Vacation rentals in Waupoos Island

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Top-rated vacation rentals in Waupoos Island

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Top guest favorite
A hot tub with clear blue water is positioned outdoors, surrounded by light-colored walls. The tub features multiple seating areas and controls for adjusting the settings. A step is visible nearby, providing easy access to the hot tub.
Apartment in Prince Edward
4.95 out of 5 average rating, 328 reviews

Summer House PEC *Free Sandbanks Beach Pass!*

Welcome to Summer House PEC! Brand new construction located close to Main St. Picton. Our love of the Sandbanks inspired this modern coastal themed space. We've curated an indoor/outdoor experience to meet your vacation needs, including: 2 bedrooms/1 bath, full kitchen (new Kitchenaid appliances), Nespresso coffee bar, laundry, home theatre, and bar. Outside enjoy a spacious fenced-in yard, outdoor kitchen with BBQ, and Jacuzzi hot tub! Sandbanks Beach Summer Pass Included! License#ST20200312

Guest favorite
A large window frames a serene view of Smith's Bay, revealing calm waters and a distant tree line. In the foreground, a vase of white orchids adds a touch of nature to the indoor setting, while a grassy area leads to the water's edge.
Cabin in Prince Edward
4.85 out of 5 average rating, 123 reviews

Waupoos Island View Cottages - The Ethan

The cottage is fully equipped with a kitchenette, including fridge, countertop convection oven and microwave. The stove does not work. Dishes, pots and pans as well as utensils. We stock the cottage with basic towels, toilet paper, dish soap, hand soap and kitchen towels. Barbeque and picnic table for eating by the water. Bring your own beach chairs, beach towels & water shoes. Enjoy your personal dock for leisure, swimming, fishing.....etc End your evening with a fire at your own fire pit.

Top guest favorite
The interior features a warm wooden aesthetic with high cathedral ceilings supported by exposed beams. A staircase leads to an upper level. The chef's kitchen includes a tiled countertop with a vase of flowers, while the dining area is visible in the background.
Home in Prince Edward
4.94 out of 5 average rating, 280 reviews

Stunning Prince Edward County Post & Beam Retreat

Welcome to Three Keys Waupoos, the County's ideal luxury accommodation for those who are looking for elegance, beauty, and comfort. This retreat is situated in the the heart of all things that make the County memorable; wineries, orchards, cheese factories, and scenic vistas. The house is all about open spaces and beautifully constructed post and beam craftsmanship. A short drive to many desirable County destinations, you'll be happy you chose our house overlooking Smith's Bay, Lake Ontario!

Top guest favorite
A private hot tub is visible, featuring softly illuminated water. Nearby, a fire pit flickers gently, surrounded by greenery and string lights. The area offers modern outdoor seating and a serene atmosphere, enhancing the retreat's inviting space.
Guest suite in Prince Edward
4.95 out of 5 average rating, 107 reviews

The Disco Garden Party by The Post Office Motel

Imagine arriving at a secluded mid-century modern retreat, where design and comfort both take first place. You sink into the warmth of your private hot tub, the sky above unfolding into a blanket of stars. Tonight, the Milky Way puts on a show just for you. Later, laughter fills the air as you gather around the fire pit, roasting gooey s’mores with family and friends. Located just minutes to secret speakeasy bars and wine lounges, wineries, the Mustang Drive-In and Sandbanks Provincial Park!

Guest favorite
A serene outdoor space features comfortable seating options, including two benches facing a fire pit surrounded by stones. A wooden deck provides a perfect vantage point overlooking the calm waters, framed by green grass and foliage, inviting guests to enjoy the peaceful scenery.
Tiny home in Prince Edward
5 out of 5 average rating, 14 reviews

Waterfront Bunkie in PEC

Take it easy at this tranquil PEC getaway overlooking Smith's Bay. Located in Accommodating Bay campground, the spacious glamping bunkie features a king bed, fire pit, Keurig, and stunning waterfront views. While there’s no kitchen, the BBQ and fire pit make outdoor cooking part of the fun glamping experience. Enjoy a private washroom with shower next to the bunkie, and relax by the lake at the common swimming area just steps away. Pack up your glamping essentials and take the trip to PEC!

