Holiday rentals in Simcoe Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Simcoe Island

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest suite in Kingston

4.99 out of 5 average rating, 127 reviews

Cozy & Spacious Suite near CatCentre

Welcome to Kingston! Our basement apartment is now re-opening for 2024. For your ultimate comfort, we proudly offer: + A private entrance + A self check-in protocol + 2 queen beds + 1 full bathroom + 1 well-equipped kitchen + Laundry appliances + An experience with Alexa, our smart home assistant + Safe neighbourhood with parks and playgrounds nearby + Proximity to the mall, supermarkets, restaurants, and bus stations in walking distance + 5 mins to Highway 401 and 15 mins to Downtown by driving

Guest favourite

Flat in Kingston

4.96 out of 5 average rating, 545 reviews

Spacious Historic Downtown Stableman's House Loft

The Stableman's House Loft is located in the heart of downtown Kingston within easy walking distance to Market Square, the Wolfe Island ferry, the Leon's Center, Fort Henry, Confederation Park and City Hall, both Hotel Dieu and Kingston General Hospitals, Queens University and RMC as well as all of the restaurants, cafés, bars and shops the nicest downtown in Canada has to offer. You couldn't be closer to the action! In addition there is a cafe and sandwich shop on the ground floor to feed you!

Guest favourite

Guest suite in Wolfe Island

4.93 out of 5 average rating, 163 reviews

Clean, private, cottage-like. 1 block to Lake ON

Our Airbnb provides you with a private space w/ separate entrance, private bathroom & a simple kitchen (kettle, toaster, fridge, french press). NOTE: We do not provide wifi or TV. Steps from Lake Ontario, restaurants, the Saturday Market, Fargo's Store & the village dock, our Airbnb is perfect for singles & couples - ideal for a romantic or solitary retreat. Wolfe Island is a 25 min FREE ferry ride from Kingston. 11 km away is the ferry to Cape Vincent, NY & Big Sandy Bay is a 15 min. drive.

Guest favourite

Yurt in Yarker

4.99 out of 5 average rating, 315 reviews

Our Yurt - Your Getaway. Rustic Luxury!

Reconnect with nature all year round at our enchanting yurt. Perfect for a romantic holiday. Nestled in the woods, directly across the road from the lake, it is private but not secluded. Your stay includes outdoor leisure equipment for fun on the lake every season. Just relax, I do the dishes! There's no running water in the yurts well-appointed kitchenette but everything else you need is there! The toilet is in an outbuilding by the yurt and a gorgeous guest shower room is up at the house.

Guest favourite

Home in Kingston

4.9 out of 5 average rating, 102 reviews

Stay & Shop The Boho Room Entire 3 Bed, 1 Bath

Private entrance to a spacious 3 bedroom, 1 bath with a large side yard & one Parking Spot. 4 minute drive from YGK Airport & 15 minute drive to downtown core. Kingston has always been a makers town where arts culture runs deep; visit the limestone city while occupying one half of a makers house. The Boho Room is a textile & handcrafted goods company that has grown into an Airbnb experience. Filled with woven wall hangings & nostalgic art prints, you are always welcome to stay & shop.

Guest favourite

Cottage in Sharbot Lake

5.0 out of 5 average rating, 183 reviews

Escape to romantic serenity

Windswept Cottage sits amidst tall pines with it's huge windows overlooking Sharbot Lake. Wander down to your private dock with your morning coffee. A breakfast basket is delivered to your door on your first morning. Then, take off in one of our kayaks or a canoe or hike the K & P Trail. Come home to a lovely soak in the tub! Windswept Cottage is the perfect combination of privacy and town convenience. Check out our 2nd cottage on the property - Windsong Cottage on Airbnb. No pets.

Guest favourite

Guest suite in Kingston

4.98 out of 5 average rating, 197 reviews

Bright, cozy basement apartment with fireplace!

Welcome to our bright, cozy, and licensed basement apartment in Kingston's west end. Enjoy fresh, locally-roasted, French press coffee each morning and spend the evening beside the gas fireplace. With parking for one vehicle, you'll find yourself under 10 minutes away from the mall, local restaurants, and the Invista Centre—and a quick 18-minute drive to downtown. Whether you're here with a purpose or just looking to wander, we've got you covered. License #: LCRL20210000493

Guest favourite

Guest suite in Kingston

4.95 out of 5 average rating, 305 reviews

Private, Large 1 Bedroom West End Suite.

Roomy, self contained 1 bedroom suite with private entrance, kitchen, large living area and private bathroom. Located in the west end of Kingston 6 minutes off the 401 and 20 minutes from the downtown. Relax in the Living Room by the gas fireplace or in the comfy love seat in the large bedroom. Great, private space for a staycation or as a work from home alternative. Beautiful, fenced in backyard where you can enjoy the outdoors. High speed internet and lots of TV stations.

Guest favourite

Tiny home in Stirling

4.98 out of 5 average rating, 178 reviews

Romantic, cozy, quiet cabin on 20 acres of trails

Enjoy a natural peaceful setting with this romantic spot in a 390sqft off grid log cabin in the woods. A short 600' walk from parking to a piece of heaven. Start the day with french press coffee on the porch, finish the day with a glass of wine from the local winery! Bar fridge, gas cooktop, barbecue, 120V receptacles, full bathroom, double bed, pull out couch. Please let us know in advance of you want the pullout couch made up.

Guest favourite

Tiny home in Perth

4.9 out of 5 average rating, 205 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, canoeing and 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 favourite

Flat in Kingston

4.98 out of 5 average rating, 217 reviews

Private One Bedroom Unit - Steps from Queen’s, KGH

My newly renovated private unit is a short walk away from Queen’s University, Kingston General Hospital, and Providence Care. I am across the street from The Isabel Bader Centre, the new Breakwater Point Beach is just a five minute walk away, and the Kingston Pen Museum is just down the road! The public transit line is located a few steps away.

Guest favourite

Cottage in Kingston

4.93 out of 5 average rating, 215 reviews

The Crows Nest Cozy River Cottage 5mins to K-Town

Welcome to The Crows Nest, our cozy waterfront cottage that really is 5 mins to Kingston! Here you’ll find the simplicity of river life. 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.