Cottage vacation rentals in Highlands East

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Top-rated cottage rentals in Highlands East

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Top guest favorite
A spacious cabin features a large deck with a screened-in porch, surrounded by lush greenery. A sandy area with six red Adirondack chairs is positioned in front of the structure, complemented by stone steps leading to the entrance. Natural stone and landscaping enhance the outdoor space.
Cottage in Dwight
4.94 out of 5 average rating, 124 reviews

Muskoka Majesty The Sugarbush Cottage

Muskoka Majesty on Lake of Bays is situated on 2.2 Acers, and 170 feet of undisturbed, pristine, private waterfront. It is located 25min from Huntsville, Algonquin Park, and Hidden Valley Ski Resort. You can Hike, Bike, Swim, Boat, ​Golf, Fish, ATV, Snowmobile, Ski, and so much more. Enjoy the sights and attractions that this area has to offer. Visit the quaint towns​, shops and local artists, and artisans. Above all, take time to relax, enjoy each others company, and build beautiful memories.

Top guest favorite
A charming A-frame chalet is set amidst a snowy landscape, with a green metal roof and large windows revealing forest views. A wooden deck with steps leads to the entrance, surrounded by birch and pine trees in a serene winter setting.
Cottage in Huntsville
4.98 out of 5 average rating, 422 reviews

Muskoka A-Frame + HOT TUB | Arrowhead | 4-Seasons

Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the *HOT TUB**. Wake up to swaying treetops, play boardgames & albums by the fire, with 2-story forest views. This classic 70’s A-frame cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Hike, snowshoe or cross-country ski Limberlost, ski/snowboard Hidden Valley, skate through Arrowhead forest & visit Huntsville for restaurants, breweries & local amenities

Guest favorite
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 favorite
A serene sunset over the lake reflects vibrant hues of orange and gold across the calm water, with soft clouds floating above. The surrounding tree line adds a natural border to this tranquil scene.
Cottage in Highlands East, Haliburton
4.9 out of 5 average rating, 174 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.

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
An A-frame cabin is nestled among lush greenery, illuminated softly by outdoor lighting. The large windows reflect warmth and offer a glimpse of the cozy interior. Stone steps lead up to the entrance, surrounded by trees and natural foliage.
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

Guest favorite
A serene dock extends over a calm lake, featuring two lounge chairs positioned for relaxation. The surface of the water reflects soft morning light, while lush greenery frames the background, creating a tranquil environment perfect for unwinding.
Cottage in Bancroft
4.94 out of 5 average rating, 155 reviews

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace

The perfect romantic getaway or cozy hang with friends/family. From the Superhosts who brought you Jeffrey Lake Cabin comes "Coe Lake Cottage", a spacious, cozy feel with plenty of room to enjoy with family, friends or a stunning romantic getaway with a loved one. Easy year-round access, EV charging, lightning fast Starlink wifi, a beautiful hot tub, two fire pits, a hammock, an incredible deck for entertaining & more. This place has it all. @hilltophideawaysco on Insta

Guest favorite
The cozy cottage features a welcoming porch with white railings, surrounded by vibrant autumn foliage. The exterior showcases gray siding, with a prominent sign displaying 'Hudson.' A few pumpkins and decorative flowers are placed near the entrance, adding seasonal charm.
Cottage in Bracebridge
4.92 out of 5 average rating, 349 reviews

The Hudson - Riverside Cabin, Bracebridge

Nestled in the pines on the Muskoka River is this cozy one-bedroom cottage, ideal for a couple’s retreat. The Hudson offers the best of all worlds: it is relaxing, tranquil, and private, but you’re only a 10-minute drive from the Town of Bracebridge with unique shops, restaurants, groceries, and breweries, not to mention numerous tourist attractions. Marked trails are direct across the river. For more photos and information visit us on IG (at) thehudson.riversidecabin

Top guest favorite
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!

Guest favorite
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, 224 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 favorite
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 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, 252 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.

Popular amenities for Highlands East cottage rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$49,534 GYDG$50,575 GYDG$49,742 GYDG$48,910 GYDG$51,824 GYDG$54,737 GYDG$68,474 GYDG$68,266 GYDG$49,118 GYDG$48,077 GYDG$43,290 GYDG$53,072 GYD
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Quick stats about cottage rentals in Highlands East

  • Total vacation rentals

    Explore 140 vacation rentals in Highlands East

  • Nightly prices starting at

    Highlands East vacation rentals start at G$20,813 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,930 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

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 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!

Destinations to explore

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  5. Highlands East
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