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$12,535 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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Guest favorite
Home in Huntsville
4.96 out of 5 average rating, 136 reviews

Luxury Muskoka Retreat Hot Tub Firepit • Sleeps 10

Wake up surrounded by towering pines and fresh Muskoka air at Mystic Woods Muskoka, a luxury 5-bedroom chalet in Huntsville, Ontario, Canada. Spend your days paddleboarding on Fairy Lake, golfing nearby championship courses, hiking Arrowhead Provincial Park, or exploring Algonquin before returning home to soak in your private 8-person hot tub beneath the stars. Perfect for families, couples, groups, retreats, and digital nomads seeking the ultimate Muskoka escape. ✨ Book your stay today!

LocationFamilyView

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, 317 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!

LocationFamilyCheckout

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, 158 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

FamilyLocationDecor

Guest favorite
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
4.91 out of 5 average rating, 149 reviews

River Luxe 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.

ValueFamilyGrill

Guest favorite
Home in Dysart et al
4.88 out of 5 average rating, 217 reviews

Kennisis Lake Luxury | Lakefront Retreat & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private water front with rare shallow entry. 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: 3 kayaks, 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! 🌲

LocationValueAccess

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, 101 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.

LocationFamilyView

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, 188 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.

LocationValueView

Top guest favorite
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
4.99 out of 5 average rating, 278 reviews

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.

LocationValueOutdoor spaces

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
4.97 out of 5 average rating, 310 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.

LocationFamilyHospitality

Superhost
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, 144 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

FamilyLocationAir conditioning

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*

FamilyLocationHot tub

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.

ValueFamilyBeach

Popular amenities for Highlands East house rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,827 GYDG$42,827 GYDG$38,022 GYDG$37,604 GYDG$47,632 GYDG$50,139 GYDG$66,434 GYDG$66,016 GYDG$55,361 GYDG$52,228 GYDG$37,186 GYDG$46,587 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C