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, 247 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, 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.

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
4.94 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 favourite
Home in Nestleton Station
4.99 out of 5 average rating, 148 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Superhost
Home in Dysart and Others
4.88 out of 5 average rating, 164 reviews

Gem on Kennisis Lake - Waterfront

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline/beach great for swimming. Has all amenities you will need and is only 25 minutes from Haliburton Town. Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pit, 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 in this spacious and serene space.

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.

Top Guest favourite
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 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, 120 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
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 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
4.94 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 favourite
The exterior of the guest house showcases a modern wooden facade, accented by large windows. Soft outdoor lighting highlights the space, and a white bench is situated near a garden of wildflowers, creating a calm, inviting environment.
Home in Consecon
4.95 out of 5 average rating, 361 reviews

Hygge House, Cozy Boutique Guest House

Maximum 2 adults and up to 2 children (aged 9 and under). Inspired by the Danish word "Hygge", this little guest house is cozy, modern, and has everything you need for a quiet and peaceful getaway in the County. Nestled in rural Consecon, you'll get to unwind and recharge, all the while being just minutes away from grabbing a coffee, heading to the beach, or winery hopping in Hillier. Licence number ST-2019-0349 R2

Top Guest favourite
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 holiday rentals

    Explore 20 holiday rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands holiday rentals start at $158 NZD 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