Cottage holiday rentals in Highlands East

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Top-rated cottage rentals in Highlands East

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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, 146 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 snow-covered landscapes and is the perfect getaway for those seeking tranquility and adventure. !! IMPORTANT !! 4 wheel drive needed in the winter! The area is hilly and the driveway is sloped. Cottage heated by a wood stove - wood provided.

Top guest favourite
Cottage in Trent Lakes
4.99 out of 5 average rating, 151 reviews

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Guest favourite
A snow-covered landscape features a view of a frozen lake surrounded by tall, snow-laden trees. A path leads through the white terrain, with a fire pit area marked by stones visible in the foreground. Sunlight casts a warm glow over the serene scene.
Cottage in Haliburton
4.92 out of 5 average rating, 129 reviews

Cozy "Brownie House" with a Million Dollar view

Escape and 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!

Guest favourite
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!

Guest favourite
Cottage in Bracebridge
4.89 out of 5 average rating, 126 reviews

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit

Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

Top guest favourite
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 Haliburton
4.97 out of 5 average rating, 206 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

Top guest favourite
Cottage in Lakefield
4.98 out of 5 average rating, 160 reviews

Waterfront Cottage | Private Dock, Canoes & SUPs

Escape to total privacy on Buckhorn Lake, under 2 hours from the GTA. The Lazy Bear is a secluded, family-first retreat featuring 90ft of private shoreline with rare, shallow-step entry—perfect for kids. Relax in our bug-free sunroom, explore the lake with provided paddleboards and a 4-person canoe, or cozy up by the wood-burning fireplace. With central AC, high-speed Wi-Fi, and a 7-minute drive to groceries, it’s the perfect blend of rugged beauty and modern convenience.

Top guest favourite
A newly built cottage is softly illuminated at night, presenting a welcoming façade. Snow covers the ground, and tall trees frame the property. Warm lights highlight the entrance while providing a cozy feel amidst the serene winter landscape.
Cottage in Tory Hill
4.98 out of 5 average rating, 100 reviews

Twin Pines - Escape. Unwind. Repeat.

Beautiful cottage on a serene 2-lake chain—your perfect year-round retreat! Nestled in nature yet just minutes from Wilberforce (grocery, LCBO), our cottage comfortably sleeps 4 and offers all the comforts of home. Pet-friendly (small dogs only). Enjoy a private dock, great fishing, fire pit, pool table, horseshoe pits, tire swing, canoe, rowboat, paddleboat & 2 SUPs. Wi-Fi with Netflix, Prime & Disney+. Firewood included—perfect for relaxing or adventure-filled getaways!

Top guest favourite
A spacious deck overlooks Baptiste Lake, featuring four chairs in turquoise and crimson. Trees with autumn foliage frame the view, and sunlight casts soft shadows on the wooden surface. The tranquil lake reflects the surrounding landscape under a clear blue sky.
Cottage in Highland Grove
4.95 out of 5 average rating, 223 reviews

Peaceful Retreat on Baptiste Lake

Get away to this gorgeous property on Baptiste Lake! Amenities: - High-speed Starlink Internet - BBQ and wrap-around deck - Large dock(s) for swimming and fishing - Breezy 3-season sunroom with a view - South-facing, sun on the dock all day, and a sunrise view - Good lake for pike, pickerel, bass and trout - Cozy woodstove for winter warmth - Snowmobile access to lake (300m down the road) Getting here: - Easy drive from Toronto or Ottawa, 1 hour from Algonquin Park

Guest favourite
Cottage in Highlands East
4.91 out of 5 average rating, 332 reviews

Tranquil Minnicock Lake | Hot Tub & Lake Front

✨ Tranquil Minnicock Lake Escape ✨ Experience the "wow" factor 15 mins from Haliburton! 🌲 This luxury retreat features a clean, shallow shoreline perfect for swimming. 🏊‍♂️ The Highlights: Wellness: Private Hot Tub & peaceful Creek sounds Water: Kayaks, Pedal Boat & Life Jackets included Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: Full Linens, Towels & Coffee Station ☕ 📡 Essentials: Wi-Fi, Washer/Dryer, TV & Sleds 🛷 STR License: STR25-00047

Top guest favourite
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, 251 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 favourite
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, 138 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"

Popular amenities for cottage rentals in Highlands East

When is the best time to visit Highlands East?

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Quick stats about cottage rentals in Highlands East

  • Total holiday rentals

    Explore 140 holiday rentals in Highlands East

  • Nightly prices starting at

    Highlands East holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Highlands East holiday rentals include wifi 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!

Destinations to explore

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  3. Ontario
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  5. Highlands East
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