House holiday rentals in Highlands East

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Top-rated house rentals in Highlands East

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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.

Guest favourite
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
4.88 out of 5 average rating, 221 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 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
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, 205 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!

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
A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 298 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

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 Huntsville
4.97 out of 5 average rating, 320 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 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, 114 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.

Popular amenities for house rentals in Highlands East

When is the best time to visit Highlands East?

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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!

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