Vacation rentals in Simcoe Island

5 out of 5 average rating, 183 reviews

Houseboat in Yarker

4 season cabin in the woods -A romantic Riverboat!

You won’t forget this memorable experience! A 1974 River Boat has been lovingly transformed in to a whimsical all season cabin. Come for the fantasy then bask in the comfort and romance of it. Luxurious amenities include everything but the kitchen sink..literally! A perk to no running water is that I do your dishes at my place while you relax! The houseboat is tucked in to the trees and just across the road from a lakefront park. Plus...a Playshed full of seasonal outdoor equipment is included!

4.97 out of 5 average rating, 164 reviews

A shared outdoor space features four colorful Adirondack chairs arranged around a stone fire pit. A gas grill is positioned nearby, and the area is bordered by lush greenery. The evening sky showcases a blend of soft colors, enhancing the inviting atmosphere.

Loft in Greater Napanee

Luxurious Victorian Loft on the Doorstep of PEC

A fully private luxury loft apartment located in historic downtown Napanee and on the doorstep of Prince Edward County, offering everything you have been looking for and more. From the moment you arrive you will be taken by the beauty of this regal Victorian property. This space has been designed with your comfort in mind. You will also enjoy a beautiful outdoor space perfect for relaxing or dining, and lined with stunning gardens. Perfect for your romantic getaway, wine tour, or city escape.

Guesthouse in Township Of Frontenac Islands

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.

4.97 out of 5 average rating, 109 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.

A tranquil courtyard is featured, with a stone patio surrounded by lush greenery. A wooden dining table is set with plates and glasses under a canopy of vines, creating a shaded outdoor dining space. Nearby trees and shrubs add natural beauty.

4.99 out of 5 average rating, 438 reviews

Capitan Burn's House on Wellington

Superb location in historic downtown Kingston, 3 blocks from princess street, walking distance to Queens, waterfront, City park, both hospitals, and the K-Rock center. Short drive to RMC and Fort Henry. Fully outfitted kitchen and beautiful courtyard. Fully renovated 175 year old Historic limestone building, with a cozy gas fireplace for the winter. If you need more space or the dates booked, please check out our other listing! airbnb.com/h/kingstonloft Licence #: LCRL20210000899

4.91 out of 5 average rating, 144 reviews

A spacious living area features two sofas and an ottoman, providing ample seating. A dining area with a wooden table and chairs is visible in the background. Natural light brightens the space, enhancing the neutral color palette of the walls and flooring.

Apartment in Kingston

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 within walking distance. -Complimentary snacks. -Linens washed after each stay with o3 commercial grade laundry system

4.96 out of 5 average rating, 174 reviews

A wooden treehouse is nestled among lush trees and overlooks a gentle stream. Large windows allow natural light to fill the space, and a staircase leads to the entrance. Stones and moss line the streambank, contributing to the tranquil natural setting.

Treehouse in Tweed

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.

5 out of 5 average rating, 334 reviews

A log cabin stands under a star-filled sky, with the Milky Way visible above. The warm glow from the cabin's windows adds a cozy touch against the dark backdrop of trees. The surrounding landscape is serene, enhancing the peacefulness of the setting.

Cabin in Marlbank

The Woodland Escape

Step back in time. Experience living in a one room cabin heated by a wood stove and lit by candles and lanterns. Your bathroom is an outhouse. There is no running water or electricity. You can ski, snowshoe or hike on the 40 acre property. Also, within minutes of the cabin are numerous trail systems, lakes and beaches. If you want to go further back in time, you can visit our 1700’s settler’s cabin. Check out our YouTube channel, “The Woodland Escape”

A well-lit dining area features a wooden table set for six, surrounded by comfortable chairs. A modern kitchen with stainless steel appliances and white cabinetry is visible in the background, along with a sliding glass door that leads to a small deck off to the side.

4.94 out of 5 average rating, 232 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

A welcoming kitchen and dining area features a combination of natural wood and exposed brick. A spacious wooden dining table is surrounded by leather stools. Kitchen cabinetry displays elegant glass front, and a large sink is positioned beneath a window, allowing natural light to enhance the warm tones.

4.94 out of 5 average rating, 132 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.

4.97 out of 5 average rating, 102 reviews

A wooden deck is visible at the rear of a brick building, featuring a staircase leading to the entrance. A dark-colored vehicle is parked in a gravel area, with some autumn leaves scattered nearby. The setting reflects the character of a historic downtown neighborhood.

Guest suite in Kingston

Hotel Room Bela in downtown Kingston

A small and cozy hotel room accommodation with a private entrance to your own space and free parking until check out, located in downtown Kingston's Sydenham Ward. You are steps away from the heart of downtown shopping, restaurants, Hotel Dieu Hospital and 3 blocks from Queen's University and KGH. Our space is small at 175 sq ft, but you’ll have everything you need for a comfortable stay. Licence: LCRL20230000508

4.86 out of 5 average rating, 287 reviews

Beautiful new church basement

Non-Smokers Only If booking please provide information about your group and what brings you to Kingston. Entire private church basement in beautiful historic Portsmouth Village in Kingston. This stunning all newly renovated 170 year old limestone church is perfect for a get away weekend or if you are coming for a Kingston Penitentiary Tour. Licence number LCRL20220000037