Vacation rentals in Simcoe Island

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

Family · Value · Condition

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!

Location · Family · Outdoor spaces

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.

Family · Value · TV

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!

Location · Value · Hospitality

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.

Location · Family · Comfort

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

Family · Location · Beach

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.

Family · Value · Backyard

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.

Value · Location · Pool

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.

Family · Location · Parking

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.

Family · Location · Check-in

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.

Family · Location · Heating

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

Family · Location · Comfort