Holiday houses 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, 135 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

A spacious outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.

Cottage in Prince Edward

4.98 out of 5 average rating, 110 reviews

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

Superhost

A cozy nook features a macrame hammock suspended from the ceiling, surrounded by large windows that offer views of the lake. Natural light fills the space, highlighting the wooden floor and walls, while a wicker basket and lamp provide simplistic decor.

Cabin in Greater Napanee

4.85 out of 5 average rating, 124 reviews

Lake escape, Classic 1920s Cottage w beach

This is the Summer Booking profile for Camp Watercombe. 1920's Classic Cottage. Beautiful mature wooded lot w 350ft of Private lakefront & Beach. 4 Season and Dog friendly! As the sun sets, grab a glass of wine to take in the incredible water views from your sunset facing deck. Later enjoy a beach campfire, stargaze from the hilltop firepit or stay in and cozy up in front of the lake w the woodstove. Explore Local farms, breweries and wineries, and the many wonderful nearby food producers

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

4.95 out of 5 average rating, 293 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

4.84 out of 5 average rating, 49 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, 223 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, 130 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

Guest favourite

Dome in Plainfield

4.82 out of 5 average rating, 200 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 spacious loft area features a high, sloped ceiling with exposed wooden beams. A comfortable bed is positioned alongside a modern bedside table. An orange armchair adds a pop of color, while soft light illuminates the warm, natural wood floor.

Loft in Prince Edward

4.99 out of 5 average rating, 104 reviews

Stillwood Loft

Stillwood Loft, ideal for a weekend getaway, is a beautiful rustic/modern apartment, on the upper levels of a barn (circa 1850), on a rural road in Prince Edward County, Ontario. The apartment combines original exposed beams with modern millwork and finishes. Heated and air-conditioned with geothermal units, it is open concept on two levels, with hickory floors, modern appliances, and a propane fireplace - an ideal starting place to enjoy the many delights of the region.

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.

Apartment in Greater Napanee

4.98 out of 5 average rating, 221 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.

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

Guest favourite

The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.

Home in Prince Edward

4.97 out of 5 average rating, 307 reviews

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.