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Vacation rentals in Simcoe Island

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Top-rated vacation rentals in Simcoe Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 161 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 dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 152 reviews

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

Top guest favorite
A modern kitchen is featured, equipped with stainless steel appliances and white cabinetry. A breakfast bar with wooden accents extends into the living area, which includes a red leather couch adorned with two blue pillows. Natural light enters through nearby windows.
Apartment in Kingston
4.94 out of 5 average rating, 62 reviews

One bedroom apartment

Newly renovated legal one bedroom apartment. Lots of windows, full kitchen, laundry room, gas fireplace, dedicated hydro-meter and electrical panel, dedicated parking space that leads to a walkway with stairs, to the backyard and front entrance of the apartment. Located in a quiet mature neighbourhood. Within walking distance to parks, grocery stores, and very close to Collins Bay boat launch and bus stations. The backyard is large, private, and sunny throughout most of the day.

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, 175 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
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, 239 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 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
4.82 out of 5 average rating, 178 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. The private, third-floor entrance is at the back of the house and at the top of two flights of outdoor, narrow, metal stairs (the original fire escape). 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. No parking provided. It has air conditioning.

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, 302 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

Top guest favorite
A cottage is nestled among tall grass and wildflowers under a vast sky, reflecting warm tones from the setting sun. The surrounding greenery complements the serene landscape, with trees visible in the distance, enhancing the tranquil atmosphere of the countryside.
Cottage in Wolfe Island
4.94 out of 5 average rating, 17 reviews

Sandra's Wee House on Simcoe Island

Cycle or drive to this charming cottage on Simcoe Island for tranquillity, stunning sunsets, birdwatching, solitude, cycling, kayaking, swimming in clear water. Huge sky. Amazing views. Close to historic Kingston and Wolfe Island. ⭐ Panoramic vistas of Lake Ontario ⭐ 200 feet of private limestone shoreline ⭐ Fresh linens, towels and essentials ⭐ Family-owned and treasured, and managed with care ⭐ Outfitted for remote work with high-speed internet, desk and printer

Guest favorite
The spacious living area showcases two sofas and an ottoman, complemented by a wooden dining table surrounded by four chairs. A large window allows natural light, illuminating a 50-inch Smart TV on a media console against the wall.
Apartment in Kingston
4.9 out of 5 average rating, 241 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

Guest favorite
A cozy sleeping area is highlighted by a spacious bed covered with a light blue blanket. Natural light enters through large windows adorned with tied-back curtains, revealing a view of a green outdoor space. A piece of contemporary wall art adds a colorful touch.
Guest suite in Kingston
4.81 out of 5 average rating, 242 reviews

Private Suite near Skeleton Park

Sunny private suite 700 m from the downtown hub with separate entrance & 3-piece bath overlooking back courtyard. Entire space & amenities in ONE ROOM. FREE 2nd guest FREE high-speed wifi FREE coffee & teas FREE filtered water FREE (shared) parking No special cleaning by guests. Walk to hospitals & grocery or take-out. Sit in the private sunny courtyard & train chickadees to eat from your hand. No house access. City STR license # LCRL20210000518

Superhost
A dining area is depicted with a light wooden table surrounded by six black chairs. A large wall art piece featuring a street scene adds character. Natural light brightens the space, complemented by a nearby mirror reflecting the room.
Home in Kingston
4.82 out of 5 average rating, 175 reviews

Warm & Renovated 3 Bedroom Suite - Full Kitchen

Welcome to our newly renovated 3 bedroom private space (entire upper space) with full kitchen and bathroom. 2 Queen beds, 1 single bed and 3 rooms provide amazing value! 10 minute drive to Downtown Kingston and 1 minute drive to Frontenac mall which has grocery store and many restaurants! The entire upper level is yours. Everything is private except for the washers and dryers. Nothing else is shared. License # LCRL20250000063

Guest favorite
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, 165 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Frontenac County
  5. Frontenac Islands
  6. Simcoe Island