Top guest favorite
A modern two-storey home features a sleek design with large glass windows and balconies. The outdoor area includes a spacious deck with seating arrangements, while a decorative neon sign reads 'Water's Edge' against a textured green wall, enhancing the contemporary aesthetic.
Home in Belleville
4.95 out of 5 average rating, 217 reviews

Spectacular Waterfront Home in PEC

Situated on the edge of the beautiful Bay of Quinte, this brand new modern build is sure to steal your breath. Built in 2023, this stunning two-storey waterfront oasis, Water’s Edge, is located just over the Bay Bridge in spectacular Prince Edward County. Featuring two kayaks, fishing gear, outdoor propane fire table, and an upper and lower deck with front row seats to the most unforgettable sunsets. Water’s Edge is conveniently located to both Belleville and all that PEC has to offer.

Top guest favorite
A modern kitchen showcases light cabinetry and a spacious island with a wood storage area. Stylish light fixtures hang above, complementing colorful artwork on the walls. A dining area with wooden chairs is visible in the background, enhancing the room's inviting atmosphere.
Guest suite in Prince Edward
4.94 out of 5 average rating, 118 reviews

Stylish and Spacious Rental in Waupoos.

License number : ST-2022-0088 - 2 adults and 1 child under 10 This bright and spacious rental is the perfect place to spend your time in the county. Modern, stylish and filled with warm vintage accents, we have thought of everything you would need for a week or weekend away. Situated on a budding lavender farm in Waupoos this rental is a 5 minutes drive from the County Cider Company, 20 minute to Picton and 30 minutes to Sandbanks National Park. MAT is included in the nightly rate

Guest favorite
Dome in Plainfield
4.81 out of 5 average rating, 192 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!

Guest favorite
A scenic view of Adolphus Reach is captured from the cabin's vantage point, showcasing calm waters and a passing boat. Surrounding trees display autumn colors, contributing to the natural beauty of the landscape under a mix of blue and cloudy skies.
Guesthouse in Prince Edward
4.86 out of 5 average rating, 314 reviews

The Edge. Stunning view. EV Friendly

This private cabin and deck has a stunning view of Adolphus Reach from the top of a 200' escarpment. The property is located immediately east of Lake on the Mountain Provincial Park. Have a look on Google Maps. Day use at Sandbanks must be reserved. Text me for details of how I can reserve for you using my seasonal park pass saving you the $21 park fee. I'm required to charge HST if you choose to book via Airbnb but not otherwise. Posted price includes HST. ST-2019-0310

Top guest favorite
A spacious deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.
Cottage in Prince Edward
4.95 out of 5 average rating, 187 reviews

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)!

Top guest favorite
An outdoor seating area is framed by large glass doors, revealing a serene water view. Comfortable seating is arranged around a central table on a patterned rug, creating a perfect spot for relaxation while taking in the sights of the bay.
Cottage in Prince Edward
4.99 out of 5 average rating, 178 reviews

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

Top guest favorite
An outdoor seating area features a cozy arrangement of two armchairs and a loveseat. A fire pit is centrally located on a wooden deck, surrounded by a woven rug. A cast iron tub is visible to the side, with the glamping bubble set against a backdrop of tall evergreen trees.
Dome in Greater Napanee
4.92 out of 5 average rating, 85 reviews

glamping farm bubble

This memorable place is anything but ordinary. Experience a unique glamping experience located in the middle of a Christmas tree forest in a glamping bubble. You will be able to fall asleep under the stars with a panoramic view of the night sky. Enjoy a spacious deck, a cast iron tub with instant hot water, a cozy kitchen tent set up with all the amenities. Enjoy a relaxing stroll through the forest or add a farm experience to top off your stay.

Popular amenities for Waupoos Island vacation rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Prince Edward County
  5. Prince Edward
  6. Waupoos Island