
Holiday rentals in Simcoe Island
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Top-rated holiday rentals in Simcoe Island
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Waterfront Casa in wine County w/SAUNA and HOT TUB
Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

River Ledge Hideaway
New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

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.

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.

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!

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.

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

Hotel Room Bela in downtown Kingston
Welcome to Hotel Room Bela, in the heart of downtown Kingston. Our space is a small and cozy hotel room accommodation with your own private entrance and everything you need for a comfortable stay. We are steps away from unique local stores, restaurants, Queen's University and Hotel Dieu Hospital. Our prime location includes free parking for 1 vehicle. Discounted rate for bookings any day, Sept 25-27, 2026 due to unavailable parking. Licence: LCRL20230000508

Central Kingston Urban Oasis
Enjoy a cozy home central to the downtown core of Kingston, available May to September. On a quiet street, you will be less than a 5 minute drive to Queen’s University, hospitals, and many attractions that Kingston offers. You will appreciate this peaceful setting that is so accessible to the main arteries. High speed Bell fibe internet available and Netflix. We are a short term rental licensed with the city of Kingston #LCRL20220000554.

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!

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.

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.
Popular amenities for Simcoe Island holiday rentals
Other great holiday rentals in Simcoe Island

Earl View Place - downtown gem!

Nature Getaway in Luxury Yurt - Super Warm & Cozy!

glamping farm bubble

The Chez Heron. A small gothic castle in Chaumont

The Robin's Nest

Lakefront with Sauna & Trails

Sunset Cottage

The Unhurried House
Destinations to explore
- Plainview Holiday rentals
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- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
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- Hudson Valley Holiday rentals
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- Pocono Mountains Holiday rentals
- Thousand Islands National Park
- Bay of Quinte
- Wolfe Island
- Pike Lake
- Thousand Islands
- Sandbanks Provincial Park
- Black Bear Ridge Golf Course
- Sandbanks Dunes Beach
- Kingston 1000 Islands Cruises
- Lemoine Point Conservation Area
- Boldt Castle & Yacht House
- Closson Chase Vineyards
- Rosehall Run Vineyards Inc
- Grange of Prince Edward Vineyards and Estate Winery
- Charleston Lake Provincial Park
- Frontenac Provincial Park
- INVISTA Centre
- Lake on the Mtn Provincial Park
- Hinterland Wine Company
- Queen's University
- Lake Ontario Park
- Clayton Island Tours
- Casa-Dea Winery & Banquet Hall
- Sandy Island Beach State Park





