House holiday rentals in Addington Highlands

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Top-rated house rentals in Addington Highlands

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Top Guest favourite
Home in Prince Edward
4.99 out of 5 average rating, 248 reviews

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

​Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

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
4.97 out of 5 average rating, 196 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.

Guest favourite
An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.
Home in Bobcaygeon
4.9 out of 5 average rating, 194 reviews

52 Acre Luxury Cabin - Hike, Sled, Quad & Hot Tub

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.

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, 111 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
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!

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, 122 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.

Guest favourite
A charming kitchen area features wooden beams overhead, complemented by rustic cabinets and a modern refrigerator. A round table is surrounded by light-colored chairs, while stainless steel appliances provide a contemporary touch. Natural light enhances the inviting ambiance of this functional space.
Home in Arnprior
4.88 out of 5 average rating, 121 reviews

“Small Town Luxury”

My unit features cozy, comfortable country character. Arnprior is situated close to both the Nation’s Capital and the eco-touristic wonders of the upper Ottawa Valley. It is a great space for those needing a local place to stay or tourists wanting access to nature. We are steps away from activities such as walking, cycling, ATVing, skiing, snowmobiling can on the nearby Algonquin Trail. We are just 30 minutes from world class downhill skiing and whitewater rafting.

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, 117 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.

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, 209 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, 115 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 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, 130 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. We are very strict with our cleaning protocol to ensure that you have peace of mind when visiting. Please click on "see more" for extra information on the house, our pet fee, and other aspects of the property.

Guest favourite
A modern house is set against a sunset sky, surrounded by tall grass and scattered trees. The exterior, featuring large windows, reflects the colors of dusk, creating a harmonious blend with the natural landscape.
Home in Prince Edward
4.95 out of 5 average rating, 222 reviews

Globe House Prince Edward County

STA License ST-2019-0027 Ease yourself into modern luxury, a perfect base for your romantic getaway in The County. Cozy up. Here you'll hear the sound of crickets, not sirens; smell flowers, not fumes; see stars, not headlights. There's an online article about the Globe House in the Globe and Mail which I can't link to here but you can find it if you search for: globe and mail prince edward county building a house

Popular amenities for Addington Highlands house rentals

Quick stats about house rentals in Addington Highlands

  • Total holiday rentals

    Explore 20 holiday rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands holiday rentals start at $137 AUD per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Addington Highlands holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Addington Highlands rentals

  • 4.7 Average rating

    Addington Highlands stays receive an average rating of 4.7 out of 5 from guests