on your private dock. Please note cabin is COMPLETELY OFF GRID. NO RUNNING WATER, NO SHOWER. Endless potable water is provided for cooking and drinking. Solar generator and battery powered lanterns throughout the cabin for light at night. Pretty and modern outside bathroom (outhouse) located steps from cabin.

Top guest favorite

The cabin features a striking A-frame structure with large triangular windows, allowing natural light to fill the space. Surrounding trees display autumn foliage, and a cozy patio area includes seating and a hot tub, creating a serene outdoor environment.

Guest suite in Grafton

5 out of 5 average rating, 253 reviews

The Eh Frame - Nordic Spa Retreat - Sunset Suite

The Eh Frame is 3-story Scandinavian inspired luxury cabin with 2 completely separate units. Your group will have the complete front side of the house (everything shown in the pictures), patio, private spa, fire pit etc. The back side of the house is a separate rental unit. The units are separated by a firewall down the middle of the house to ensure maximum comfort and privacy. Located just 2 minutes from Whispering Springs Glamping Resort and 10 minutes from Ste. Anne’s Spa.

Top guest favorite

A traditional Mongolian yurt entrance is adorned with a vibrant hand-painted door, showcasing intricate designs. The elevated structure sits upon a wooden platform with several steps leading up, surrounded by lush greenery and natural elements like stumps and stones.

Yurt in Irondale

4.99 out of 5 average rating, 359 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.

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, 238 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

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, 354 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.