House vacation rentals in Addington Highlands

4.8 out of 5 average rating, 15 reviews

The exterior of a large blue house features classic architectural elements, including a steeply pitched roof and gabled dormers. A welcoming front door, adorned with an oval window, is framed by large front windows. Lush greenery and a well-maintained lawn complement the inviting entrance.

Home in Cape Vincent

Cape Vincent 1000 Islands Retreat- St Lawrence Rvr

The home is in 1000 Island Waterfront Town right on the Saint Lawrence River. Large Grand Circa 1865 Home (4400 sq Ft). Perfect for a Quiet, Get-a-Way in Port Village. Fully implemented Kitchen, Dining Room, and Living room with Hardwood Maple flooring. Main House with 3- Bedrooms. You have exclusive use of the original main part of the house, 3 Bedrooms, 2 1/2 baths. There is a separate addition with 1- Bedroom Apartment which IS NOT included with this rental. It may be available to rent also.

The historic two-storey brick home, built in 1840, features large windows framed by dark shutters. The entrance is highlighted by a central black door, flanked by evenly spaced windows. A wooden porch leads to a spacious, fenced-in yard with greenery.

4.91 out of 5 average rating, 135 reviews

Modern Harbourfront 4BR Century Home

The ideal home base for your retreat to PEC. An authentic country home with a cozy charm, but lovingly restored and renovated with just the right mix of stylish touches. Spacious both inside and out, ideal for families, group of friends, or company retreats - large enough that everyone has a seat at the dinner table ; ). A literal stone's throw from the Picton Harbour, steps from the main strip, and a short jaunt to all of the wonderful wineries, beaches and beauty that the County has to offer.

4.87 out of 5 average rating, 172 reviews

A bright interior space is featured, showcasing large windows that provide an unobstructed view of the snowy outdoors. A wooden ladder leads to a loft area, while a cozy chair is positioned near the glass doors, allowing natural light to fill the room.

Home in Lanark

Idyllic waterfront home with hot tub, hygge style

Located on a bend in the river you will feel surrounded by tranquil natural beauty. The entire front of the house is windows, looking out at the river. The house has been newly built with all of the creature comforts and a very well appointed kitchen. The hot tub , located outside on the deck is the icing on the cake. This is a perfect getaway for up to 6 people. In the summer you can swim right off the end of the dock on the property. There is also good bass and pickerel fishing in the river.

4.87 out of 5 average rating, 143 reviews

The house is set amid trees, featuring a spacious deck with seating and a table for outdoor gatherings. Large windows allow natural light to fill the interior, while a garage is visible to the right. The surrounding lawn is well-maintained, adding to the overall appeal.

Home in Eagle Lake

Eagle Lake River House

The privately-located house on the beautiful Gull River which runs year-round. It's a great spot for a family retreat, entertaining with friends or a romantic getaway. Visit the nearby beach/boat launch (less than 1km away!) with available boat/recreational rentals in nearby Haliburton; mountain bike at nearby Sir Sam's Ski & Bike less than 3km away; or hike nearby. Visit the wonderful ski hill at Sir Sam's or snowmobile from your front door! Also less than 1km away is a wonderful market/LCBO.

Top guest favorite

A bright seating area is filled with natural light from large windows. Two mid-century styled chairs in vibrant orange face a modern wood stove, while a light-colored circular coffee table is placed in front of a cozy sofa adorned with pillows. An abstract art piece adds color to the wall.

4.96 out of 5 average rating, 142 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Top guest favorite

The entryway features a white door with a modern handle and a glass pane above it, enhancing natural light. A decorative rug is placed on the wooden floor, while a metal coat rack stands beside the door, providing space for outerwear.

Home in Peterborough

4.99 out of 5 average rating, 162 reviews

Executive 2B main floor& free parking& backyard

Beautifully renovated 2 bedroom main floor unit in a century house in prime location. Free parking for 2 cars. Very comfortable King and Queen beds. Fully equipped kitchen with stainless steel appliances. Spotless clean. It is completely private; stylish family room with gas fireplace overlooking a huge backyard and deck with new BBQ. Steps to lake, Art gallery, Del Crary park, Memorial park, farmers market and short walk to downtown. *Picture ID for all staying guests required on request*

The exterior of the modern home features a striking black metal facade, complemented by a welcoming light blue front door. A wooden deck with steps leads to the entrance, flanked by two small tables and chairs for outdoor seating, surrounded by lush greenery.

