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Vacation rentals with a kayak in Highlands East

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Highlands East

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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 Municipality Of Highlands East
4.98 out of 5 average rating, 182 reviews

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

Welcome to 360 Peninsula Oasis! This spacious newly renovated 6 bedroom and 3.5 bathroom cottage is located between Minden and Haliburton in Kawartha Lakes region. It sits on a stunning peninsula with 360 view of Koshlong Lake and is surrounded by crown land, you'll have all the privacy and natural beauty you need. Spread out on 3.5 acres of land and 840 feet of shoreline, this oasis is the perfect escape for anyone. Only 2 hours from GTA! Question?! Just message us - we respond quickly :)

Guest favorite
A rustic interior showcases a comfortable sofa facing a wood-burning stove, framed by exposed wooden beams. Light illuminates the warm-toned wooden walls, adorned with various tools and artwork. A long wooden serving tray rests on the table, enhancing the cabin's inviting atmosphere.
Cabin in Harcourt
4.87 out of 5 average rating, 197 reviews

Cabin28

Step away from your busy life and fall into tranquility at Cabin28. An 1840’s built cabin situated on 4 acres of privacy with 2000 feet of clear riverfront swimming, fishing and kayaking. New custom deck and hot tub will allow you to relax and enjoy your retreat! Sit by the fire pit and enjoy a moonlit/star filled sky. Although this space has all the feel of a time long gone, its rustic charm has been updated with modern features to enhance your stay! Come enjoy an experience you won’t forget!

Guest favorite
A modern kitchen features a pink Smeg refrigerator next to a wooden cabinetry and a white farmhouse sink. Light wood beams accentuate the ceiling, while open shelves display kitchen essentials against a white tiled backsplash. A window allows natural light to fill the space.
Cottage in Highlands East
4.93 out of 5 average rating, 189 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!

Top guest favorite
Cottage in Haliburton
4.97 out of 5 average rating, 201 reviews

Highlands Lakefront | Sauna | Woodstove | 3BR

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

Guest favorite
Cottage in Highlands East
4.92 out of 5 average rating, 322 reviews

Peace and Tranquility - Waterfront Cottage

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline great for swimming. Has all amenities you will need and is about 15 minutes south of Haliburton. Cottage has Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pits, Kayaks, Sleds (winter),Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included. STR License: STR25-00047

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, 241 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 screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guesthouse in Havelock
4.97 out of 5 average rating, 123 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

Top guest favorite
Yurt in Irondale
4.99 out of 5 average rating, 420 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.

Top guest favorite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 272 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Top guest favorite
A spacious wooden deck is surrounded by tall trees and fallen leaves, offering views of the calm water. Outdoor seating includes Adirondack chairs in various colors, arranged around a fire pit, creating a cozy gathering space for relaxation in nature.
Cottage in Tory Hill
4.96 out of 5 average rating, 243 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
An aerial view captures the charming cottage nestled among lush greenery. The property is surrounded by trees, with a glimpse of the clear water lake visible in the background, creating a tranquil natural setting.
Cottage in Tory Hill
4.98 out of 5 average rating, 128 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"

Top guest favorite
Cabin in Bancroft
4.99 out of 5 average rating, 129 reviews

Private Winter Wonderland Getaway On the Lake

The ultimate winter getaway - lakeview cabin with no neighbours. Perfect for couples seeking peace, nature, and cozy movie nights with a projector. If you enjoy hiking, you can go for a private hiking experience on our private trail (4-5km), check out Silent Lake Provincial Park (20 min) or Algonquin (1 hour) to enjoy the beautiful Canadian nature. We’re committed to creating a safe, respectful, and welcoming space for all. LGBTQ+ friendly 🏳️‍🌈

Popular amenities for Highlands East kayak rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$49,582 GYDG$49,582 GYDG$50,418 GYDG$50,628 GYDG$51,674 GYDG$58,787 GYDG$69,875 GYDG$68,410 GYDG$53,138 GYDG$52,510 GYDG$46,025 GYDG$51,883 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Quick stats about vacation rentals with a kayak in Highlands East

  • Total vacation rentals

    Explore 150 vacation rentals in Highlands East

  • Nightly prices starting at

    Highlands East vacation rentals start at G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Highlands East vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Highlands East rentals

  • 4.9 Average rating

    Highlands East stays are highly rated by guests—averaging 4.9 out of 5!