House vacation rentals in Highlands East

Find and book unique houses on Airbnb

Quick stats about house rentals in Highlands East

  • Total vacation rentals

    Explore 50 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 1,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!

Top-rated house rentals in Highlands East

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

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Top guest favorite
Home in Dysart et al
5.0 out of 5 average rating, 68 reviews

NEW Aframe w/ sauna, outdoor shower & 2km to town

Escape to Mountain St. A-Frame, tucked away in the woods just 2km from Main St. Spend your days exploring lakes, trails, and local shops, then return home to slow down. Unwind in the sauna, rinse off under the private outdoor shower, curl up in the loft swing or gather around the fire pit. Designed for families, couples, and friends, it’s a place to step away from the everyday & reconnect with the people you love. Comfortably accommodates 4 guests, with space for up to 6 for an additional fee.

Guest favorite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia
4.82 out of 5 average rating, 318 reviews

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

Top guest favorite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.97 out of 5 average rating, 159 reviews

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favorite
The exterior view showcases a two-level cottage nestled among trees. A spacious wooden deck is emphasized, featuring a large dining table and comfortable seating. A staircase leads from the deck to the yard, where a landscaped area invites relaxation and connection with nature.
Home in Wilberforce
4.95 out of 5 average rating, 93 reviews

Lakeside getaway with hot tub

Only 10 minutes from groomed snowmobile trails - bask in the beauty of Highlands East at our newly-renovated lakefront cottage. We have lovingly transformed this picturesque cottage into a year-round sanctuary, complete with a luxurious six-person hot tub overlooking the tranquil waters of Esson Lake. Whether you're here to have fun in the snow in a winter wonderland or soak up the summer sun, our 3-bedroom, 1.5-bathroom haven ticks all the boxes for an idyllic getaway.

Top guest favorite
A modern cottage is nestled among lush green trees, with a spacious deck extending from the structure. Outdoor seating and a dining area are visible, providing ample space for relaxation and meals. Floor-to-ceiling windows enhance the connection with nature.
Home in Haliburton
4.93 out of 5 average rating, 46 reviews

Haliburton Cottage on Outlet Bay

Newly built four season cottage, privately perched on a hilltop in Outlet Bay on Drag Lake, surrounded by towering trees and designed with floor to ceiling windows - this cottage offers the perfect blend of comfort and tranquility. The cottage overlooks the bay and although immersed in nature, Haliburton Village is a mere ten minutes away, boasting restaurants, local shops and scenic hiking trails. Within minutes of golf courses & Sir Sam's Ski / Ride.

Top guest favorite
The exterior of the cottage is presented, featuring a large deck with ample outdoor seating. Below, a fire pit area surrounded by red chairs is visible, along with stone pathways leading through the lush greenery. Large windows reflect the natural surroundings.
Home in Barry's Bay
4.98 out of 5 average rating, 102 reviews

LUX Lakefront: 6 Bedrooms, 12 Guests, w/Hot Tub

Enjoy our cottage on Halfway (Long) Lake, complete with a private beach and fantastic outdoor amenities. Families can reconnect and create new memories at this 4-season property, boasting spacious 6 bedrooms that can accommodate up to 12 people. Guests can take advantage of complimentary kayaks, a paddleboard, and a pedal boat while swimming off the dock in the pristine lake. Fast Starlink internet (up to 150 mbps) and a dedicated work area.

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 Monteagle, Ontario.
4.97 out of 5 average rating, 190 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
An outdoor seating area features several dark wooden Adirondack chairs arranged in a circle around a stone fire pit. Soft glow from string lights adds warmth to the scene, while the modern cottage is visible in the background, nestled among tall trees.
Home in Huntsville
4.97 out of 5 average rating, 345 reviews

Wolegib Muskoka | Private Nordic Spa + Beach

Welcome to our private, modern Scandinavian-style cottage on 3 acres with conservation land across the water for ultimate privacy and tranquility. Floor-to-ceiling windows fill the space with natural light and showcase stunning views of the Muskoka River. Enjoy your private Nordic spa with a sauna, hot tub, and cold plunge. Just 40 steps from the front door, a private beach and dock offer calm, clear water perfect for swimming.

Guest favorite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward County
4.96 out of 5 average rating, 312 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

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
4.97 out of 5 average rating, 146 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-26-00031

Top guest favorite
The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.
Home in Bracebridge
4.95 out of 5 average rating, 136 reviews

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Escape to a private, custom-built A-Frame on 3 acres in the heart of Muskoka—complete with your own dock on a quiet stretch of the Muskoka River. Unwind in the hot tub, paddle the river, or relax by the fire under the stars. ★ Guest favourite with 4.9★ rating ★ One of the few stays in the area with a private hot tub + river access *Please note-all guests must have a minimum of two reviews to book*

Top guest favorite
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, 442 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.

Popular amenities for Highlands East house rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,817 GYDG$42,817 GYDG$38,013 GYDG$37,596 GYDG$47,621 GYDG$50,127 GYDG$66,419 GYDG$66,001 GYDG$55,349 GYDG$52,216 GYDG$37,178 GYDG$46,577 GYD
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