4.81 out of 5 average rating, 247 reviews

The JamesEvan - Brand New Beautiful Renovated Home

Brand New Renovated Home in PEC and surrounded by wineries and beaches. Beautiful modern fully furnished home, The JamesEvan features three bedrooms, two bathroom with open concept living space, including fully equipped kitchen with all the amenities. Large patio deck with fire pit. This home is close to all wineries & restaurants. If the dates you request are not available at THE JAMESEVAN, check out my other property THIS IS COUNTY on my profile. They are 8 mins apart from one another.

4.88 out of 5 average rating, 275 reviews

A welcoming entryway features a staircase adorned with wooden banisters leading to the upper level. Sunlight filters through a stained glass window, illuminating the rich hardwood floor. A dark, upholstered storage bench is placed against the wall, adding functionality to the space.

Home in Ontario

Newly Renovated: The Bloomfield House

10% off Dec-Mar Welcome to the Bloomfield House, the perfect getaway with family and friends in the County. A newly renovated Victorian house that offers you the best mix of modern and the old PEC. Steps to restaurants, spa, antique/local shops, and a 10 min drive to Sandbanks beach, Picton, Wellington, and vineyards. House Capacity: 10 guests. Children under 10 don't count as guests. 5 bedrooms, 3 queen beds, 3 double beds + a futon bed. Msg Jennifer or Ricardo for questions.

The entrance features a vibrant blue door adorned with a wreath, framed by colorful flower beds. A yellow chair is positioned beside the door, adding a welcoming touch to the exterior, which showcases a mix of greenery and blooming flowers.

4.94 out of 5 average rating, 109 reviews

The Union Guest House (McKee Cottage circa 1851)

Families welcome ! Pets ok with host pre-approval. Sandbanks pass included. 1850’s cottage in the heart of Picton. 3 bedrooms 6 beds plus. Main BR has queen & single, (+ cot and crib ) 2nd BR has double , twin beds in 3rd BR & fold out in living room (bonus single daybed on 2nd floor. ) Stainless frig stove DW, MW , air fryer, laundry , gas fireplace. Deck with BBQ. Off street parking (2 /3 cars) Prime family vacation home or a relaxing friends getaway .ST-2021-0265 licensed

Top guest favorite

An open-concept living and dining area features light wood flooring and a neutral color palette. The room contains a gas fireplace framed by a dark mantle, a dining table surrounded by woven chairs, and a comfortable seating area with a sectional couch. Natural light floods in from nearby windows.

4.99 out of 5 average rating, 185 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a waterfront bungalow with year-round hot tub. Direct water access to Lake Ontario with private 200 foot rock beach (via seasonal stairs from Victoria Day to Thanksgiving). Water views from the main room and primary bedroom. Close to the county's best wineries and the town of Consecon. Work space (monitor + desk), fast Starlink internet, outdoor campfire (with wood), kids playstructure, Tesla charger & 65" satellite TV. Fully-licensed STA (ST-2021-077) .

4.83 out of 5 average rating, 749 reviews

A spacious hot tub features built-in drink holders, accommodating several beverages. The soothing water contrasts against a textured stone wall, providing a serene backdrop for relaxation. The area is designed for comfort, inviting guests to unwind and enjoy their time together.

Home in Brighton

Creekside • New Hot Tub • Pool Table • Fire Pit

New hot tub installed in 2024!! Cozy all-brick house with fully finished basement and amenities including a large outdoor hot tub, newly renovated kitchen with custom cabinets and granite countertops, spacious covered deck with outdoor lounge seating, backyard fire pit, slate pool table and true home theatre with 120” projection screen, minutes away from Presquile provincial park and the coveted Prince Edward County with wineries, breweries, fine dining and beautiful beaches!

A detached home with a light blue exterior features a pitched metal roof and large windows. Lush trees frame the house, while a white picket fence runs along the front, providing a sense of privacy and enhancing the home's charming character.