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, 150 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

Top guest favorite
A double bed with a white quilt is situated against a wall adorned with colorful artwork. A decorative pillow and a rolled towel rest on the bed. A bedside lamp and a small side table with a lace covering complement the room's cozy feel. A white chair is also present.
Guest suite in Kingston
4.96 out of 5 average rating, 203 reviews

Entire Granny suite Private Basement Kitchenette

You will have the down stairs, private, granny suite, open concept very private. Double bed only, and couches Private entrance with Lockbox on door. Your own private bathroom with shower, living room ,big screen TV,WIFI, Cable Kichenett with Frig,microwave. Everything you will need for short stay. Breakfast (Continental) condiments . Parking NOT AN EMPTY SHELL FOR RENTERS ONLY, MY PERSONAL BELONGING WILL BE THERE. WHEN NOT RENTING MY FAMILY& FRIENDS USE THIS SPACE. THIS IS NOT HOTEL

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, 144 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
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, 163 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

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, 231 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.

Top guest favorite
A light grey sectional sofa features striped throw pillows and extends into a spacious seating area. A rustic wooden coffee table is centered on a patterned area rug, providing a warm contrast to the neutral tones of the furniture.
Guest suite in Kingston
4.97 out of 5 average rating, 297 reviews

Bright, cozy basement apartment with fireplace!

Welcome to our bright, cozy, and licensed basement apartment in Kingston's west end. Enjoy fresh, locally-roasted, coffee each morning and spend the evening beside the gas fireplace. With parking for one vehicle, you'll find yourself under 10 minutes away from the mall, local restaurants, and the Invista Centre—and a quick 18-minute drive to downtown. Whether you're here with a purpose or just looking to wander, we've got you covered. License #: LCRL20210000493

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
4.91 out of 5 average rating, 227 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

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.
Guest suite in Kingston
4.89 out of 5 average rating, 368 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

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, 285 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 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
4.83 out of 5 average rating, 171 reviews

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.

Top guest favorite
A modern kitchen and dining area features sleek white cabinetry and stainless-steel appliances. A round glass dining table is surrounded by four gray chairs. Natural light enters through a window, highlighting the light wood flooring and providing a bright, inviting atmosphere.
Townhouse in Kingston
4.92 out of 5 average rating, 501 reviews

Downtown Two Bedroom Apartment With Parking

This 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 second floor of a duplex, consists of a large open concept living space along with two bedrooms and a bathroom. Licensed for short term rental with the City of Kingston - License #LCRL20240000006

Superhost
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
4.9 out of 5 average rating, 159 reviews

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.

Popular amenities for Simcoe Island vacation rentals