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Vacation rentals with a kayak in Highlands East

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Quick stats about vacation rentals with a kayak in Highlands East

  • Total vacation rentals

    Explore 160 vacation rentals in Highlands East

  • Nightly prices starting at

    Highlands East vacation rentals start at G$16,734 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    150 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!

Top-rated kayak rentals in Highlands East

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

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Guest favorite
Treehouse in Huntsville

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

4.97 out of 5 average rating, 238 reviews
Top 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

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!

4.93 out of 5 average rating, 202 reviews
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

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.

5.0 out of 5 average rating, 290 reviews
Top guest favorite
A spacious living and dining area is characterized by large, floor-to-ceiling windows that provide views of the surrounding trees and snow. Comfortable seating is arranged near a woodstove, enhancing the room's natural wooden accents and cozy ambiance.
Cottage in Hailburton, ON

Lakefront A‑Frame Cabin • Sauna • Woodstove

Escape to our private lakefront cabin in Haliburton, just 10 minutes from town — featuring a 6-person sauna and a screened-in porch for year-round relaxation. Set on 100 ft of private lakefront, this cozy yet spacious cottage is perfect for couples, families, or friends looking to unwind in nature — whether you're swimming and paddling in summer, enjoying fall colours, or warming up in the sauna after a snowy day. Pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

4.96 out of 5 average rating, 225 reviews
Guest favorite
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

4.97 out of 5 average rating, 265 reviews
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

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"

4.98 out of 5 average rating, 161 reviews
Top guest favorite
A serene view of a calm lake reflecting vibrant autumn foliage from surrounding trees. A wooden dock extends into the water, with a canoe and a small boat visible at its edge. The sky is overcast, adding a soft light to the scene.
Cabin in Bancroft

Serenity Now | Private Waterfront Cabin

Escape to your own peaceful retreat with no neighbours on this quiet lake. Surrounded by nature and equipped with all the comforts of home. Enjoy complimentary use of our canoe, fishing kayak, and stand-up paddleboard. Make s'mores by the campfire before settling in for a movie night on the 80-inch projector screen. A private 4–5 km trail is available for hiking. We’re committed to creating a safe, welcoming space where everyone feels at home. 🏳️‍🌈

4.99 out of 5 average rating, 177 reviews
Superhost
Cottage in Eagle Lake

Serenity on the Lake | Hot Tub, Sauna & Waterfront

✨ Luxury Eagle Lake Spa Retreat ✨ Experience the "wow" factor 10 mins from Haliburton! 🌲 This designer cottage features a private natural waterfront with shallow, clean water— perfect for swimming. The Highlights: Wellness: Private Hot Tub & Sauna Water: Kayaks, Canoes, Pedal Boat & Life Jackets Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: All Linens, Towels & Coffee Station Essentials: Wi-Fi, Washer/Dryer, TV & Sleds

4.91 out of 5 average rating, 280 reviews
Guest favorite
A wooden dock extends over the calm waters of the lake, featuring lounge chairs positioned for relaxation. The horizon displays a subtle sunset glow, with trees lining the shore in the background, enhancing the serene lakeside experience.
Cabin in Haliburton

Retreat style cottage + wood fired sauna

A private lakeside retreat with all-day sun and sunsets, featuring the main cabin, wood sauna, kayaks and rowboat, private shoreline and docks. Unlimited WIFI, a fully equipped kitchen, two fire pits, docks, excellent swimming (clean and weed free) on a private forested property. It is 15 minutes to Haliburton with many stores. Bedding and towels are an additional fee of 33.90 per bed. Please inquire. Long weekends are 3 days/nights minimum.

4.83 out of 5 average rating, 686 reviews
Top guest favorite
A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.
Home in Monteagle, Ontario.

