Vacation rentals in Cressy

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Top-rated vacation rentals in Cressy

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Top 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, 124 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
Home in Prince Edward
4.99 out of 5 average rating, 249 reviews

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

​Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

Top guest favorite
An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.
Home in HUNT
4.98 out of 5 average rating, 221 reviews

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

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
4.86 out of 5 average rating, 125 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

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, 272 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
The open-concept guest house interior features a spacious sleeping area with a large bed. Natural light enters through sliding glass doors and tall windows, illuminating warm wooden beams and light-colored walls. A cozy seating area with two chairs and a table is visible, complemented by decorative plants.
Guesthouse in Bloomfield
4.99 out of 5 average rating, 140 reviews

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

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.
Home in Prince Edward
4.97 out of 5 average rating, 299 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!

Guest favorite
Dome in Plainfield
4.8 out of 5 average rating, 176 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!

Superhost
A white geodome is situated on a raised wooden deck, surrounded by lush green grass and trees near the water's edge. The calm surface of Varty Lake reflects the vibrant blue sky and the natural scenery.
Dome in Yarker
4.93 out of 5 average rating, 130 reviews

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.

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, 117 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 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
4.96 out of 5 average rating, 175 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
The open kitchen features a large harvest table with blue chairs, complemented by a stylish island topped with dark stone. A range of modern appliances, including a black refrigerator and stove, are arranged against the wall. Natural light enters through large windows, enhancing the warm wooden ceiling.
Guesthouse in Prince Edward
5 out of 5 average rating, 235 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". I am so sorry but our space is not suitable for infants or children. Our property is 34 acres with 6 acres fenced. We are 10 minutes from Picton Main Street. The loft is 1,200 square foot open concept space with a full coffee station and a cooks kitchen. We live in a quiet street in the country close to town and vineyards, breweries and cider houses.

Popular amenities for Cressy vacation rentals

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  2. Canada
  3. Ontario
  4. Prince Edward County
  5. Cressy