House holiday rentals in Hill Island

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*

Outdoor Adventure Home: Golfing, Hiking & Kayaking

Escape to a 3-bed, 2-bath home on Wellesley Island with golf course views. Cathedral ceilings and an open concept living room/kitchen provide spacious living. Enjoy an attached 2-stall garage, private driveway, and golf cart. Miles of hiking trails start in the backyard. Relax on the back deck with grill. Perfect for families, golfers, and nature lovers, this luxury golf course retreat offers relaxation and outdoor activities. Book your stay now to enjoy a private retreat on Wellesley Island!

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!

NEW - Waterfront Island Retreat | Sauna | Firepit

You love getting away to a cottage by the water, but you also appreciate elegant interiors that feel like a high-end spa. Why choose when you can have it all in the same place? Come stay in this 3000 sq ft, newly built bungalow on Howe Island, where tranquility, contemporary elegance and the natural beauty of the Thousand Islands come together to create one extraordinary getaway. Use this home as your HQ as you explore the Thousand Islands or stay in for a luxurious, rejuvenating retreat.

Wonderful Canadian Lake House

Imagine vacationing on a beautiful lake with everything you need to enjoy time on the water – kayaks, canoes, paddle boards, pedal boat and rowboat. . Inside is a fully equipped kitchen, very comfortable beds, central air-conditioning, walk-in shower and soaker tub. We have an entire house R/O system, so all the water from every tap is perfect. DO NOT BRING BOTTLED WATER. To swim you must paddle out to a raft. There is a small sandy beach with a wading area for the little children.

Swan’s Nest

Swan’s Nest is nestled between the American narrows portion of the main channel of the St. Lawrence River and peaceful Swan Bay. This 4 bedroom/3 full bathroom home features a gorgeous floor-to-ceiling river stone gas fireplace as the focal point of the main floor, as well as a fully stocked kitchen and king master suite. Downstairs is a cozy sun room with a fireplace, and an Irish pub style bar room. To the rear, double decks overlook the wide lawn and waterfront access to Swan Bay.

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

The Urban Cottage on Earl

The Urban Cottage on Earl is located in the heart of Kingston's historic Sydenham Ward and is within 2-3 blocks of KGH, Hotel Dieu, Queen's University, Lake Ontario and Kingston's vibrant downtown. Whether you are coming to Kingston for work or play, The Urban Cottage has all the conveniences of a downtown city home coupled with a relaxed cottage feel. After a long day, enjoy the fully enclosed, private backyard oasis complete with hot tub and water feature. LCRL20230000005

The Lakeview cottage

Our cottage is the perfect place to relax with family or a few friends, and enjoy the peace and quiet surrounded by beautiful scenery. It is very private and you will have the entire property and cottage to yourself. it’s the perfect peaceful hideaway. The cottage is warm and cozy with gorgeous views of cranberry lake Our place is Great for nature walks, biking, swimming and enjoying the outdoors. Also for fishing/ice fishing and snowmobiling trails are close by.

Badger's Sett - Estate on point with hot tub

This sprawling, majestic home situated on a private point boasts spectacular water views and unbelievable sunsets. The whole family or group of friends will have plenty of space to come together as a group or spread out and enjoy quiet time across 4 buildings: Main Home, Bunkie, Hot Tub House & Gazebo. Our wifi is Starlink and reaches across all outbuildings! Note the entrance is monitored by a security camera. Extra guests must be approved in advance. No parties.

Home in the heart of Rockport

Welcome to Headlands Estates in the heart of Rockport. This 2022 built 3 bedrooms 2 bathroom 1400 sq/ft bungalow sits on a 1.5 acre lot and has so much to offer. Centrally located between the historic cities of Kingston and Brockville and only a 3 mins drive from the bridge to the USA. This property is a few hundred metres to the boat launch, thousand island tours, and Rockport Barn and in the middle of everything you could want to enjoy the summer.

Lakefront Cottage with Hot Tub, Infrared sauna

Escape to a boutique lakefront cottage on Lake Ontario, designed for a relaxing retreat. This well designed space features a private hot tub with sunset views, new 2 person infrared sauna, direct lake access, and a cozy wood-burning fireplace. Enjoy luxurious details like an espresso/coffee bar and two king bedrooms. Perfect for couples or small groups seeking privacy, comfort, and connection in a refined, spa-like atmosphere.