Rose Door Cottage

Quaint and cozy 1 bedroom cottage tucked along the southeastern shore of a small, quiet lake. Recently renovated, the cottage is the perfect romantic getaway. It's located 1 km from snowmobile/ATV trails, 15 minutes from Bancroft and 45 minutes from Algonquin Park. The cottage includes a floating dock with swim ladder, bbq, woodburning outdoor firepit, canoe, kayaks, woodburning indoor fireplace, smart tv with starlink satellite.

4.96 out of 5 average rating, 193 reviews
Top guest favorite
The exterior showcases a stylish cottage with a steeply pitched roof and large windows. A spacious wooden deck features seating and vibrant flower arrangements. The well-maintained lawn extends towards a gravel path leading to additional structures in the background, emphasizing the serene environment.
Cottage in Harcourt

Stunning cottage with Hot Tub!

This stunning cottage with Artic Spa salt water Hot Tub only accepts bookings September through to May. It is set on a picture perfect lake, only a few steps from the shoreline. Beautiful farmhouse style decor, with quality appliances and furniture and all the conveniences of home. Only 7 minutes to Bancroft, a small quaint town with a variety of restaurants, shopping and all the conveniences you need. Come and relax and enjoy!

4.93 out of 5 average rating, 245 reviews
Top guest favorite
A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.
Home in Eagle Lake

HyggeHaus—sleek snuggly secluded apres-ski cabin

For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-26-00031

4.97 out of 5 average rating, 149 reviews

Popular amenities for Highlands East kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Top guest favorite
An outdoor seating area features several dark wooden Adirondack chairs arranged in a circle around a stone fire pit. Soft glow from string lights adds warmth to the scene, while the modern cottage is visible in the background, nestled among tall trees.
Home in Huntsville

Wolegib Muskoka | Private Nordic Spa + Beach

4.97 out of 5 average rating, 347 reviews
Guest favorite
Home in Algonquin Highlands

Stunning Lakefront Retreat: Sauna, Hot Tub, EV Chg

4.91 out of 5 average rating, 257 reviews
Guest favorite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward County

The Prince Edward County Church, A Unique Escape

4.96 out of 5 average rating, 314 reviews
Top guest favorite
The exterior of the cottage is presented, featuring a large deck with ample outdoor seating. Below, a fire pit area surrounded by red chairs is visible, along with stone pathways leading through the lush greenery. Large windows reflect the natural surroundings.
Home in Barry's Bay

LUX Lakefront: 6 Bedrooms, 12 Guests, w/Hot Tub

4.98 out of 5 average rating, 105 reviews
Top guest favorite
The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.
Home in Bracebridge

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

4.95 out of 5 average rating, 140 reviews
Guest favorite
A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.
Home in Port Carling

Waterfront Boutique Cottage Getaway

4.89 out of 5 average rating, 159 reviews
Top guest favorite
A serene outdoor seating area is situated on a grassy slope, facing a tranquil expanse of Lake Ontario. White chairs are arranged in a circle around a fire pit, with a clear blue sky and distant shoreline enhancing the peaceful ambiance.
Home in Prince Edward

Fitzroy Lakehouse Waterfront Hot Tub

4.98 out of 5 average rating, 239 reviews
Guest favorite
A warm and inviting living area features wooden walls with large windows offering ample natural light. A spacious couch and two armchairs surround a glass coffee table on a soft area rug. A dining table is visible in the background, illuminated by natural light.
Home in Buckhorn

Lakefront Log Home-Reach Out for Special Deals!

4.9 out of 5 average rating, 120 reviews

Cottage rentals with a kayak

Guest favorite
A serene view of a calm lake surrounded by vibrant autumn foliage. Mixed trees frame the image, with hues of green, yellow, and red reflecting on the water's surface. The peaceful landscape captures the essence of nature in Haliburton County.
Cottage in Haliburton

Cozy "Brownie House" with a Million Dollar view

4.93 out of 5 average rating, 139 reviews
Top guest favorite
Cottage in Huntsville

