House holiday rentals in Thousand Islands

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*

Full House with Black River views and access

Relax with panoramic views of the Black River from the large raised deck or venture closer to the water with safe river access. The yard slopes down to a seating area and sea wall for shore fishing and ramp access for kayaks and canoes along this calm four mile section from Black River to Watertown which follows the Black River Trail. Location is super convenient on a quiet street off Route 3, five minutes from Watertown and five minutes from Fort Drum. The Black River Drive-In is down street

Early Check-In/Late Check-Out: The Cottage on Vine

Welcome to the Cottage on Vine! Nestled in a charming urban setting, your downtown retreat is just a short stroll from vibrant Princess Street, Queen’s University, and Kingston’s KGH and HDH hospitals. Guests enjoy guaranteed 12 pm early check-in and 12 pm late checkout. Featuring two comfortable bedrooms, a well-equipped kitchen with complimentary tea and coffee, free parking, washer/dryer, high-speed Wi-Fi, and a smart TV with Netflix. Come experience a unique blend of comfort and convenience!

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Bagot Street Hidden Cottage

Offering a 2 bedroom fully furnished, fully detached home once owned by Gord Downie of the Tragically Hip. This cottage has character! It is in the heart of downtown Kingston. A private and unique setting will surprise you as it is hidden from the eye behind the facade of Bagot street in the historic and affluent  Sydenham Ward. This private house offers walking access to the core of downtown, Hospitals & Queen's University,  KGH Hospital. Our free Parking is away from street. LCRL20210000877

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

Spacious 6BR+3.5BA •Peaceful, By Shops •For Groups

Spacious bungalow ideal for 𝐫𝐞𝐮𝐧𝐢𝐨𝐧𝐬, teams or wedding groups ● 𝟔 large bedrooms (4 in basement), 9 beds and 𝟑.𝟓 bathrooms. ● 𝐁𝐢𝐠 𝐋𝐢𝐯𝐢𝐧𝐠 𝐬𝐩𝐚𝐜𝐞 with two 𝟑-seater sofas. 𝐋𝐚𝐫𝐠𝐞 dining table for 𝟏𝟎. well stocked kitchen. ● 𝐒𝐮𝐧𝐫𝐨𝐨𝐦 seats 5, 𝐝𝐞𝐜𝐤 & 𝐁𝐁𝐐, 𝐟𝐞𝐧𝐜𝐞𝐝 𝐛𝐚𝐜𝐤𝐲𝐚𝐫𝐝 for 𝐩𝐞𝐭𝐬. ● Parking for 𝟒 𝐜𝐚𝐫𝐬. Quiet residential street, walking to Costco & Tim Hortons, short drive to Queen’s, Downtown & INVISTA.

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.

Luxury Cottage in the Woods

Tranquil luxury cottage nestled in the woods. This cottage is located down a beautifully treed winding driveway and nestled in the trees. Take a walk down our laneways and trails and enjoy our gardens and pasture or enjoy your private space in the pergola for some quiet moments outdoors. This cottage is a hidden gem and is perfect for a quiet getaway. Come relax and explore this beautiful property. Note: There is absolutely NO SMOKING anywhere on this property.

Central Kingston Urban Oasis

Enjoy a cozy home central to the downtown core of Kingston, available May to September. On a quiet street, you will be less than a 5 minute drive to Queen’s University, hospitals, and many attractions that Kingston offers. You will appreciate this peaceful setting that is so accessible to the main arteries. High speed Bell fibe internet available and Netflix. We are a short term rental licensed with the city of Kingston #LCRL20220000554.

Hazel's Lookout - relax with stunning sunsets

A perfect retreat for individuals, couples, or small families, our house boasts views of the most beautiful sunsets on the pristine waters of Lake Ontario. Whether you're looking for a peaceful stay or access to many types of adventures our house is a perfect location for both! . With ducks diving for fish right out the back door, you’re likely to spot a variety of wildlife, often including bald eagles, deer, and cranes.