Vacation rentals in Simcoe Island

The image features a private entrance to the main floor unit, highlighted by a glass door set in a red brick facade. Seasonal decorations adorn the wall beside the door, and a small, black mat is positioned at the entrance. A simple black chair is visible on the porch.

4.87 out of 5 average rating, 423 reviews

Skeleton Park Downtown Victorian Private Getaway

Charming one bedroom main floor unit in red brick Victorian home located downtown adjacent to historic Skeleton Park. Private entrance. Self check-in. Parking included. Eat-in kitchenette includes bar fridge, microwave, toaster oven, hot plate, kettle, Nespresso, dishes and utensils. Separate bathroom with stand up shower. Bright bedroom. 5 min walk to downtown, where you will find many cafes, restaurants and shops. A few min walk from Lake Ontario and 15 min walk to University and Hospital.

Guesthouse in Township Of Frontenac Islands

A charming guesthouse is set in a vibrant garden, featuring a spacious deck overlooking the landscape. Lush greenery and flowers surround the building, enhancing the natural environment. A tree provides shade, and clear blue skies add to the serene atmosphere.

4.98 out of 5 average rating, 135 reviews

Wolfe Island Oasis

Welcome to our cozy country retreat. Our guesthouse offers everything you need to unplug from the hustle of the city. Whether its enjoying a coffee on the lounge chair while watching the sunrise; stargazing on the patio; sitting around a warm campfire; or falling asleep under our son's handcrafted cedar strip canoe: this retreat was designed to maximize a unique experience. The building is completely separate from our family hobby-farm and offers a secluded space for our guests.

Superhost

A green door with three vertical windows stands at the entrance, framed by white siding. A hanging basket filled with colorful flowers is positioned nearby, and a small white mailbox is mounted to the right of the door.

Apartment in Kingston

4.8 out of 5 average rating, 250 reviews

Steps to Portsmouth Harbour & Kingston Penn Tour!

Wonderfully located facing Portsmouth Olympic Harbour and Aberdeen Park in Portsmouth Village, now part of central Kingston. Lots of windows, great views, wood floors, antique furniture. Tea, coffee and a fully equipped kitchen. Covered parking. The park has picnic benches and BBQs. Walking distance to Ontario's oldest pub and five restaurants and eateries. There is a waterfront pathway of 8 kilometers/5 miles only 2 blocks away. One half block from 2 different bus stops.

5 out of 5 average rating, 153 reviews

A comfortable living area features two brown armchairs and a spacious light-colored sectional. A mounted flat-screen television remains positioned above a wooden media console. A round mirror is displayed above a fireplace, contributing to the cozy ambiance of the space.

Home in Kingston

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 suite features a dark sofa adorned with decorative pillows, accompanied by a round wooden coffee table with a potted plant on top. A luxurious queen bed is visible in the background, with the bathroom area partially seen to the right.

5 out of 5 average rating, 109 reviews

Newly renovated downtown suite!

Downtown Sydenham Ward… Location… Location… Location! Stay with Whit and enjoy a newly renovated private suite in a 1930’s downtown Sydenham Ward home. Enjoy your own private entrance to a spectacular lower level suite. One luxurious queen bed with top-of-the-line bedding, upgraded double pull-out sofa, three-piece bath, electric fireplace, large screen TV (Netflix, etc.), and kitchenette. This property is perfect if you’re looking for a quiet escape, parking included!

A well-maintained front yard features a variety of colorful flowers including vibrant red begonias surrounded by white blooms. A large tree provides shade, while the neatly trimmed grass complements the garden. The house, with a gray exterior, is partially visible in the background.

4.93 out of 5 average rating, 215 reviews

Spacious and brightly furnished lower unit

Bright, clean and cozy - we are a respectful family of 3, and welcome you for your stay. This area is ideal for those who like to keep to themselves, with a private bedroom, kitchen, and living room. It can be entered directly from outside. Included with two stylish pull-out couches (can be turned into beds), an open kitchen provided with cooking utensils and equipment, protected with outdoor security cameras, as well as a washing machine to take care of dirty laundry.

