Vacation rentals in Simcoe Island

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Top-rated vacation rentals in Simcoe Island

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Top guest favorite
A spacious kitchen showcases dark wooden cabinetry and a large granite island, complemented by modern stainless steel appliances. Ample light is provided by recessed lighting and a nearby window. The open layout connects to a comfortable living area, enhancing the welcoming ambiance of the home.
Bungalow in Kingston
4.99 out of 5 average rating, 100 reviews

Ella's House

This spacious home features 4 beautiful decorated private bedroom including one kids friendly cozy bunk bed room and two bed rooms at the main floor with an open concept great room with large kitchen. one bed room, Ping Pong table entertainment room and laundry room in the basement. The beautiful patio on the huge deck for you to enjoy fresh air. 4 free parking lots are available in front of the house! bunk bed room gives kids 100% fun to experience. Only 10 minutes drive from downtown!

Superhost
A cozy living space features a black armchair and a dining area with a table and chairs. A new gas fireplace is integrated into a brick wall, providing warmth. The kitchen area with modern appliances is visible on one side, while natural light comes from a nearby door.
Home in Kingston
4.88 out of 5 average rating, 474 reviews

Bagot Street Hidden Cottage

Offering a 2 bedroom fully furnished, fully detached home once owned by Gord Downie of the Tragically Hip. This cottage has character! It is in the heart of downtown Kingston. A private and unique setting will surprise you as it is hidden from the eye behind the facade of Bagot street in the historic and affluent  Sydenham Ward. This private house offers walking access to the core of downtown, Hospitals & Queen's University,  KGH Hospital. Our free Parking is away from street. LCRL20210000877

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, 905 reviews

Charming Suite with Views of Lake Ontario

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 located in one of the best locations in the heart of downtown Kingston. Please note: Our place does not have an elevator and is located on the third floor. Guests will need to climb two flights of stairs to access the unit. This may be challenging for seniors or guests with limited mobility.

Top guest favorite
An aerial view captures a spacious waterfront area featuring a gray concrete patio. Bright red outdoor chairs surround a fire pit on the grass, while a sauna is positioned nearby. The cozy retreat is nestled among trees, with direct access to the water.
Home in Bath
4.93 out of 5 average rating, 104 reviews

Lakefront with Sauna & Trails

Escape to our serene Lake Ontario retreat, nestled on a gated property with westward views. Enjoy a sauna, indoor fireplace, and outdoor fire pit. Features three bedrooms, two bathrooms, a fully-equipped kitchen with modern appliances, high-speed FIBE internet, and a 50" TV. Located at the quiet end of a cul-de-sac, just 15 minutes from Kingston and steps from walking trails. Ideal for a romantic getaway or a family vacation, sleeps up to 8 with plenty of parking. Your lakeside oasis awaits!

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, 177 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; enjoying an evening stroll at sunset; 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.

Guest favorite
A living room features high ceilings and large glass patio doors that open to a deck with views of the lake. Natural light fills the room, highlighting a mix of vintage furniture, a wooden coffee table, and decorative plants. A record player sits on a nearby table.
Vacation home in Wolfe Island
4.91 out of 5 average rating, 114 reviews

Shopkeeper's Apartment Waterfront 1186B Main st.

Step onto the deck, soak in the lake and awesome view to Kingston. Just a few steps to the water - this very spacious 2000 sq. ft., vintage appointed, 2 BR, 2 WC, suite is right in the centre of Wolfe Island's village, Marysville. Soaring ceilings, freshly renovated, with pine floors, beautiful views and sunsets, outdoor dining, luxurious linens, our character filled Shopkeeper's Lakeside Apartment is the perfect place while visiting Wolfe Island. Bring your water toys and launch!

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
5.0 out of 5 average rating, 223 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 open-plan living and dining area features a wooden dining table with caned chairs, facing a cozy seating arrangement. A gas fireplace is centered on the wall, accompanied by large windows that allow ample natural light, and decorative plants are positioned around the space.
Home in Kingston
4.96 out of 5 average rating, 205 reviews

Spacious 6BR+3.5BA •Peaceful, By Shops •For Groups

Spacious bungalow ideal for 𝐫𝐞𝐮𝐧𝐢𝐨𝐧𝐬, teams or wedding groups ● 𝟔 large bedrooms (4 in basement), 8 beds and 𝟑.𝟓 bathrooms. ● 𝐁𝐢𝐠 𝐋𝐢𝐯𝐢𝐧𝐠 𝐬𝐩𝐚𝐜𝐞 with two 𝟑-seater sofas. 𝐋𝐚𝐫𝐠𝐞 dining table for 𝟏𝟎. well stocked kitchen. ● 𝐒𝐮𝐧𝐫𝐨𝐨𝐦 seats 5, 𝐝𝐞𝐜𝐤 & 𝐁𝐁𝐐, 𝐟𝐞𝐧𝐜𝐞𝐝 𝐛𝐚𝐜𝐤𝐲𝐚𝐫𝐝 for 𝐩𝐞𝐭𝐬. ● Parking for 𝟒 𝐜𝐚𝐫𝐬. Quiet residential street, walking to Costco & Tim Hortons, short drive to Downtown, Queen’s & INVISTA.

Top guest favorite
Home in Kingston
4.94 out of 5 average rating, 111 reviews

Tanyas_Place_ygk

Clean and comfortable, fully equipped three bedroom home on a quiet cul-de-sac in Kingston. Conveniently located only 5 minutes to the 401, Via Rail train station, and Coach Canada bus station. Several grocery stores, restaurants, movie theater and Norm's indoor golf are close by. Ten minutes from downtown Kingston. Licenced by the City of Kingston since 2024-02-26 Short-Term Rental Licence # LCRL20240000005 Effective until 2027-02-26.

Top guest favorite
Cottage in Kingston
4.95 out of 5 average rating, 418 reviews

The Crows Nest Cozy River Cottage in Kingston

Welcome to The Crows Nest, our cozy waterfront cottage with your own private swimming dock (5 mins to Kingston!). Here you’ll find the simplicity of river life. It’s a real birders paradise and a great place for spotting wildlife like deer. Enjoy the cozy living space, private deck to enjoy magnificent sunrises and sunsets, and the special calm that is the St. Lawrence River in the heart of The 1000 Islands. License number LCRL20210000964.

Guest favorite
The main entrance is located on the sidewalk and features a modern black door framed by stone and wood accents. Large windows provide natural light, while vibrant plants and flowers add a touch of color to the exterior. Steps lead to additional entrances above.
Apartment in Kingston
4.91 out of 5 average rating, 116 reviews

Heritage loft downtown Kingston

An historic gem located just steps from Kingston’s vibrant and bustling downtown. Located at Queen & Montreal, this large bachelor boasts stylish steam-punk finishes, fully furnished kitchen, 4-piece bathroom, and a spacious living room equipped with smart TV. Relax in the comfy queen-sized bed after a day of exploring. The bedroom can be enclosed by massive sliding barnwood doors, adding a touch of rustic charm to your stay.

Top 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, 210 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