Cottage holiday rentals in Highlands East

4.99 out of 5 average rating, 142 reviews

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+

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, sauna, 30 ft upper deck with glass rail lighting up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

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4.93 out of 5 average rating, 137 reviews

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

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!

LocationValueCleanliness

4.89 out of 5 average rating, 157 reviews

An aerial view of the cottage reveals its location along the lake's shore, surrounded by lush greenery. A private dock extends into the water, equipped with seating and boats. The two-story cottage features a large deck for outdoor gatherings, offering a peaceful, natural setting.

Cottage in Cardiff

Paradise on Paudash-Southern Exposure

Welcome To Our All Season Family Cottage On Paudash Lake! Our Home Boasts Southern Exposure For All-Day Sun, Private Dock & Beach, New Sauna, Fire Pit & Modern Renovations Throughout Interior! Entertain On The Deck With Sitting Area & Gas BBQ. You'll See Beautiful Sunsets, Fish, Swim, Canoe, Paddle Board & More! Private & Isolated But Only A 5 Min Drive To General Store & LCBO! Ample Parking & Boat Launch Next Door. Short Drive To Bancroft, Eagle’s Nest Lookout, Egan Chute Falls & Silent Lake.

FamilyValueWi-Fi

4.95 out of 5 average rating, 122 reviews

A charming lakefront cottage is surrounded by lush greenery, featuring a large deck with multiple seating areas. Stone steps lead to the patio and garden adorned with flowering plants. Large windows invite natural light into the space, presenting a welcoming outdoor atmosphere.

Cottage in Apsley

Chandos Lake Cottage

Luxury lakefront cottage. Shallow wade-in water near the shore and deep off the large 20x20ft dock. Custom stone steps will take you down to both the dock and the lake. Large outdoor dining options and many areas to sit and relax. Spacious chef's kitchen. Large indoor wood-burning fireplace, outdoor fire pit, and lots of water toys, including 2 kayaks, 1 canoe and a SUP board. There is also a trampoline for the kids! Fully maintained road makes this a perfect winter getaway location in winter!

ValueLocationPool

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.

4.92 out of 5 average rating, 198 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!

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Cottage in Hailburton, ON

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.

Lakefront Haliburton | Sauna | Woodstove | 3BR

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

FamilyValueBarbecue

4.96 out of 5 average rating, 222 reviews

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.

4.98 out of 5 average rating, 110 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!

ValueFamilyIndoor spaces

Cottage in Highland Grove

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.

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

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4.95 out of 5 average rating, 235 reviews

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.

4.98 out of 5 average rating, 158 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"

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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

Four-season cottage, on the Irondale River. Enjoy luxuries such as heated bathroom floors, soaker tub, modern kitchen, washer/dryer. The high ceilings and windows allow nature in. Step out to paradise, relax by the campfire, paddle or swim the river. Three bedrooms: King, queen, double, plus 2 Bean Bag chairs that convert into mattresses. Perfect for families or romantic getaways. Comfortably sleeps 6 guests. NEW- STARLINK INTERNET!!

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4.85 out of 5 average rating, 202 reviews

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.

4.97 out of 5 average rating, 228 reviews

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom

Welcome to 360 Peninsula Oasis 840 feet of private shoreline. 360° lake views from every room. No neighbours — just crown land, open water, and your group. This is the cottage people talk about for years. Nestled on a stunning peninsula on Koshlong Lake in the Haliburton area, this fully renovated 6-bedroom, 3.5-bathroom retreat sits on 3.5 private acres surrounded by crown land on all sides. Only 3 hours from the GTA.

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4.99 out of 5 average rating, 134 reviews

The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.

Cottage in Minden

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

Welcome to Kabin Tapoke – a signature retreat by Wild Kabin Co. A beautiful waterfront cottage located in Minden Hills, Ontario. The 4 bedroom, 2 bathroom cottage is positioned high in the trees and has incredible views of Moore Lake, situated on 1.13 acres and 255ft of shoreline. This gorgeous private forest setting, only 2 hours from the GTA is perfect for a family getaway! STR24-00016

LocationFamilyKitchen

Popular amenities for Highlands East cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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.

4.93 out of 5 average rating, 243 reviews

Stunning cottage with Hot Tub!

LocationFamilyNearby

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.

4.95 out of 5 average rating, 132 reviews

Lakefront cottage with hot tub and amazing porch

LocationFamilyLayout

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.

4.89 out of 5 average rating, 186 reviews

Driftwood Bay

LocationValueAmenities

4.94 out of 5 average rating, 275 reviews

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

Cottage in Consecon

Lakefront Cottage with Pool, Hot Tub & Sauna

ValueLocationHospitality

4.92 out of 5 average rating, 306 reviews

The property features a spacious lawn bordered by trees, with a rustic cottage visible in the background. A 500 sq ft dock extends into the lake, equipped with seating. A fire pit area is set up on the grassy shoreline, inviting relaxation and outdoor gatherings.

Cottage in Minden

Lakefront Cottage Getaway | Hot Tub · Dog Friendly

ValueLocationKitchen

A modern kitchen area features sleek cabinetry and a large stone island with multiple high-backed stools. Natural light fills the open space, highlighted by large windows that showcase the view of the waterfront. The design emphasizes clean lines and functionality.

4.99 out of 5 average rating, 101 reviews

4 Bed, 3 Bath, Stunning Bit of Paradise, Hot Tub

ValueLocationView

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.

4.96 out of 5 average rating, 279 reviews

Charming A Frame Waterfront Cottage

ValueLocationHiking

Superhost

A charming cottage features a covered porch with seating, set against a backdrop of trees. A gravel path leads to the entrance, framed by diverse flora. The peaceful lake is visible in the distance, beneath a colorful sunset sky.

Cottage in Bancroft

Ultimate Lakeview Retreat: Hot Tub, Paddle & Play

ValueLocationCondition

4.8 out of 5 average rating, 173 reviews

Pet-friendly cottage rentals

A lakefront cottage is nestled among lush greenery, featuring a spacious deck that overlooks the water. A private dock is seen, with two chairs positioned to enjoy the serene waterside setting. Steps lead from the cottage to the beach area, surrounded by trees.

4.82 out of 5 average rating, 330 reviews

Cozy Cottage on Cardiff Lake

FamilyValueGetting around

4.99 out of 5 average rating, 143 reviews

Cottage in Huntsville

Escape to Falconview, Huntsville-Muskoka

FamilyValueKitchen

The cottage is surrounded by lush greenery, showcasing a large grassy area. A fire pit is positioned on the lawn with stone seating. The cottage features a deck with sliding doors, providing access to the outdoor space, and a gravel driveway leading to the entrance.

4.98 out of 5 average rating, 165 reviews

Private Cottage Getaway on Chandos Lake

FamilyLocationTV

4.95 out of 5 average rating, 106 reviews

A spacious living area features a stone fireplace as the focal point, surrounded by modern furnishings. A large white sectional sofa is complemented by a wooden coffee table, while a flat-screen TV rests on a light wooden stand. Natural light floods in through expansive windows, enhancing the inviting atmosphere.

Cottage in Bancroft

Beautiful Large 5bed 4bath Lakehouse in Bancroft

ValueFamilyBathroom

4.93 out of 5 average rating, 175 reviews

Cottage in Gravenhurst

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

FamilyValueOutdoor spaces

A sandy beach area meets the calm water of the lake, bordered by smooth rocks and lush greenery. A dock is visible in the distance, extending into the water, creating a serene setting for relaxation and recreation.

4.92 out of 5 average rating, 163 reviews

Serenity Now!

FamilyLocationSleep quality

Cottage in Algonquin Highlands

Lakefront Sunset Retreat | 4BR, 3BA, Fast Wi-Fi

LocationFamilyBeach

4.95 out of 5 average rating, 109 reviews

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.

4.96 out of 5 average rating, 109 reviews

Cheerful 3 bedroom cottage with fireplace.

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Private cottage rentals

4.93 out of 5 average rating, 160 reviews

An outdoor deck features red chairs arranged around a propane fire pit table, surrounded by trees. In the background, a calm lake reflects the greenery while a floating dock extends into the water, providing a scenic spot for relaxation.

Cottage in Dorset

Beautiful Waterfront Cottage on Kennisis Lake

FamilyValueHospitality

Four blue tanning loungers are arranged on a sandy beach, each equipped with a rolled towel. A glass bottle and a set of glasses rest on a small wooden stump between the loungers, providing a inviting spot for relaxation.

4.96 out of 5 average rating, 46 reviews

Private Peninsula Paudash Lake

FamilyLocationLaundry

4.96 out of 5 average rating, 27 reviews

Raven’s Den Cottage in Haliburton

LocationFamilyCondition

The exterior of the cottage is set against a backdrop of lush greenery, overlooking Contau Lake. A wooden deck extends towards the water, with bright blue chairs arranged on the lawn. Natural stone and landscaping blend seamlessly into the environment.

4.9 out of 5 average rating, 49 reviews

Lake front Cottage/ Hot tub, Sauna, Arcade

FamilyValueLaundry

A serene view across Lake Lorraine is captured, showcasing calm, reflective water surrounded by trees adorned with autumn foliage. The gentle ripples on the surface are visible, while a distant shoreline features a mix of greenery and structures, blending harmoniously with the landscape.

4.94 out of 5 average rating, 87 reviews

A Tory Lake Treasure in Haliburton County

ValueFamilyHospitality

4.94 out of 5 average rating, 79 reviews

Yogi's Lakefront Cabin

FamilyLocationCondition

4.86 out of 5 average rating, 73 reviews

The Edge of Esson Lake aka 'The Edge'

ValueFamilyAccuracy

A firepit area is surrounded by several dark wooden chairs, creating an inviting setting for gatherings. The tranquil lake reflects a vibrant sunset sky, showcasing hues of orange and purple. Trees frame the scene, enhancing the natural ambiance.