Holiday houses in Simcoe Island

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Top-rated holiday rentals in Simcoe Island

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Top Guest favourite
An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.
Home in HUNT
4.98 out of 5 average rating, 226 reviews

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

Guest favourite
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
4.79 out of 5 average rating, 862 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.

Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward
4.97 out of 5 average rating, 300 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Top Guest favourite
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, 146 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.

Guest favourite
Dome in Plainfield
4.8 out of 5 average rating, 184 reviews

From quiet rivers to starlit skies,

Experiencing forest bathing while you are also enjoying the comfort of our bubble, Escape the hustle of the modern lifestyle and re-balance your Self with the rythme of nature. Inside, there is a Queen-size bed and wood stove will keep you toasted. No running water; you will find an outhouse a few steps away from the dome. Cook outside on the BBQ, relax in the hamac and explore nature on our trail or in a kayaks or paddle board. A unique way to enhance your experience? Rent a sauna!

Top Guest favourite
The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.
Guesthouse in Chaumont
4.99 out of 5 average rating, 124 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

Superhost
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
4.93 out of 5 average rating, 134 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 favourite
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, 197 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 favourite
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
4.95 out of 5 average rating, 253 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

Guest favourite
A wooden dock extends over calm waters, leading to a small aluminum rowboat moored nearby. Surrounding trees offer natural shade, and the sky is partly cloudy with light reflections on the water's surface. A serene landscape invites moments of relaxation and connection with nature.
Home in South Frontenac
4.98 out of 5 average rating, 130 reviews

The Lakeview cottage

Our cottage is the perfect place to relax with family or a few friends, and enjoy the peace and quiet surrounded by beautiful scenery. It is very private and you will have the entire property and cottage to yourself. it’s the perfect peaceful hideaway. The cottage is warm and cozy with gorgeous views of cranberry lake Our place is Great for nature walks, biking, swimming and enjoying the outdoors. Also for fishing/ice fishing and snowmobiling trails are close by.

Top Guest favourite
Apartment in Kingston
4.98 out of 5 average rating, 169 reviews

Spacious Downtown Loft

This spacious downtown 2 level loft is the perfect location to enjoy everything that Kingston has to offer. Walking distance to the Grand theatre, Slush Puppie Place, restaurants, universities, ferry, and Fort Henry. The perfect location for an evening or weekend getaway to explore Kingston, visit family or just unwind and relax. No parking available with the property (see more detail under Location - Getting Around) City of Kingston License #LCRL20220000211

Top Guest favourite
Tiny home in Perth
4.93 out of 5 average rating, 348 reviews

Off-grid A-frame cabin, come relax in the forest!

Welcome to “The Hemlock” cabin One of two unique cabins on the property. 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 and wildlife in a peaceful, private setting, relax and unwind by the fire! We look forward to having you!

Popular amenities for Simcoe Island holiday rentals

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