Escape to Falconview, Huntsville-Muskoka

4.99 out of 5 average rating, 147 reviews
Superhost
The tranquil Irondale River is visible, reflecting the soft hues of dawn. Mist rises from the water, surrounded by wooded banks and grassy areas. Trees line the river's edge, enhancing the serene landscape. A serene ambiance is created as the morning light emerges.
Cottage in Gooderham

Luxury Four-Season Riverside Cabin

4.85 out of 5 average rating, 207 reviews
Top guest favorite
A cottage exterior is illuminated by warm string lights at dusk. The structure features a peaked roof and large windows, showcasing a welcoming glow from within. A spacious deck with seating overlooks a grassy area, creating an inviting space for relaxation.
Cottage in Dysart et al

Cheerful 3 bedroom cottage with fireplace.

4.96 out of 5 average rating, 111 reviews
Top guest favorite
A spacious screened-in porch features wooden flooring and comfortable seating, including Adirondack chairs and a sectional couch. Soft lighting is provided by string lights, creating an inviting ambiance. Large windows offer serene views of the surrounding trees and lake.
Cottage in Highlands East

Lakefront cottage with hot tub and amazing porch

4.95 out of 5 average rating, 134 reviews
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

Tiny Luxury Cottage with Hot Tub

4.99 out of 5 average rating, 185 reviews
Top guest favorite
Cottage in Kinmount

Secluded Cottage on a Private Lake

4.94 out of 5 average rating, 326 reviews
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

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

4.99 out of 5 average rating, 144 reviews

Cabin rentals with a kayak

Guest favorite
A comfortable seating area is highlighted by a tan leather couch adorned with textured pillows in red and black hues. A rustic wooden coffee table rests on a patterned rug, with framed photographs adorning the dark walls. Large windows provide a view of the outdoors.
Cabin in Harcourt

The Thunderbird Cabin

4.85 out of 5 average rating, 114 reviews
Top guest favorite
An aerial view captures the cottage nestled among vibrant green and autumn-colored trees along a serene lake. A spacious dock extends into the water, with a small boat nearby. Natural rock formations border the shoreline, enhancing the lakeside setting.
Cabin in Algonquin Highlands

Classic Canadian Cottage with Million Dollar View

4.91 out of 5 average rating, 105 reviews
Guest favorite
Cabin in Huntsville

Waterfront A-frame Retreat with Sauna & Hot tub

4.84 out of 5 average rating, 103 reviews
Guest favorite
Cabin in Harcourt

Lakefront Hot Tub Retreat Near Algonquin

4.96 out of 5 average rating, 101 reviews
Top guest favorite
A rustic cabin is seen amidst a lush wooded setting, with the soft glow of the sun rising behind the trees. The entrance features steps leading up to the door, and a small structure is visible nearby. The ground is covered in grass and bare earth.
Cabin in Tory Hill

Crooked Cabin - Irondale River -Geocaching Capital

4.87 out of 5 average rating, 410 reviews
Guest favorite
Cabin in Bancroft

Riverside Cabin in the Woods - Cabin Glory

4.93 out of 5 average rating, 121 reviews
Top guest favorite
A wooden dock extends over a tranquil river, featuring two adirondack chairs facing the water. Colorful canoes are secured alongside the dock, surrounded by mist rising from the river, with trees lining the background reflecting the soft morning light.
Cabin in Boulter

Rolling Rapids Retreat

4.96 out of 5 average rating, 181 reviews
Top guest favorite
The A-frame cabin is surrounded by trees, featuring a spacious deck with a hot tub, outdoor seating, and a firepit. Warm lights outline the deck, creating a welcoming glow. Large windows reveal the interior, with a staircase visible above the deck.
Cabin in Apsley

Big Bear Cabin - Modern Creekside A-frame

4.98 out of 5 average rating, 112 reviews

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,921 GYDG$51,457 GYDG$45,809 GYDG$52,084 GYDG$52,084 GYDG$54,385 GYDG$69,864 GYDG$68,400 GYDG$53,130 GYDG$47,064 GYDG$44,554 GYDG$53,967 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore