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House holiday rentals in Highlands East

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Top-rated house rentals in Highlands East

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

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Guest favourite
Home in Gravenhurst
4.94 out of 5 average rating, 156 reviews

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Top guest favourite
An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.
Home in HUNT
4.98 out of 5 average rating, 215 reviews

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 167 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite
A spacious guest suite features a cozy seating area with a sectional sofa and a decorative rug. A large queen bed is positioned against the wall, accompanied by modern window treatments. A small table and chair add functionality, while recessed lighting brightens the room.
Home in Bancroft
4.95 out of 5 average rating, 123 reviews

2nd Floor Guest Suite

2nd floor guest suite located only 5 minutes to downtown Bancroft. This large suite has a queen bed, queen pull out sofa bed, mini fridge with freezer, microwave, smart tv, keurig machine (tea, coffee, sweeteners and creamers provided) and spacious bathroom with walk in shower. Please note that a full flight of stairs must be climbed to access this unit once inside the door. Please also note there is no kitchen in this suite, cooking appliances & candles are prohibited due to fire risk.

Guest favourite
Home in Dysart and Others
4.88 out of 5 average rating, 187 reviews

Kennisis Lake Luxury | Private Beach & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private sandy beach with rare shallow entry—perfect for families. Unwind in the premium 7x7’ hot tub under the stars. ✨ The designer interior features a chef's kitchen w/ dishwasher, AC, full laundry, and High-Speed Wi-Fi—perfect for remote work. 🚣 Included: 2 kayaks, pedal boat, Gas BBQ, and lakeside fire pit. Easy year-round access on paved roads. A high-end retreat for families/couples. Book your 2026 summer getaway now! 🌲

Top guest favourite
Home in Trent Lakes
4.97 out of 5 average rating, 129 reviews

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub

Welcome to Trillium Landing with no guests chores! No need to take garbage home or complete a million chores. Simply enjoy yourself! Have your family/friends escape to our exquisite retreat only 2 hours away from Toronto. Immerse yourself in serenity at our luxurious 5000 sqft, 6 bedroom, 3 full bathroom property, where modern comfort meets natural beauty. Featuring a sauna/hot tub on the water's edge to take in breathtaking views, this is the definition of relaxation.

Top guest favourite
Home in Havelock
4.97 out of 5 average rating, 104 reviews

Little White House- Rustic modern getaway and spa!

Escape to this cozy retreat in Blairton, perfect for up to 6 guests. The main house blends modern and vintage style with a full kitchen, plant-filled living space, and newly renovated bathroom with luxurious heated floor. A detached bunkie offers extra privacy. Outdoors, enjoy a hot tub, large porch, and fire pit in a peaceful backyard. Ideal for relaxing or exploring the area, this charming haven combines comfort and nature for a memorable stay.

Top guest favourite
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.
4.96 out of 5 average rating, 137 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 113 reviews

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-25-00010

Top guest favourite
A well-appointed bedroom features a wooden bed adorned with a colorful patchwork quilt. A decorative row of vintage paddles is positioned above the bed. A bedside table with a lamp provides soft lighting, and a chair complements the inviting layout.
Home in Wilberforce
4.98 out of 5 average rating, 433 reviews

40 Winks Guest House STR24-00002

In the Haliburton Highlands, in the heart of the hamlet of Wilberforce, 40 Winks Guest House is inviting, comfortable and fully equipped. Come, experience Highlands Hospitality. The air is clean and the lakes pristine. Explore, Hike, Bike, Geocache, Rockhound and more. Or simply bring a book and curl up in the hammock until campfire time. Come, be our guest, the entire house is all yours.

Superhost
A spacious wooden deck extends over the water, featuring two black Adirondack chairs positioned to overlook the lake. The calm surface of the water reflects the surrounding trees under a cloudy sky.
Home in North Kawartha
4.88 out of 5 average rating, 269 reviews

Modern Waterfront Cottage Stoney Lake

Gorgeous and modern waterfront Lakehouse. Two bedrooms, luxury bunkie ( available in warmer weather in winter months we sleep 4 ), two bathrooms and screened in porch. Private dock and deck, canoe & paddle boards available. Fire pit with 180 degree unobstructed water views * on the opposite side of the fence is used for parking for islander cottagers with boat launch.

Superhost
A welcoming living space features a warm wooden ceiling and large glass windows, inviting natural light. A modern fireplace offers warmth, while sleek furniture, including a leather sofa and wooden chairs, creates a cozy atmosphere. A circular coffee table is placed at the center.
Home in Kawartha Lakes
4.95 out of 5 average rating, 241 reviews

nortehaus - Nordic and Japanese inspired escape

Nestled above the ground, surrounded by river and trees, nortehaus was designed as a getaway and grounding space, away, but not too far from the city. Drawing from Nordic and Japanese influences, nortehaus honours simplicity, good company, sustainability, and all things hygge.

Popular amenities for house rentals in Highlands East

When is the best time to visit Highlands East?

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Avg. price£107£105£110£123£133£186£237£235£197£186£133£166
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Quick stats about house rentals in Highlands East

  • Total holiday rentals

    Explore 50 holiday rentals in Highlands East

  • Nightly prices starting at

    Highlands East holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 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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