Vacation rentals in Cressy

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Top-rated vacation rentals in Cressy

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Guest favorite

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, 115 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 favorite

A charming houseboat is illuminated softly at night, featuring large windows that reveal a cozy interior. The surrounding trees create a natural privacy barrier, while a wooden walkway leads to the entrance. The starry sky adds a touch of magic to the scene.

Houseboat in Yarker

5 out of 5 average rating, 214 reviews

4 season cabin in the woods -A romantic Riverboat!

You won’t forget this memorable experience! A 1974 River Boat has been lovingly transformed in to a whimsical all season cabin. Come for the fantasy then bask in the comfort and romance of it. Luxurious amenities include everything but the kitchen sink..literally! A perk to no running water is that I do your dishes at my place while you relax! The houseboat is tucked in to the trees and just across the road from a lakefront park. Plus...a Playshed full of seasonal outdoor equipment is included!

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

4.86 out of 5 average rating, 114 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 Pet 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 favorite

A serene outdoor space features two large flower pots filled with vibrant pink and yellow blooms. A weathered wooden bench offers a resting spot amidst a backdrop of neatly trimmed evergreen trees and a paved stone area, creating a peaceful garden retreat.

Guest suite in Prince Edward

4.99 out of 5 average rating, 324 reviews

Rockery Suite - Picton 4 min to Main St ParkPass

Our spacious & welcoming Rockery Suite (licensed) - an inviting, fully equipped apartment with private entrance. Located less than 5 minutes from downtown Picton, the harbour, fine & casual dining, cafes, pubs, breweries, galleries & studios, shopping & so much more. Or take a short scenic drive to local wineries, beaches, ski & walking trails, Sandbanks Park, Lake On The Mountain, Glenora Ferry, Bloomfield, Wellington. Endless year round possibilities. Come and explore Prince Edward County.

Guest favorite

The cabin is illuminated by string lights, casting a warm glow over the outdoor space. A wooden dock leads to the water, where reflections can be seen. The entrance reveals a view of the cabin with seating areas and a cozy fire pit, creating an inviting ambiance.

Cottage in Greater Napanee

4.87 out of 5 average rating, 115 reviews

Cozy Shore - 2 Bedroom Waterfront Cabin on Hay Bay

The Cozy Shore Cabin sits on 55 feet of Hay Bay waterfront. This romantic waterfront is certainly going to give you some feels. The cabin is winterized and equipped with all the essentials you need. Enjoy a day trip to neighbouring Prince Edward County or Kingston, or stay in Napanee and walk along the countryside, then retreat back and light a fire in the indoor wood stove. Romantic getaway for couples, but also wonderful for family time, and fishing enthusiasts. dock pulled out Oct 25-May 5

Guest favorite

A cozy sleeping area features two single beds adorned with patterned quilts. Warm lighting from string lights enhances the wooden ceiling. A decorative rug adds color to the space, while two windows allow natural light to fill the room.

Chalet in Greater Napanee

4.9 out of 5 average rating, 110 reviews

Hay Bay waterfront retreat- Sunshine’s cottage

NEW 2025 ! New renovated 1.5 bathrooms+ water filtration system !! A cozy waterfront cottage in the quiet Hay Bay area. Perfect for a family gateway and reunion. This cottage offers beddings, high quality hotel style mattresses and stainless steel kitchen appliances. Enjoy this charming and peaceful cottage nestled on 3 acres of waterfront land. Take in the amazing lake view from every window and a renowned fishing spot steps from the cottage. The sunrise, sunset and night sky are incredible!

Guest favorite

A spacious sleeping area includes a comfortable queen bed adorned with crisp white linens and decorative pillows. A cozy armchair is positioned nearby, complemented by a colorful area rug. Natural light filters through a small window, enhancing the bright and clean atmosphere.

Guest suite in Prince Edward

4.95 out of 5 average rating, 146 reviews

Modern suite in a peaceful farm like setting

Brand new, spotless & well equipped private suite with crisp white sheets & towels, super comfortable queen bed & lounge chairs, large bathroom and a beautiful bar. Located 12 minutes east of Picton, minutes away from Lake on The Mountain, County Cider Company, Cressy Mustard , Waupoos Winery + Stellas Eatery. Borrow our tandem bicycle for a rice down the road to County Cider Company. Bedding, towels + extra pillows provided, plus a fully equipped kitchenette with essentials and board games.

Guest favorite

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.

Place to stay in Prince Edward

4.97 out of 5 average rating, 281 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Top guest favorite

A spacious deck features a seating arrangement of white chairs and a round table beneath a bright red umbrella. The view showcases rolling green fields leading towards a serene waterfront, framed by trees under a clear blue sky.

Bungalow in Prince Edward

4.99 out of 5 average rating, 108 reviews

Southside Retreat in Waupoos: Waterfront&Wineries

This adorable 2 bedroom bungalow is located in the hamlet of Waupoos and is within walking distance to a winery, restaurants and cider company! A short walk down a grassy field takes you to our private waterfront with a sandy and rocky shore and with chairs for your own little slice of county heaven. 15 min. to the heart of Picton! *We are a fully licensed and legally operating Short Term Accommodator in the Municipality of Prince Edward County. License #STA-2019-0035

Top guest favorite

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, 175 reviews

Luxurious Victorian Garden Apartment - 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 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

4.97 out of 5 average rating, 157 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, 161 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2025 (June 27-August 29) 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.