House holiday rentals in Addington Highlands

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Top-rated house rentals in Addington Highlands

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Top guest favourite
An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.
Home in HUNT
4.98 out of 5 average rating, 209 reviews

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.

Top guest favourite
A dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 154 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Top guest favourite
A spacious guest suite features a cozy seating area with a sectional sofa and a decorative rug. A large queen bed is positioned against the wall, accompanied by modern window treatments. A small table and chair add functionality, while recessed lighting brightens the room.
Home in Bancroft
4.95 out of 5 average rating, 119 reviews

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.

Guest favourite
An outdoor dining area is positioned on a wooden deck, overlooking St. Georges Lake. A rustic table is set with plates, glasses, and candles, surrounded by lush greenery and tranquil water views.
Home in Sharbot Lake
4.82 out of 5 average rating, 203 reviews

Morning Glory on the Lake: Escape to Serenity

Waterfront cottage on St. Georges Lake, minutes from Sharbot Lake Beach, Provincial Parks, and Trans-Canada Trail. Fully renovated and stuffed with all necessities. Ideal for a couple or small family, sleeps 4 with a queen bed and pull-out couch. Stable high-speed fiber WiFi. Equipment includes 2 paddle boards, 1 kayak, a floating mat, pedal boat, 2 life jackets. TCT offers walking, hiking, and cycling opportunities with 3 adult bikes available. 3 hours from Toronto, 1.5 hours from Ottawa.

Top guest favourite
A cozy interior features warm wooden walls and ceiling, illuminated by natural light from the large window. A comfortable couch and wooden dining table are present. A wood stove is positioned beside the window, offering a snug atmosphere. A vibrant rug adds texture to the floor.
Home in Havelock
4.97 out of 5 average rating, 128 reviews

All Season Secluded Cabin Rental in the Woods

This secluded cabin in the woods is near Peterborough Ontario, about two hours from Toronto. Getaways offer a peaceful escape into nature. One queen and one twin bed up in the loft. The kitchen has a 2 burner counter top stove, fridge, toaster oven and kettle. Air Conditioning . Charcoal BBQ. No running water. .water jugs and bottled water are provided. .clean outhouse plus port-a-potty in loft Please bring your own sheets, pillow cases and towels No pets please.

Top guest favourite
A wooden frame of large windows reveals a serene winter landscape, featuring snow-covered ground and trees in the distance. The natural light enhances the rustic design of the space, with exposed wooden beams contributing to the overall aesthetic.
Home in Lanark
4.99 out of 5 average rating, 131 reviews

North Sky Retreat

This "rustic chic" home has been designed with your every comfort in mind. There will be no "roughing it" in this rural cottage, nestled in the beautiful Lanark Highlands. North Sky is a perfect getaway for everyone. In winter, we are close to the Snow Road snowmobile trails. In late winter, early spring - we are right in the middle of Maple Syrup country! Please click on "see more" for extra information on the house, our pet fee, and other aspects of the property.

Guest favourite
A screened gazebo is shown with a glass-topped table surrounded by four chairs. Decorative flowers line the railing, and greenery is visible in the background, offering a view of the Moira River.
Home in Belleville
4.81 out of 5 average rating, 382 reviews

Moira river Waterfront from the upper level deck

My house is a 2 level house, you have the upper floor. My decor is decorated with warm colors & romantic lighting inspired My "ADULT ONLY" home is great for relaxing & having dinner on my deck in the screened in Gazebo. Enjoy the view of the Moira River with the sounds of birds and gorgeous sunsets. 5G high speed network is perfect for working from home The hottub is an additional charge & booked in advance Also allergy free from all animals. NON-Smoking environment!

Top guest favourite
The entrance of the cottage is framed by lush green trees, featuring a wooden walkway leading to a welcoming porch. A rich orange door offers a pop of color, while various shrubs and flowers enhance the natural setting.
Home in Perth Road
4.95 out of 5 average rating, 123 reviews

Luxury Cottage in the Woods

Tranquil luxury cottage nestled in the woods. This cottage is located down a beautifully treed winding driveway and nestled in the trees. Take a walk down our laneways and trails and enjoy our gardens and pasture or enjoy your private space in the pergola for some quiet moments outdoors. This cottage is a hidden gem and is perfect for a quiet getaway. Come relax and explore this beautiful property. Note: There is absolutely NO SMOKING anywhere on this property.

Top guest favourite
A cozy cottage exterior is presented with a green metal roof and white siding. A spacious porch with wooden decking features a small table and chairs. Lush greenery surrounds the entrance, with planters filled with vibrant plants enhancing the welcoming facade.
Home in Havelock
4.97 out of 5 average rating, 102 reviews

Little White House- Rustic modern getaway and spa!

Escape to this cozy retreat in Blairton, perfect for up to 6 guests. The main house blends modern and vintage style with a full kitchen, plant-filled living space, and newly renovated bathroom with luxurious heated floor. A detached bunkie offers extra privacy. Outdoors, enjoy a hot tub, large porch, and fire pit in a peaceful backyard. Ideal for relaxing or exploring the area, this charming haven combines comfort and nature for a memorable stay.

Guest favourite
An aerial view captures a charming brick house surrounded by green grass and trees. Fenced areas and a small shed are visible, with livestock grazing in the background, emphasizing the property's pastoral setting.
Home in Roslin
4.96 out of 5 average rating, 210 reviews

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.

Top guest favourite
A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.
Home in MONT
4.95 out of 5 average rating, 129 reviews

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.

Top guest favourite
A refreshing hot tub is positioned within a wooden structure, surrounded by large windows that offer views of the outdoor landscape. The ceiling features exposed wooden beams, contributing to a warm atmosphere. Steam rises gently from the water, promoting a relaxing ambiance.
Home in Calabogie
4.98 out of 5 average rating, 133 reviews

Black Diamond Lodge • Group Getaway

The Black Diamond Lodge is a newly curated four season haven for all! Located in the Peaks Village, a quick two minute drive to Calabogie Peaks Ski Hill or ski out the front door to the Madawaska Nordic Ski & Recreation Trails. Views of the peaks can be seen from the family room & hot tub. Snuggle up by the indoor wood burning fireplace and unwind before your next adventure! **Special Fall Promotions Live**

Popular amenities for house rentals in Addington Highlands

Quick stats about house rentals in Addington Highlands

  • Total holiday rentals

    Explore 10 holiday rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands holiday rentals start at £66 per night before taxes and fees

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  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Addington Highlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Addington Highlands rentals

  • 4.6 Average rating

    Addington Highlands stays receive an average rating of 4.6 out of 5 from guests