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House holiday rentals in 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 $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Highlands East holiday 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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Guest favourite
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

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!

ValueFamilyComfort

4.82 out of 5 average rating, 318 reviews
Top Guest favourite
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

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

FamilyValueView

4.97 out of 5 average rating, 158 reviews
Guest favourite
A spacious living room features large windows offering views of colorful foliage. A cozy fireplace is located on one side, with soft seating arranged comfortably around a central coffee table. Light wood flooring enhances the airy atmosphere.
Home in Bracebridge

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Beautiful brand new home boasting 6 bedrooms and 5 bathrooms right in the heart of Bracebridge along the Muskoka river. Enjoy the water on the private dock, fish, go for a paddle, or swim over to the sandy beach across the river. Short walk to Wilson’s falls hiking trail and waterfall. Short bike ride/drive to downtown to explore the shops and local life. Close to Santa’s village, excellent restaurants, cute shops, brewery’s and much more. The home sleeps 12 comfortably.

LocationFamilyHospitality

4.91 out of 5 average rating, 149 reviews
Top Guest favourite
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

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.

LocationFamilyHot tub

4.98 out of 5 average rating, 102 reviews
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.

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.

ValueLocationTV

4.97 out of 5 average rating, 190 reviews
Top Guest favourite
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

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.

FamilyLocationOutdoor spaces

4.97 out of 5 average rating, 344 reviews
Top Guest favourite
The lakeside retreat is showcased, featuring a two-story structure with a spacious upper deck and large glass doors. Lush greenery lines the property, while a wooden dock extends towards the water. The inviting facade is complemented by a gabled roof and a chimney.
Home in Prince Edward county

The West Lake House

This luxurious 5 bedroom lakeside retreat is the perfect spot for family and friends to enjoy all that Wellington has to offer. This home on main street is only a short walk to shops and restaurants in downtown Wellington. We are a twenty minute drive from the sandbanks provincial park and provide two vehicle passes for quick access through your stay. You can also drive or cycle to the 26 wineries in our immediate area.

ValueLocationIndoor spaces

4.99 out of 5 average rating, 279 reviews
Guest favourite
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

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.

FamilyLocationHiking

4.97 out of 5 average rating, 311 reviews
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

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

ValueLocationCondition

4.97 out of 5 average rating, 146 reviews
Top Guest favourite
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

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*

LocationValueNearby

4.95 out of 5 average rating, 136 reviews
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

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.

ValueLocationLong stay

4.98 out of 5 average rating, 442 reviews
Guest favourite
A modern cottage is nestled among lush greenery, featuring a spacious deck that extends over the landscape. The two-level structure is highlighted by large windows and outdoor seating areas, providing views of nature from various vantage points.
Home in Algonquin Highlands

The Panorama: Peaceful 4 Bedroom, 2 Bath Cottage

This unique modern cottage experience is on the shores of Boshkung Lake. One of the most stunning views where you can spend your holiday break. Now available for your Spring/Summer Vacation in Cottage Country; with a lot of places nearby that will never leave you hungry. Two Levels of luxury, ideal for relaxing or entertaining; it will show you how life in the city can be so draining.

ValueLocationWalkability

4.89 out of 5 average rating, 103 reviews

Popular amenities for Highlands East house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.
Home in Prince Edward

The Old Stone Farmhouse with Hot Tub & Heated Pool

ValueFamilyHeating

4.96 out of 5 average rating, 225 reviews
Top Guest favourite
A bright and inviting living area features a yellow accent chair paired with a patterned throw pillow. A round area rug anchors the space, while a wooden side table and a glass-front cabinet add warmth. A large artwork adorns the wall opposite a dining area.
Home in Prince Edward

Design-Forward Luxury Retreat w/ Pool + Hot Tub

ValueLocationTV

4.95 out of 5 average rating, 107 reviews
Superhost
The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.
Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

LocationValueQuiet

4.89 out of 5 average rating, 140 reviews
Top Guest favourite
A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.
Home in Port Perry

Home away from home with a hot tub and pool

LocationFamilyPets

4.94 out of 5 average rating, 247 reviews
Guest favourite
Home in Prince Edward

Dragonfield House: a beautiful stay in central PEC

FamilyLocationQuiet

4.94 out of 5 average rating, 207 reviews
Superhost
A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.
Home in Elmvale

Ski, Swim, Soak, Boat & Golf

FamilyLocationComfort

4.85 out of 5 average rating, 110 reviews
Guest favourite
The exterior of a spacious home is showcased, featuring a well-maintained lawn and a gravel driveway. Large windows provide natural light, and the above-ground pool is visible nearby, surrounded by greenery. A sunset sky adds a warm ambiance to the setting.
Home in Prince Edward

Welcome to The Fairview! Arcade, Hot tub, and Pool

FamilyValueHeating

4.87 out of 5 average rating, 104 reviews
Guest favourite
The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.
Home in Uxbridge

The Ridge Roost - Uxbridge Township

ValueLocationQuiet

4.86 out of 5 average rating, 102 reviews

Weekly house rentals

Superhost
The exterior of the villa is captured, showcasing a spacious driveway lined with several parked vehicles. A well-maintained garden features vibrant flower beds and neatly trimmed shrubs. The building's elegant stone façade is complemented by large front windows, with trees visible in the background.
Home in Kawartha Lakes

Luxurious Waterfront Vacation Villa Kolenchery.