4.91 out of 5 average rating, 202 reviews

A private apartment is set amidst lush greenery, characterized by well-maintained grass and various shrubs. The exterior features a vibrant purple facade, complemented by large windows. Two parked vehicles can be seen nearby, adding convenience for guests.

Apartment in Kingston

The Sweet Suite

- This bright, peaceful and quiet private apartment has an abundance of amenities at your home away from home. Enjoy this space and explore what Kingston has to offer from its convenient central location. - Separate exterior entrance. - Sound treated ceilings and walls. - Beautiful wooded area, park, and walking paths behind the property. - Two tobogganing hills -Complimentary snacks. -Linens washed after each stay with o3 commercial grade laundry system

Superhost

An evening landscape is depicted with a gray and orange sunset reflected on calm waters. A tall white structure is present in the background along the shoreline. The image conveys a serene waterfront path bordered by rocky edges, inviting evening strolls.

4.89 out of 5 average rating, 367 reviews

Seconds off the 401! B-Fast/Amazon Prime/Wifi!

Clean basement apartment with private entrance, all set for your stay. Very comfortable, furnished, newly renovated with lots of extras. 10 Min drive to Downtown, bus stop across the street and park around the block! Quiet neighborhood, with restaurants, parks, movie theater, and a grocery store nearby! Parking for 2 cars available. Accommodates up to four guests, snacks provided as well as unlimited Wifi. Pet friendly!- Hablamos Español

4.91 out of 5 average rating, 317 reviews

A modern open-concept living area features a comfortable grey sofa adjacent to a wall-mounted TV. A small dining table with two chairs offers seating near the kitchen, which is equipped with stainless steel appliances and bright white cabinetry. Natural light is provided by multiple windows.

Townhouse in Kingston

Downtown Haven: Roomy Home with Parking

This newly renovated home is located in downtown Kingston, minutes walking distance to major amenities such as the K-Rock Centre, waterfront, restaurants, bars, and shopping on Princess Street. The unit, which encompasses the entire first floor of a townhouse, consists of a large open concept living space along with one bedroom and a bathroom. Fully licensed for short term rentals with the City of Kingston - License #LCRL20230000420

4.83 out of 5 average rating, 165 reviews

A cozy bedroom features a double bed with a decorative blanket, accompanied by bedside tables. Natural light enters through the window, illuminating the room. A door leads to the outside, enhancing the space's brightness.

Apartment in Kingston

Bachelor Apt close to Queen's/Downtown Kingston

This third-floor apartment is VERY close to Queen’s University as well as Lake Ontario and historic downtown Kingston. It has its own private entrance at the back of the house up a set of outdoor, narrow, metal stairs (the original fire escape). It also has air conditioning. The homeowners live on the first two floors, making this the ideal space for someone looking for a quiet space close to Queen's and downtown Kingston.

4.91 out of 5 average rating, 151 reviews

A spacious dining area is showcased, featuring a long wooden table with intricate carvings. A chandelier hangs from a green ceiling above. The room is illuminated by natural light from large windows, revealing exposed brick walls and a cozy seating area in the background.

Home in Kingston

Victorian Boutique Apartment-Steps from Lakeshore!

Enjoy the elegance of a by-gone era while staying in this stunning Victorian loft, located on a quiet leafy boulevard in the heart of Kingston’s most historic and architecturally eclectic neighborhood! Beautifully decorated and featuring a bright vaulted grand living room with a tin clad mezzanine supported on original exposed beam, exposed brick, period furniture, and a stunningly unique black-and-white tiled bathroom.

An elegant historic brick facade is presented, showcasing multiple gabled roofs and large arched windows. A detailed front porch with decorative woodwork invites entry, while a mix of mature trees and landscaping frames the exterior.