
House holiday rentals in Highlands East
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Top-rated house rentals in Highlands East
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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.

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.

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

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.

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!

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.

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.

Rent-n-Relax - Lovers Oasis
Welcome to your Riverside Oasis 🌿 A peaceful riverfront retreat with 900+ ft of York River frontage and 2 private acres. Bright, cozy, and full of light, the home features an open-concept design, wood-burning fireplace, queen & double beds, a stylish bath, and a well-equipped kitchen. Step outside to quiet nature or hop on snowmobile trails right from the property. A perfect place to rest, play, and reconnect. LGBTQ+ friendly & welcoming to all.

Roslin Hall
Roslin Hall is the ideal country retreat offering quiet and solitude in a pastoral setting. By night sit out back and be mesmerized by the clear starry nights and by day take a drive to PEC wine country. Or just relax and unwind in front of the gas fireplace while prepping a meal in the gourmet kitchen. Please tell us about your group when you request to book. Please note there is a camera above the front door for security purposes.

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.

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.

nortehaus - Nordic and Japanese inspired escape
Nestled above the ground, surrounded by river and trees, nortehaus was designed as a getaway and grounding space, away, but not too far from the city. Drawing from Nordic and Japanese influences, nortehaus honours simplicity, good company, sustainability, and all things hygge.
Popular amenities for Highlands East house rentals
House rentals with a pool

King Bed, Pool, Gym, Ravine View, Your Getaway!

Stone House Manor

Luxury Family Home Indoor Pool Hot Tub Lake Access

Luxury Resort Villa on Muskoka Bay Golf Course

Comfort, Luxury and Relaxation

The CHIC Tower @Friday Harbour Resort

Blue Haven *Saltwater, Indoor Pool & Hot tub*

Sauna*King Bed*Fireplace*SmartTV
Weekly house rentals

Escape to Tranquility at Whispering Woods Cottage

HyggeHaus—sleek snuggly secluded ski-in/out cabin

Lakeside getaway with hot tub

New All Season Luxury Waterfront Cottage

Lily's Lake House - Luxury Muskoka Cottage

Lakeside Retreat: A Nature Lover’s Escape

NEW A-frame with sauna, fire pit & close to town

Booking Fall, Winter, Spring. the winter beach!
Private house rentals

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Luxury Meets Nature at WoodLake - Starlink WiFi

Modern 4BR Lakefront Escape w/King Beds & Hot Tub

Snowshoe Lake Retreat

Little Rocky Ridge | Forest Hilltop Escape

Peaceful and private retreat getaway Huntsville

The Rivers Lakehouse on Baptiste Lake

Baptist Lake Cottage
Quick stats about house rentals in Highlands East
Total rentals
40 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Niagara Falls Holiday rentals
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- Grand River Holiday rentals
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- Northeast Ohio Holiday rentals
- Laurentides Holiday rentals
- Family-friendly rentals Highlands East
- Rentals with a fire pit Highlands East
- Rentals with a hot tub Highlands East
- Rentals with a patio Highlands East
- Beachfront rentals Highlands East
- Cottage rentals Highlands East
- Rentals with lake access Highlands East
- Fitness-friendly rentals Highlands East
- Cabin rentals Highlands East
- Pet-friendly rentals Highlands East
- Waterfront rentals Highlands East
- Rentals with a washing machine and dryer Highlands East
- Rentals with outdoor seating Highlands East
- Rentals with beach access Highlands East
- Rentals with a kayak Highlands East
- Rentals with a fireplace Highlands East
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