Vacation rentals in Head Lake

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Top-rated vacation rentals in Head Lake

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Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 213 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...

Nov 19 – 26

G$25,022 GYD per night

Guest favorite

Guest suite in Kawartha Lakes

4.98 out of 5 average rating, 376 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

May 27 – Jun 3

G$12,210 GYD per night

Guest favorite

Guesthouse in Algonquin Highlands

4.92 out of 5 average rating, 139 reviews

Charming mini-cottage, footsteps to water's edge

**No extra fees other than airbnb fees** Relax in a quaint, studio mini-cottage surrounded by water on 3 sides! Enjoy the freshness of spring, summer water activities & gorgeous autumn colours in cottage country. Perfect for singles/couples; peninsula location & tall windows give 270 degree lakeviews. Wifi, 1 parking space, kitchenette, 3pce bthrm, Queen bed, futon bed, satelliteTV. Private for guests: shoreline, island, dock, barbeQ, mountain bikes, hammock, firepit, canoes, kayaks, tubes.

Apr 5 – 12

G$28,750 GYD per night

Guest favorite

Cottage in Harcourt

4.98 out of 5 average rating, 195 reviews

Scandinavian-Inspired Tiny Home Experience

There’s no better spot to enjoy some much-needed rest and relaxation than from this stunning tiny home. As part of our Nordik health ritual, this home’s amenities will stimulate mental, emotional, physical, and spiritual rejuvenation. Dip your toes in the outdoor cold plunge pool and hot tub, warm up in the sauna, and enjoy your coffee or glass of wine on the stylish deck. Surrounded by the tranquility of the forest, this property offers a remote, spa-like experience with plenty of privacy.

Jul 25 – Aug 1

G$81,644 GYD per night

Superhost

Tiny home in Minden Hills

4.93 out of 5 average rating, 188 reviews

A cozy cabin for intimate wilderness escape

An absolutely private site of a former hunting camp above a peaceful lake surrounded by a quiet forest. Three comfortable cabins on site, each with a screened porch, kitchenette, running water, and a tree-house-like sleeping loft, can accommodate up to six guests double occupancy. This completely private property has many trails to explore, comes with a canoe and a rowboat, and is perfect for people of all ages seeking adventure or a tranquil atmosphere to relax and rejuvenate.

May 21 – 28

G$25,389 GYD per night

Guest favorite

Guesthouse in Utterson

4.93 out of 5 average rating, 114 reviews

Lakefront Muskokan Log Cabin

In the heart of Muskoka on 3 Mile Lake. This cozy Log Cabin is set on private property. This studio room has all modern amenities which include 65” Smart TV, Netflix, microwave, keurig coffee maker, mini-fridge, toaster-oven, hot plate, barbecue and wall mounted fireplace. It has two beds and a full bathroom with seated shower. The waterfront has a shallow entry or you can jump in from the dock. A canoe, 2 kayaks & life jackets are for your use. End your night with a campfire.

May 2 – 9

G$27,615 GYD per night

Guest favorite

Farm stay in Gravenhurst

4.97 out of 5 average rating, 370 reviews

Stix N Stones (Includes Light Breakfast & Kayaks)

Nestled in the woods on Walkers Point, this is a great opportunity to reconnect with nature. We promise when you leave you’ll appreciate the forest as much as the water that surrounds us. Although we are not on the water, we are a 3min drive to a semi-private beach. Kayaks & life vests included (& delivered). Snowshoes incl in winter. Light breakfast is yogurt & fruit. Short distance to renowned hiking trails, Hardy Lake Park, Sawdust City & Clearlake Brewery, Muskoka Winery.

Oct 20 – 27

G$31,705 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 193 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

May 20 – 25

G$34,956 GYD per night

Guest favorite

Treehouse in Dorset

5.0 out of 5 average rating, 138 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.

Nov 18 – 25

G$59,478 GYD per night

Guest favorite

Cottage in Kinmount

4.94 out of 5 average rating, 279 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!!

Jan 12 – 19

G$35,689 GYD per night

Guest favorite

Cabin in Lakefield

4.96 out of 5 average rating, 401 reviews

The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!

Heritage barn turned zen-den! Our open-concept, loft style, timber-frame cabin has exposed beams, barn board walls, and plenty of windows to enjoy the lake view. Decorated with a beachy boho meets mid-century vibe, it's cozy and airy at the same time! The private deck offers the perfect place to listen to the birds and read a good book. The Nook is on our 1 acre, lakefront property, alongside our home. We hope you love it here as much as we do!

Sep 20 – 27

G$40,841 GYD per night

Guest favorite

Cabin in Kawartha Lakes

4.94 out of 5 average rating, 217 reviews

Homesteaders Ranch Humble Ranch

Beautifully restored log cabin in the famous Bobcaygeon Forest. Enjoy hiking the kilometres of private trails and view the abundant wildlife. Bring your equine friend and enjoy the trail system designed for them. We have stalls, free choice hay program and exceptionally large paddocks. We are a pet friendly booking. Enjoy the tranquil surroundings of our alpacas, goats and farm animals. Follow us on fb - Humble Ranch Bobcaygeon.

Jun 28 – Jul 5

G$26,146 GYD per night