Vacation rentals in Simcoe Island

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Top-rated vacation rentals in Simcoe Island

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Top guest favorite

A master bedroom features a queen-size bed with a textured white coverlet. Large windows and sliding glass doors allow for natural light and offer views of the waterfront. A small table is positioned near the window for additional functionality.

Cottage in Hammond

4.97 out of 5 average rating, 144 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Guest favorite

An outdoor seating area features a square table surrounded by four red chairs, with a small black side table positioned nearby. The space is adorned with a light-colored rug and is bordered by a wooden fence with hanging flower planters.

Townhouse in Kingston

4.91 out of 5 average rating, 297 reviews

Bright Private Basement Suite with Private Yard.

Welcome to the Marilyn Monroe Suite! You will enter through the garage to your private basement suite with a lovely private fenced backyard w/fire table. Parking in laneway for 2 vehicles. Bus stop 350 meters Included: Wifi, Netflix, Large Fridge, Microwave, Keurig, BBQ, coffee pot for tea, toaster & Insta Pot 1 Queen size Bed, Couch, Twin Cot w/memory foam and full Bathroom. Very close to Restaurants, Movie Theatre and Shopping. 10 minute cab ride to downtown. License #: LCRL20220000355

Guest favorite

A unique bathroom features a walk-in shower enclosed with transparent curtains and gold accents. The flooring is tiled in white, contrasting with the vibrant red elements. Lighting fixtures mounted on the ceiling enhance the modern design, creating a distinctive aesthetic.

Apartment in Kingston

4.87 out of 5 average rating, 201 reviews

Modern Victorian Main floor Suite downtown

This tastefully renovated 1-bedroom apartment is located on the main floor of a Victorian century home in McBurney park. Features High ceilings, Granite counters, fireplace, AC and a bathroom to remember. There is a sofa bed in the living room to allow up to 4 guests and a fully fenced backyard with a BBQ and patio area + parking for 1 vehicle. This property is located 5 blocks from Princess St. and short walk to historic sites, shops, art galleries, and restaurants. LCRL20220000359

Top guest favorite

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.

Guesthouse in Township Of Frontenac Islands

4.98 out of 5 average rating, 139 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.

Top guest favorite

An inviting dining area features a round wooden table surrounded by black chairs, setting a comfortable atmosphere for meals. A stylish chandelier hangs above, providing soft lighting. Light from large windows brightens the space, highlighting the warm tones of the wooden flooring.

Home in Kingston

4.99 out of 5 average rating, 460 reviews

Capitan Burn's House on Wellington

Superb location in historic downtown Kingston, 3 blocks from princess street, walking distance to Queens, waterfront, City park, both hospitals, and the K-Rock center. Short drive to RMC and Fort Henry. Fully outfitted kitchen and beautiful courtyard. Fully renovated 175 year old Historic limestone building, with a cozy gas fireplace for the winter. If you need more space or the dates booked, please check out our other listing! airbnb.com/h/kingstonloft Licence #: LCRL20210000899

Top guest favorite

The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.

Guesthouse in Chaumont

4.99 out of 5 average rating, 123 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

Top guest favorite

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

5 out of 5 average rating, 159 reviews

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

Top guest favorite

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.

Guest suite in Kingston

5 out of 5 average rating, 117 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!

Top guest favorite

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.

Guest suite in Kingston

4.93 out of 5 average rating, 221 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.

Guest favorite

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

4.9 out of 5 average rating, 215 reviews

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

Top guest favorite

A modern kitchen and dining area is presented. A wooden table with high stools sits adjacent to the kitchen, which features stainless-steel appliances, including a microwave and dishwasher. Natural light enters through the window, highlighting sleek white cabinetry and a spacious layout.

Home in Kingston

4.92 out of 5 average rating, 275 reviews

Cozy home 2 + bedrooms in Kingston Ontario

Updated and freshly painted 2 bedroom home. Fully furnished and equipped. Spacious and bright, this home is perfect for business or pleasure. Sleeping for 5, laundry, parking, all conveniences. BBQ and back yard seating area. Brand new mattresses. Located in a quiet neighborhood and close to everything. Grocery store. Tim Horton's, Gas station, Walmart, fast food and restaurants within 5 minutes. Kingston STR License # LCRL20220000367

Guest favorite

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

4.91 out of 5 average rating, 326 reviews

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