FamilyValueAccuracy

4.83 out of 5 average rating, 222 reviews
Top Guest favourite
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

Haliburton Cottage on Outlet Bay

ValueFamilyWalkability

4.93 out of 5 average rating, 46 reviews
Top Guest favourite
Home in Dysart et al

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

LocationFamilyNearby

5.0 out of 5 average rating, 67 reviews
Guest favourite
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

Lakeside getaway with hot tub

LocationFamilyHot tub

4.95 out of 5 average rating, 93 reviews
Guest favourite
A contemporary two-story house is positioned amongst tall trees, featuring large windows that reflect the soft evening light. In the foreground, a fire pit surrounded by multiple Adirondack chairs provides a cozy outdoor gathering space. The natural landscape adds a serene touch to the setting.
Home in Dysart et al

Luxury Lakefront Retreat | Haliburton

FamilyLocationCheck-in

5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Dysart et al

Designer A-Frame | Percy Lake + Cube Sauna

LocationFamilyComfort

4.9 out of 5 average rating, 20 reviews
Top Guest favourite
Home in Dysart et al

Lakefront Cottage | 5-Lake Chain | 4 Bed, 3 Bath

FamilyLocationKitchen

5.0 out of 5 average rating, 17 reviews
Top Guest favourite
A serene view reveals lush green grass leading to a tranquil lake. Adorned with trees and shrubs, the property features a small bunkie and a landscaped garden area, with a rainbow visible in the sky above the distant hills.
Home in Haliburton

Haven’s Willow Waterfront Home *New hot tub&Sauna*

FamilyLocationAmenities

5.0 out of 5 average rating, 53 reviews

Private house rentals

Top Guest favourite
The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.
Home in Kawartha Lakes

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

FamilyLocationBeach

4.96 out of 5 average rating, 51 reviews
Superhost
Home in North Kawartha

Waterfront cottage on Eels Lake

FamilyLocationAmenities

5.0 out of 5 average rating, 6 reviews
Guest favourite
The exterior of the property is softly illuminated by string lights, creating a warm ambiance. A spacious patio is visible, featuring seating arrangements made of natural wood. The inviting entrance to the house is framed by lush greenery, enhancing the serene setting.
Home in Tory Hill

Our Happy Place: STR25-00043 (Hottub and Trail)

FamilyLocationAir conditioning

4.96 out of 5 average rating, 49 reviews
Guest favourite
Home in Wollaston

Secluded Ontario Lakehouse | Starlink+Night Skies

LocationFamilyAccess

4.94 out of 5 average rating, 54 reviews
Guest favourite
Home in MacTier

Lakeside Retreat with Waterfront and Sauna

LocationFamilySleep quality

4.98 out of 5 average rating, 49 reviews
Guest favourite
An outdoor living space features exposed wooden beams and string lights overhead. Comfortable seating is arranged around a central table, with lush greenery visible through large mesh screens. A scenic view of Horseshoe Lake is seen in the background.
Home in Minden

Willow’s Way

FamilyLocationAccess

4.94 out of 5 average rating, 34 reviews
Guest favourite
A contemporary cottage exterior is surrounded by lush greenery and decorative stone landscaping. Large glass windows provide ample natural light, while an expansive deck offers access to the outdoors. Potted plants add colorful accents near the stone steps leading up to the entrance.
Home in Haliburton

4 Season Lake Front Cottage

ValueFamilyBathroom

4.93 out of 5 average rating, 97 reviews
Top Guest favourite
A warm wooden exterior of the cottage is complemented by large windows. A spacious wooden deck is equipped with a dining table and chairs, surrounded by greenery. Sunlight filters through the trees, creating a peaceful atmosphere.
Home in Baysville

Lily's Lake House - Luxury Muskoka Cottage

LocationValueSleep quality

4.95 out of 5 average rating, 94 reviews

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$286 AUD$286 AUD$254 AUD$251 AUD$318 AUD$335 AUD$443 AUD$441 AUD$370 AUD$349 AUD$248 AUD$311 AUD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore