
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.

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

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario
You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

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; enjoying an evening stroll at sunset; 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.

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! Suitable for 2 guests but room for more if needed for children etc.

1000 Islands Peninsula Getaway
Welcome to the gateway of the world! Located in the beautiful Thousand Islands and a 3 minute drive downtown Gananouqe and a 20 minute drive to downtown Kingston, you are fully surrounded by the beautiful St Lawrence River. This cottage is perfectly located for you and your friends and family to enjoy. With its extra large windows this luxury but homey cottage was designed for star gazing and watching the sunset from the comfort off the living room or its beautiful 10 foot kitchen island.

Escape Goat Hideaway at Barking Goat Farms
“Glamping” at its best. Come experience an off grid all season cabin, tucked away in a very private location at Barking Goat Farms, between Toronto and Ottawa. Enjoy your morning coffee on the lovely screened in porch and spend you evenings around the campfire star gazing amid the peaceful surroundings. Many local attractions to visit or just unplug and relax. Perfect for a couples romantic escape or a fun girls getaway. Enjoy a complimentary meet and greet with our goats and donkeys

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

Peaceful Peninsula. A Private Waterfront Oasis.
Please note summer 2026 (June 20-August 28) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation. ST-2020-0226

Place: Bright and Cozy Woodland Retreat
Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

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

Bright & Modern 2BR Suite | Rustic Bar + Parking

The Big Dipper - Geo-Desic Dome

glamping farm bubble

Sandra's Wee House on Simcoe Island

The Chez Heron. A small gothic castle in Chaumont

Lakefront with Sauna & Trails

Willow | Waterfront PEC Cottage w/ Dock Lake Views

Stunning Simcoe Island Retreat with Sauna
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Cambridge Holiday rentals
- Sandbanks Provincial Park
- Thousand Islands National Park
- Thousand Islands
- Pike Lake
- Sandbanks Dunes Beach
- Queen's University
- Kingston 1000 Islands Cruises
- Rosehall Run Vineyards Inc
- Lemoine Point Conservation Area
- Charleston Lake Provincial Park
- Grange of Prince Edward Vineyards and Estate Winery
- Closson Chase Vineyards
- Bay of Quinte
- Thousand Islands Winery
- Boldt Castle & Yacht House
- Frontenac Provincial Park
- Lake on the Mtn Provincial Park
- Lake Ontario Park
- Clayton Island Tours
- Shorelines Casino-Belleville
- Hinterland Wine Company
- Casa-Dea Winery & Banquet Hall
- Black Bear Ridge Golf Course
- Sandy Island Beach State Park





