Holiday rentals in Cressy

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Top-rated holiday rentals in Cressy

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Top guest favourite
A single-story house with a light grey exterior is set against a broad lawn and trees. Bright quilt patterns adorn the walls, while the expansive deck offers views of the nearby waterfront. The sky is partly cloudy, suggesting a calm and serene environment.
Cottage in Prince Edward
4.96 out of 5 average rating, 134 reviews

Peaceful Prince Edward County Waterfront Home

Come and enjoy our peaceful and relaxing waterfront retreat in Prince Edward County. Our home is situated in a quiet rural setting, next to an apple orchard and working farm. Tastefully furnished, it is perfect for family gatherings or weekend getaways. Discover the attractions of Waupoos, Wellington, Bloomfield & Sandbanks. The County is a foodies paradise with award winning wineries, restaurants and delicious bakeries. We are a fully licensed STA in the Municipality of PEC. #ST-2021-0045R1

Top guest favourite
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, 289 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!

Guest favourite
A wooden dining table is set with a platter of fresh fruits and cheese, accompanied by glasses and a beverage can. In the background, the calming view of Prinyers Cove can be seen through the branches of nearby trees, further enhanced by a clear blue sky.
Home in Prince Edward
4.83 out of 5 average rating, 47 reviews

Stunning lakefront 4 season cottage in PEC

Welcome to the Viridis Lakehouse, a 4 season waterfront property in Prinyers Cove in popular Prince Edward County. Positioned southwest on the Cove, this newly renovated lakehouse has breathtaking views overlooking the water! With 200 feet of private water front, there is a dock & decking area to enjoy swimming, fishing, canoeing, kayaking & relaxing. The cottage is conveniently located between Waupoos winery & Lake on the Mountain to take advantage of the beautiful scenery in the county.

Top guest favourite
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, 219 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 favourite
An evening view of the cabin's entrance is lit by soft outdoor lighting. A welcoming porch features a wooden railing and decorative elements, while plants surround the steps. The structure has large glass windows, allowing a glimpse of the interior ambiance.
Farm stay in Newburgh
5 out of 5 average rating, 127 reviews

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

Top guest favourite
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 favourite
Dome in Plainfield
4.81 out of 5 average rating, 196 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!

Top guest favourite
A treehouse sits elevated beside a gently flowing river, surrounded by lush greenery. Stairs lead to the entrance, while the water's smooth surface reflects the vibrant hues of the trees above, creating a serene atmosphere within nature.
Treehouse in Tweed
4.95 out of 5 average rating, 278 reviews

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

Top guest favourite
A spacious bedroom features a plush bed adorned with a textured white coverlet. A large window allows natural light to fill the room, highlighting the floral wall art. A small side table and a vintage radiator complete the serene space.
Flat in Greater Napanee
4.98 out of 5 average rating, 215 reviews

Spacious Boutique Garden Apt - Explore PEC

Fully private luxury apartment in historical downtown Napanee on the doorstep of Prince Edward County. Offering everything you have been looking for and more. From the moment you arrive you will be taken by the beauty of this regal Victorian property. The apartment has been designed with your comfort in mind. Complete with a beautiful yard perfect for relaxing or dining, and lined with stunning gardens. Perfect for your romantic getaway, wine tour, or city escape.

Guest favourite
Cottage in Prince Edward
5 out of 5 average rating, 9 reviews

MAPLE | Waterfront PEC Cottage w/ Dock Lake Views

Welcome to MAPLE at The Cove. A serene waterfront cottage designed for relaxed, elevated escapes. Nestled among towering trees, this private retreat offers direct water access, peaceful lake views, and a seamless indoor-outdoor experience. Enjoy morning coffee on the deck, unwind by the fire, or soak in the quiet surroundings. Thoughtfully styled with comfort in mind, it’s the perfect setting for couples, families, or small groups looking to disconnect and recharge.

Top guest favourite
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 favourite
The exterior of a charming yellow cottage is framed by trees and landscaped greenery. A welcoming entrance features a covered porch, with a decorative window adding a pop of color. A gravel pathway leads to the front door, enhancing the inviting ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 90 reviews

PEC Lakeside Cottage | Hot Tub & Year-Round Escape

Aug 8-15, 2026 is the last available week for Summer 2026! Our lakeside cottage in Prince Edward County is a 3-bedroom, 2-bath retreat for every season. With a reclaimed shoreline, hot tub, gourmet kitchen, and comfortable beds, it blends lakeside charm with modern comforts. From summer swims and fall winery tours to cozy winter nights by the fire and spring lake breezes, this cottage is your all-season escape. STA Licence: 2019-0245 PEC MAT TAX: MT2021607

Popular amenities for Cressy holiday rentals

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