House holiday rentals in Highlands East

Gorgeous Lakefront All-Season Home

Location! Location! Premium Lakefront House. LGBTQ friendly. A perfect all-season retreat 10 minutes north of Bancroft. Modern, comfy and spacious house on Redmond Bay of Baptiste Lake. 3 bedrooms + 2.5 bathrooms, 2 stories. 2 wood burning stoves. Each season is unique & fabulous! Great for paddling summer & fall. Winter is spectacular! Snowshoe or ski on the frozen lake at your door. Watch the sunset from the house or fire pit. Privacy and tranquility are key features of this 3-acre property.

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.

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

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.

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!

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 creamers 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.

Gorgeous Pigeon Lake 4 season cottage

Very clean bright, newly renovated 3 BR cottage on Pigeon Lake, situated in Gannons Narrows, 90 min from TO. Very private and large, level grassy lot, great for kids.Great beds, premium kitchen, gas fireplace, paddle boat, canoe, large dock with boat ramp next door at the marina, wading for kids. Swimming, fishing, biking, hiking, 8 golf courses, fire pit with amazing sunsets, available for Christmas, New Year's & summer holidays. July- Aug there is a 7 night min stay, Fri to Fri.

Kennisis Lake Luxury | Private Beach & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private sandy beach with rare shallow entry—perfect for families. 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: 2 kayaks, pedal boat, 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! 🌲

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.

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.

Muskoka River Cabin

Unique, A Frame, Custom built on three acres in the Heart of Muskoka. Enjoy your own dock on a quiet section of the Muskoka River. It's a perfect place to escape the city, enjoy some peace, reconnect with yourself and the ones you love. Breathe in some fresh air, enjoy the sounds of nature and do some star gazing right from the front deck. *Please note-all guests must have a minimum of two reviews to book*

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

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.