House vacation rentals in Highlands East

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Top-rated house rentals in Highlands East

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Top guest favorite
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, 202 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 favorite
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, 114 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 milk/cream 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 favorite
An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.
Home in Bobcaygeon
4.89 out of 5 average rating, 202 reviews

52 Acre Luxury Cabin - Hike, Sled, Quad & Hot Tub

Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon

Top guest favorite
An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.
Home in Gravenhurst
4.98 out of 5 average rating, 196 reviews

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

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Home in Dysart and Others
4.88 out of 5 average rating, 173 reviews

Gem on Kennisis Lake - Waterfront

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline/beach great for swimming. Has all amenities you will need and is only 25 minutes from Haliburton Town. Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pit, Kayaks, Sleds (winter), Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included in this spacious and serene space.

Top guest favorite
Home in Bracebridge
4.94 out of 5 average rating, 421 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Top guest favorite
Home in Huntsville
4.97 out of 5 average rating, 316 reviews

Wolegib Muskoka | Hot Tub | Beach | Swimming

Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

Top guest favorite
Home in Trent Lakes
4.97 out of 5 average rating, 121 reviews

Luxury Waterfront Cottage with Sauna & Hot Tub

Welcome to Trillium Landing with no guests chores! No need to take garbage 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 favorite
A cozy cottage exterior is presented with a green metal roof and white siding. A spacious porch with wooden decking features a small table and chairs. Lush greenery surrounds the entrance, with planters filled with vibrant plants enhancing the welcoming facade.
Home in Havelock
4.97 out of 5 average rating, 102 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 favorite
A comfortable living space features a sectional gray sofa with teal accent pillows. A round coffee table sits centrally on a textured area rug. Natural light filters through large windows, illuminating the room's wooden beams and brick accent wall.
Home in Huntsville
4.96 out of 5 average rating, 110 reviews

This House Is For The Birds!

Enjoy a night away in your own little nest! This unique one bedroom home has all the comforts in a small package that's both stylish and tranquil. Featuring a queen size bed, full kitchen, and beautifully gardened backyard with flagstone patio, barbecue and fire table, you will fall in love with the charm of this little slice of Huntsville! Breakfast foods, including eggs, bagels, cereal and other goodies are stocked for your convenience.

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 MONT
4.95 out of 5 average rating, 122 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 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
4.98 out of 5 average rating, 102 reviews

HyggeHaus—sleek snuggly secluded ski-in/out 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

Popular amenities for Highlands East house rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,868 GYDG$29,450 GYDG$30,912 GYDG$34,463 GYDG$37,387 GYDG$52,217 GYDG$66,420 GYDG$66,002 GYDG$55,350 GYDG$37,596 GYDG$33,628 GYDG$29,868 GYD
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Quick stats about house rentals in Highlands East

  • Total vacation rentals

    Explore 40 vacation rentals in Highlands East

  • Nightly prices starting at

    Highlands East vacation rentals start at G$12,532 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!

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