House holiday rentals in Addington Highlands

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Top-rated house rentals in Addington Highlands

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Guest favourite
Home in Bancroft
4.84 out of 5 average rating, 122 reviews

Gorgeous Lakefront All-Season Home

Location! Location! Premium Lakefront House. LGBTQ friendly. A perfect all-season retreat 10 minutes north of Bancroft. Modern, comfy and spacious house on Redmond Bay of Baptiste Lake. 3 bedrooms + 2.5 bathrooms, 2 stories. 2 wood burning stoves. Each season is unique & fabulous! Great for paddling summer & fall. Winter is spectacular! Snowshoe or ski on the frozen lake at your door. Watch the sunset from the house or fire pit. Privacy and tranquility are key features of this 3-acre property.

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, 221 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
The interior features a warm wooden aesthetic with high cathedral ceilings supported by exposed beams. A staircase leads to an upper level. The chef's kitchen includes a tiled countertop with a vase of flowers, while the dining area is visible in the background.
Home in Prince Edward
4.94 out of 5 average rating, 272 reviews

Stunning Prince Edward County Post & Beam Retreat

Welcome to Three Keys Waupoos, the County's ideal luxury accommodation for those who are looking for elegance, beauty, and comfort. This retreat is situated in the the heart of all things that make the County memorable; wineries, orchards, cheese factories, and scenic vistas. The house is all about open spaces and beautifully constructed post and beam craftsmanship. A short drive to many desirable County destinations, you'll be happy you chose our house overlooking Smith's Bay, Lake Ontario!

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, 125 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 creamers 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 Prince Edward
4.95 out of 5 average rating, 121 reviews

SunriseSunsetPeace

Come for the sunrise, stay for the sunset! Total number of guests allowed 10 Additional guest must be under 10 years of age This luxury home has heated flooring and comes with a 7 seater 48 jet hot tub! This is a spacious home with ample sleeping arrangements. Ask host for more details. This home features a master bedroom with an ensuite located on the first floor. The master suite provides privacy, space and convenience. Perfect for our elderly guest or guest with limited mobility.

Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward
4.97 out of 5 average rating, 299 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 modern two-storey home features a sleek design with large glass windows and balconies. The outdoor area includes a spacious deck with seating arrangements, while a decorative neon sign reads 'Water's Edge' against a textured green wall, enhancing the contemporary aesthetic.
Home in Belleville
4.95 out of 5 average rating, 211 reviews

Spectacular Waterfront Home in PEC

Situated on the edge of the beautiful Bay of Quinte, this brand new modern build is sure to steal your breath. Built in 2023, this stunning two-storey waterfront oasis, Water’s Edge, is located just over the Bay Bridge in spectacular Prince Edward County. Featuring two kayaks, fishing gear, outdoor propane fire table, and an upper and lower deck with front row seats to the most unforgettable sunsets. Water’s Edge is conveniently located to both Belleville and all that PEC has to offer.

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, 118 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.

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, 133 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
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.

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, 224 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

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, 139 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 20 holiday rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • 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