House vacation rentals in Addington Highlands

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Top-rated house rentals in Addington Highlands

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Top guest favorite
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 favorite
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, 195 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 favorite
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, 190 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 favorite
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
4.94 out of 5 average rating, 108 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.

Top guest favorite
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.

Top guest favorite
The exterior of a renovated cobblestone home is showcased, featuring a blend of stone and blue siding. A spacious porch with planters sits in front, surrounded by green lawn and natural landscaping. The roof is metal, adding a contemporary touch against a partly cloudy sky.
Home in Quinte West
4.98 out of 5 average rating, 112 reviews

Stonehill Cottage with Room to Roam

Welcome to our 1845 cobblestone home! Completely renovated and rebuilt with your comfort in mind. We call it a cottage, but it's [now] a super well-built house with 100+ acres of fields, pond and trails to explore! An Ontario Parks summer pass is included for your use. When you book you'll see that HST is added to your nightly rate and cleaning fee, and a Municipal Accommodations Tax is added to your nightly rate only. Stays longer than 29 days are exempt from both of these taxes.

Guest favorite
The exterior of FarmHaus is highlighted, showcasing a charming blue farmhouse surrounded by green grass and mature trees. A covered front porch features two light blue chairs, inviting relaxation. Large windows reflect natural light, while a gravel path leads to the entrance.
Home in Stone Mills
4.95 out of 5 average rating, 143 reviews

FarmHaus Retreat - Spacious Country Getaway

FarmHaus is the peaceful country escape you’ve been dreaming of. Easily accommodating up to 10 guests, FarmHaus a lovingly restored four season country retreat with modern amenities that remains true to the original character and charm of this century farmhouse. With the proximity to Prince Edward County (only 30 minutes via ferry) and the solitude of country life, treat yourself to the best of both worlds as you enjoy the bustle of PEC in the day, then come home to relax.

Guest favorite
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.

Top guest favorite
The Hull House sits gracefully on a limestone shelf overlooking Lake Ontario. Lush greenery surrounds the home, complemented by a spacious lawn. A sunken deck with seating faces the water, providing an inviting outdoor space for relaxation. Grapevines can be seen in the distance.
Home in Prince Edward
4.98 out of 5 average rating, 216 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

Guest favorite
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, 208 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 favorite
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
4.94 out of 5 average rating, 108 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 favorite
A contemporary lodge surrounded by lush greenery features an inviting entrance with a wooden staircase. Several Adirondack chairs are arranged around a fire pit on a gravel outdoor space, offering a place to relax and enjoy nature.
Home in Calabogie
4.98 out of 5 average rating, 120 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 Addington Highlands house rentals

Quick stats about house rentals in Addington Highlands

  • Total vacation rentals

    Explore 20 vacation rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands vacation rentals start at G$18,828 GYD per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Addington Highlands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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