Waterfront holiday rentals in Addington Highlands

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Top-rated waterfront rentals in Addington Highlands

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Top guest favourite
The exterior of the cottage is viewed at sunset, with warm light spilling from the windows. The wooden deck leads to the lake, surrounded by tall trees. A serene lakeside scene is highlighted, showcasing the tranquil atmosphere of the private setting.
Cottage in Enterprise
4.86 out of 5 average rating, 138 reviews

SAUNA + Spacious + Chic + Lakeside dream cottage

Warm up in the sauna! Get cozy by the fireplace! Rekindle romance under the bright stars! Hang with friends by the lakeside fire fit! Hike with your dogs! This much-loved 4-season cottage on a quiet private lake is spacious and chic, with upscale furnishings, a fireplace, and NEW SAUNA! Spectacular views, sunsets and stargazing — it's the ultimate Canadian cottage experience. It's even BETTER in the fall and winter. Listen for ice freezing! It's an incredible experience. Easy to find w/GPS

Guest favourite
A rustic cottage is nestled among tall pine trees, featuring a red accent roof. A spacious deck with glass railing offers views of the lake. Autumn foliage peeks through the trees, adding splashes of color to the natural setting.
Cottage in Gilmour
4.92 out of 5 average rating, 126 reviews

Peaceful Lakefront Escape

Take it easy at this tranquil getaway just 2.5 hours from Toronto. Escape to nature yet enjoy the comforts of home in a rustic, 3-bedroom cottage with full kitchen. Take the canoe or paddle boat out to explore the lake’s many islands. Enjoy fishing, swimming, and spending lazy afternoons on the dock. Autumn and winter are especially beautiful at this lake. Experience the vibrant changing fall colours and warm up at our indoor or outdoor fire. Your peaceful cottage getaway awaits at Jordan Lake.

Guest favourite
A rustic interior showcases a comfortable sofa facing a wood-burning stove, framed by exposed wooden beams. Light illuminates the warm-toned wooden walls, adorned with various tools and artwork. A long wooden serving tray rests on the table, enhancing the cabin's inviting atmosphere.
Cabin in Harcourt
4.87 out of 5 average rating, 195 reviews

Cabin28

Step away from your busy life and fall into tranquility at Cabin28. An 1840’s built cabin situated on 4 acres of privacy with 2000 feet of clear riverfront swimming, fishing and kayaking. New custom deck and hot tub will allow you to relax and enjoy your retreat! Sit by the fire pit and enjoy a moonlit/star filled sky. Although this space has all the feel of a time long gone, its rustic charm has been updated with modern features to enhance your stay! Come enjoy an experience you won’t forget!

Guest favourite
A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 289 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Superhost
An outdoor fire pit is surrounded by several wooden chairs, set against a backdrop of a serene lake and wooded hills. The sky is painted with soft clouds at dusk, creating a tranquil atmosphere for gatherings by the water.
Cottage in North Frontenac
4.89 out of 5 average rating, 132 reviews

Cottage Escape – Hot Tub, Stargazing & Serenity

Looking to escape the hustle & bustle of everyday life? The Cave offers a secluded & private getaway on the beautiful Georgia Lake. We are a 4 bedroom, 2.5 bathroom & 9 bed cottage functional all year round. We are 15 min. from Bon Echo park, 20 min. from Malcolm lake which has amazing ice fishing and less than 2 min. from Marble Lake Public beach. We have kayaks, a canoe, a hot tub & an outdoor fire pit. Wifi but no cell service. If you’re looking for a place to unplug, book The Cave!

Top guest favourite
Cabin in Lanark
5 out of 5 average rating, 106 reviews

Waterfront Cabin | Cozy Treehouse + Hot Tub

Welcome to The Cabin Treehouse at Closs Crossing! Escape to a private waterfront retreat on the beautiful Clyde River. This unique stay pairs a cozy two-bedroom cabin with a dreamy treehouse, set on a quiet peninsula surrounded by water on three sides. Sip your morning coffee under the pergola as birds sing, paddle upriver by kayak, or unwind on the dock. End the day by the campfire or relax under the stars in the hot tub. The perfect blend of comfort, nature and tranquility awaits.

Top guest favourite
A screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guest house in Havelock
4.97 out of 5 average rating, 121 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

Top guest favourite
Yurt in Irondale
4.99 out of 5 average rating, 420 reviews

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 boutique 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.

Top guest favourite
A spacious deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.
Cottage in Prince Edward
4.96 out of 5 average rating, 168 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Top guest favourite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 270 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Top guest favourite
A comfortable living space is presented with a cozy sofa and armchair, creating an inviting atmosphere. A decorated Christmas tree stands prominently next to a large window, which offers views of the lake. Subtle holiday decorations enhance the warmth of the room.
Cabin in North Frontenac
4.97 out of 5 average rating, 210 reviews

Cabin 16: Lakeside Oasis in North Frontenac

Cabin 16 is within a family resort steps away from Mississagagon Lake, in fact, you can see the lake from every window in the building. It can actually feel like an island. Lots of ONSITE activities to do depending on the season and conditions! Fishing, kayaking, canoeing, swimming, snowshoeshoeing, skating, forest trails, antiques, arts and crafts shop and more! IG: @cabin_16 cabin16 [dot] com LGBTQ+ and BIPOC friendly despite a more conservative locale.

Top guest favourite
Cabin in Bancroft
4.99 out of 5 average rating, 126 reviews

Private Winter Wonderland Getaway On the Lake

The ultimate winter getaway - lakeview cabin with no neighbours. Perfect for couples seeking peace, nature, and cozy movie nights with a projector. If you enjoy hiking, you can go for a private hiking experience on our private trail (4-5km), check out Silent Lake Provincial Park (20 min) or Algonquin (1 hour) to enjoy the beautiful Canadian nature. We’re committed to creating a safe, respectful, and welcoming space for all. LGBTQ+ friendly 🏳️‍🌈

Popular amenities for waterfront rentals in Addington Highlands

When is the best time to visit Addington Highlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$235 SGD$221 SGD$249 SGD$249 SGD$240 SGD$234 SGD$281 SGD$279 SGD$232 SGD$222 SGD$253 SGD$286 SGD
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Quick stats about waterfront rentals in Addington Highlands

  • Total holiday rentals

    Explore 120 holiday rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Addington Highlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Addington Highlands rentals

  • 4.8 Average rating

    Addington Highlands stays are highly rated by guests – averaging 4.8 out of 5!