Vacation rentals with a kayak in Highlands East

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Top-rated kayak rentals in Highlands East

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Guest favorite

Two wooden adirondack chairs are positioned on a wooden dock, facing a calm lake with gentle ripples. Lush green hills rise in the background under a bright blue sky dotted with fluffy white clouds.

Home in Bancroft

4.84 out of 5 average rating, 110 reviews

Gorgeous Lakefront All-Season Home

Location! Location! Premium Lakefront House. LGBTQ friendly. A perfect all-season retreat 10 minutes north of Bancroft. Modern, comfy and spacious house on Redmond Bay of Baptiste Lake. 3 bedrooms + 2.5 bathrooms, 2 stories. 2 wood burning stoves. Each season is unique & fabulous! Great for paddling summer & fall. Winter is spectacular! Snowshoe or ski on the frozen lake at your door. Watch the sunset from the house or fire pit. Privacy and tranquility are key features of this 3-acre property.

Superhost

Cottage in Harcourt

4.92 out of 5 average rating, 212 reviews

Jeffrey Lake Cabin | Lakefront · Hot Tub

*Just featured on the fall issue of Timber Home Living: Cozy Cabins Editions!* Jeffrey Lake Cabin has been completely renovated from top to bottom & is awaiting your arrival. This incredibly clean/cozy & rustic cabin on beautiful Jeffrey Lake has everything you'd need for the perfect getaway. Four-season access allows guests to experience this charming cabin year-round. Updated linens, furniture, fireplace, hot tub & supplies will make your stay as comfortable as ever. @hilltophideawaysco

Guest favorite

A large window offers a scenic view of verdant trees and a tranquil lake. Soft natural light enters the room, highlighting the wooden window frame and sill. The landscape displays fresh green foliage, enhancing the peaceful outdoor setting.

Cottage in Highlands East, Haliburton

4.9 out of 5 average rating, 162 reviews

Driftwood Bay

The perfect getaway, ANY SEASON, to relax and enjoy! A private spot for a family retreat, working holiday, girls weekend or guys getaway. The location offers year-round access, including 2 entry points to the water (dock + beach), water toys (kayaks, paddle boat, noodles), screened room, outdoor hot tub, gas BBQ, and oversized fire pit. Close to local trails (walking, ATV, snowmobile), we hope you can call this your short term home. Note: This is not the place for parties or extra guests.

Superhost

A cozy cottage, set amidst vibrant autumn foliage, is positioned close to the water's edge. The gently sloping dock extends into the lake, where two white chairs are placed for relaxation. Large windows reflect the natural beauty of the surroundings.

Cottage in Highlands East

4.93 out of 5 average rating, 176 reviews

Kabin Paudash Lake

Our Kabin is a newly renovated, all-season, boutique 4 bedroom cottage (approx. 1,500 sq ft) with many details and features that we are excited to share with you. Located at the water's edge, the Kabin has beautiful south-eastern exposure, overlooking Lake Paudash. Water can be accessed by the gently sloping sandy beachfront or from our brand new dock. Just over 2 hours away from Toronto, but the scenic Hwy 28 makes the time fly by. We just LOVE our place and are certain that you will too!

Superhost

Two Adirondack chairs, one black and one red, are positioned on a wooden dock overlooking a calm lake. The sky is filled with soft pink and orange clouds reflecting on the water's surface, with wooded hills in the background.

Cottage in Tory Hill

4.86 out of 5 average rating, 120 reviews

Cozy Aframe Waterfront Cottage

Lakefront - Aframe - Pet Friendly - 2 bedroom, 4 beds - best fishing spot on the lake! Escape to the picturesque winter wonderland of Haliburton and experience the magic of the season in our charming A-Frame cottage. The Lazy Bear Lodge is nestled amidst the pristine snow-covered landscapes and is the perfect getaway for those seeking tranquility and adventure. 4 wheel drive needed in the winter! The area is hilly and the driveway is sloped. Cottage heated by a wood stove - wood provided.

Guest favorite

Cottage in Haliburton

4.96 out of 5 average rating, 184 reviews

Highlands Lakefront | Dock | Screened Room | Sauna

Lakefront, A-frame, 4 season cottage in the Haliburton Highlands with convenient access to Haliburton. Outdoors ➤ Great swimming & fishing from our 40ft dock ➤ Screened-in lake view porch ➤ Sauna seats 6 ➤ Bonfire pit - firewood provided ➤ Weber BBQ Indoors ➤ Floor to ceiling windows (20ft+) ➤ 3BR - 1 King, 2 Queens ➤ Fireplace - wood provided ➤ Fully stocked kitchen ➤ Linens provided ➤ Reliable internet Our pricing includes HST. 2.5 hrs from GTA on Long/Miskwabi Lake

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, 192 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.

Superhost

A clear view of the outdoor deck is framed by a large window, showcasing a dining table and chairs set among the trees. A vase of sunflowers is placed on a table inside, adding a touch of nature to the interior space.

Cottage in Haliburton

4.92 out of 5 average rating, 114 reviews

Cozy "Brownie House" with a Million Dollar view

Recharge at our cozy and peaceful licensed place with stunning views, spacious lot, own lake access. 15 min from Haliburton. Main floor offers open concept kitchen, bathroom, living room, wood stove & pull-out couch. Upstairs there is a loft with 2 single beds and a bedroom with a queen bed. Deck with BBQ and patio set & fire pit are surrounded by trees. Gather at the bonfire and watch the stars. A path continues through the woods to the dock, kayak & canoe. Behaved pets only. Enjoy!

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, 366 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 serene view of a lake reflects the surrounding landscape, with gentle hills in the distance. A wooden dock extends into the calm water, adorned with a kayak and canoe. Lush trees frame the scene, providing a peaceful atmosphere.

Cottage in Tory Hill

4.96 out of 5 average rating, 217 reviews

Charming A Frame Waterfront Cottage

Kennedy Cottage is a charming Canadian A Frame cottage nestled on the peaceful shoreline of beautiful South Portage Lake in Haliburton, Ontario. Designed with floor to ceiling windows, you will take in the wonderful views and sunshine from anywhere on the property. Our fireplace will be sure to keep you warm and cozy on those cooler nights or choose to a fire outdoors and relax under the stars. For those who need to work, Bell Fiber Optics will make it easy.

Top guest favorite

Cottage in Tory Hill

4.97 out of 5 average rating, 105 reviews

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

Highland Bliss is perfect for romantic getaways, friends' weekend or family holidays. 2.5 hrs from GTA and 15 mins to downtown Haliburton for groceries, pharmacy, LCBO, and restaurants. Relax and recharge in our stylish, cozy space. Chill out in our brand-new Hot Tub. Take our "Stairway to Haven" to enjoy Long Lake where the water is clear and perfect for swimming, canoeing, kayaking or relaxing on the dock. Explore Haliburton Highlands. Find your "Bliss"

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, 358 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.