
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

ZenDen Cabin By The Pond
This unique little eco friendly hobby farm has a vibe all its own. Close to many amenities yet secluded in middle of it all. Wild bird watching, fishing in the pond, long walks in the field to catch the sunset. Enjoy a bonfire or just chill with the view. You will be transported to a peaceful place. Bay of Quinte, Sandbanks, Scenic Caves, Wineries all for you to explore. 8 minutes drive to Shannonville motor sports park Fresh eggs from my hens when they're available Geodesic Dome Greenhouse.

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

Waterfront suite over looking 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.

Smugglers Getaway on the St. Lawrence River
Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

The Bloomfield Guest House
Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

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.

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

Picton Bay Hideaway
Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

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

Hotel Room Bela in downtown Kingston
A small and cozy hotel room accommodation with a private entrance to your own space and free parking for one vehicle until check out. You are steps away from the heart of downtown shopping at unique local stores, an array of restaurants, Queen's University and our 2 hospitals - Hotel Dieu and Kingston General Hospital. Our space is small at 16.3 m2/175 sq ft, but you will have everything you need for a comfortable stay. 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.
Popular amenities for Simcoe Island holiday rentals
Other great holiday rentals in Simcoe Island

Cozy Cabin Chalet

Black Bay Chalet- Charming Lakeside Hideaway

Earl View Place - downtown gem!

Heritage loft downtown Kingston

Lovely Cottage with Access to the Water

Relaxing 3 Season Island Cottage

Lakefront Sunset Cottage

Cozy Loft in Kingston
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Bay of Quinte
- Thousand Islands National Park
- Pike Lake
- Wolfe Island
- Thousand Islands
- Sandbanks Provincial Park
- Grange of Prince Edward Vineyards and Estate Winery
- Sandbanks Dunes Beach
- Kingston 1000 Islands Cruises
- Closson Chase Vineyards
- INVISTA Centre
- Lemoine Point Conservation Area
- Rosehall Run Vineyards Inc
- Boldt Castle & Yacht House
- Charleston Lake Provincial Park
- Frontenac Provincial Park
- Lake on the Mtn Provincial Park
- Hinterland Wine Company




