House holiday rentals in Highlands East

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!

Stunning Lakefront Retreat: Sauna, Hot Tub, EV Chg

This lakefront home is perfect for your work retreat or family getaway, any time of year. Beautifully decorated and fully furnished, it offers everything you need for a productive yet relaxing stay. Host team sessions with inspiring lake views, recharge in the saltwater hot tub or wood-fired sauna, and unwind on the 400 SF dock. Whether for brainstorming, bonding, or relaxation, this serene retreat blends nature, comfort, and focus seamlessly. Create lasting memories by the lake.

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub

Welcome to Trillium Landing with no guests chores! No need to take garbage home 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.

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.

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! 🌲

4 Season Lake Front Cottage

Beautiful cottage on Lake Kashagawigamog. Lakefront executive home on a private, flat property with sandy beach. Huge 1,000 sf deck, 6 hole putting green. Deck by the beach with roof, bar, fridge, outdoor speakers. Long dock with swim ladder. Fire pit area, volleyball/badminton area, horse shoes. Use of non motorized boats. 4 full bedrooms: 3Queens, 2 sets of bunk beds (doubles below and singles above), and a loft. Large kitchen and family room.

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.

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.

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.

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.

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

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*