Family-friendly vacation rentals in Highlands East

Cozy Aframe Waterfront Cottage

Lakefront - Aframe - Pet Friendly - 2 bedroom, 4 beds - best fishing spot on the lake! Escape to the picturesque winter wonderland of Haliburton and experience the magic of the season in our charming A-Frame cottage. The Lazy Bear Lodge is nestled amidst snow-covered landscapes and is the perfect getaway for those seeking tranquility and adventure. !! IMPORTANT !! 4 wheel drive needed in the winter! The area is hilly and the driveway is sloped. Cottage heated by a wood stove - wood provided.

Kabin Paudash Lake

Our Kabin is a newly renovated, all-season, boutique 4 bedroom cottage (approx. 1,500 sq ft) with many details and features that we are excited to share with you. Located at the water's edge, the Kabin has beautiful south-eastern exposure, overlooking Lake Paudash. Water can be accessed by the gently sloping sandy beachfront or from our brand new dock. Just over 2 hours away from Toronto, but the scenic Hwy 28 makes the time fly by. We just LOVE our place and are certain that you will too!

Peace and Tranquility - Waterfront Cottage

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline great for swimming. Has all amenities you will need and is about 15 minutes south of Haliburton. Cottage has Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pits, Kayaks, Sleds (winter),Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included. STR License: STR25-00047

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a riverside horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

Charming A Frame Waterfront Cottage

Kennedy Cottage is a charming Canadian A Frame cottage nestled on the peaceful shoreline of beautiful South Portage Lake in Haliburton, Ontario. Designed with floor to ceiling windows, you will take in the wonderful views and sunshine from anywhere on the property. Our fireplace will be sure to keep you warm and cozy on those cooler nights or choose to a fire outdoors and relax under the stars. For those who need to work, Bell Fiber Optics will make it easy.

Retreat style cottage + wood fired sauna

A private lakeside retreat with all-day sun and sunsets, featuring the main cabin, wood sauna, kayaks and rowboat, private shoreline and docks. Unlimited WIFI, a fully equipped kitchen, two fire pits, docks, excellent swimming (clean and weed free) on a private forested property. It is 15 minutes to Haliburton with many stores. Bedding and towels are an additional fee of 30.00 per bed. Please inquire. Long weekends are 3 days/nights minimum.

The Cabin on the Hill

Tucked away on a scenic hilltop, this cozy log cabin blends rustic warmth with modern comfort. Stylish interiors create the perfect retreat for couples or small families. Wake up to stunning woodland views, enjoy your morning coffee, and unwind by the fire after a day of adventure. Whether hiking, exploring the nearby lake, or simply relaxing, this cabin is a year-round haven. Book your escape and experience the magic of every season!

Brand New A-Frame in Haliburton

Embrace the quiet of the woods and the charm of an A-frame cabin. Turn off the outside world and enjoy the beauty every season has to offer in this cozy cabin. Spend your days exploring trails winding through 50 acres of private woodland and your nights cozied up around an outdoor fire. Close to local shops and restaurants in Haliburton Village (10 min drive). Ideal for a couple retreat or a family escape. STR-24-00027

The Nest on Irondale River in Geocaching Capital

The Nest is a one room cabin with a screened in porch. There is a queen bed with sheets, queen pillows and comforter. Relax by the river or take out a kayak and paddle upstream to the rapids. After a BBQ dinner, enjoy smores at the large campfire pit. Meander the trails throughout the property and just be. Everything is here for a simple but soul restoring getaway. There is no shower and the toilet is in an outhouse.

Studio Apartment at Wildwood Farm

Studio Apartment - a spacious bed-sitting room with lots of character - rustic wood walls, casual furnishings, original art. 1870 farmhouse - 300 acres of peaceful woodland trails and wildlife. 5 minutes to Haliburton Village, 10 minutes to the Sculpture Forest, Haliburton School of Art+Design. We are close to adventure: 20 km to Sir Sam's Ski & Ride (mountain biking) and 34 km to Haliburton Forest and Wolf Centre.

Cozy & Modern Cabin Experience For 2 (With Sauna)

A Scandinavian inspired cabin retreat that encourages relaxation and rekindled connection. A place for you to set aside life's to-do’s and experience conscious and purposeful living. Peacefully situated on 2 acres of mature red and white pines, the expansive windows create an airy, light filled space where you feel immersed in the nature around you.

The Bunkie of the Highlands

family-owned bunkie on 36 acres-cozy sleeps two adults, four kids, wood stove, outdoor gas BBQ, fire pit, solar lights, short walk to outhouse. a short Stoll away, Our yurt for extra guests-just say when you inquire and I'll bundle the booking.