Vacation rentals in Simcoe Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Simcoe Island

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

%{current} / %{total}1 / 1
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

Guest favorite
A white geodome is situated on a raised wooden deck, surrounded by lush green grass and trees near the water's edge. The calm surface of Varty Lake reflects the vibrant blue sky and the natural scenery.
Dome in Yarker
4.96 out of 5 average rating, 110 reviews

Sky Geo Dome on the Lake

Our beautiful geodome offers a unique glamping experience with breathtaking lake views. Perfect for romantic getaways, celebrations or family vacations. Enjoy stunning sunrises, stargaze, roast marshmallows by firepit, BBQ, play air hockey/pool/axe throwing, enjoy a night sky projector -indulge in peace & serenity. Varty Lake is ideal for fishing, kayaking & canoeing. Just 15 min from amenities & 30 min from alpaca farms, wineries, 1000 Islands, & stargazing in Stone Mills.

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, 170 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 treehouse sits elevated beside a gently flowing river, surrounded by lush greenery. Stairs lead to the entrance, while the water's smooth surface reflects the vibrant hues of the trees above, creating a serene atmosphere within nature.
Treehouse in Tweed
4.94 out of 5 average rating, 224 reviews

Off-Grid Tree Canopy Retreat

Escape to this private off-grid retreat, nestled high in the trees overlooking the natural beauty of the Moira River. This elevated nature shelter provides a cozy, rustic space for guests seeking solitude, adventure, or a peaceful getaway. This is a multi-use nature retreat designed to provide shelter and relaxation in a secluded setting. Guests are welcome to rest and recharge in the space, enjoying the warmth of the wood stove while taking in the peaceful surroundings

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, 236 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, 175 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.

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, 234 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, 238 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

Guest favorite
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, 369 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

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, 337 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

Top guest favorite
An A-frame cabin is set amidst dense trees in a natural forest. The structure features large glass doors that open onto a wooden deck, where two outdoor chairs are positioned. A metal chimney is visible on the roof, and warm light emanates from inside.
Tiny home in Perth
4.92 out of 5 average rating, 327 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin A unique stay situated minutes from historic Perth, Ontario. The Hemlock sits on 160+ acres of private, natural forest. Enjoy 3 season lake access for kayaking & canoe. Year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Guest favorite
A modern kitchen is displayed, featuring stainless steel appliances and a stylish backsplash. High ceilings are complemented by exposed beams, while windows with soft curtains allow natural light to filter in. The open layout creates a seamless connection to the adjoining living space.
Apartment in Kingston
4.8 out of 5 average rating, 803 reviews

Waterfront suite over looking Lake Ontario

Recently in additional upgrades such as large granite counter tops, brand new furniture, stainless steel appliances, high ceiling. Fine finishes show the care that have gone into the history of this limestone suite with in one of the best locations in the heart of downtown Kingston. Notice: Our place no elevator, is on second floor need used the stairs.

Popular amenities for Simcoe Island vacation rentals