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, 119 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

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, 116 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

Yurt in Madoc

4.94 out of 5 average rating, 598 reviews

Forest Yurt

Yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, seasonal private outdoor shower, no wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

Top guest favorite

A private wooden dock extends over calm waters, providing two adirondack chairs facing the serene landscape. Reflections of clouds and trees are visible on the water's surface, creating a tranquil atmosphere surrounded by nature.

Cottage in Greater Napanee

4.98 out of 5 average rating, 110 reviews

Waterfront Cottage + Hottub/Sauna/Firepit!

Enjoy Cottage life on the Water - Perfect for families with children or a relaxing getaway with friends! Picturesque views, beautiful cottage with water access, a private dock, and hot tub! Many outdoor toys such as kayaks and stand up paddle boards. Kids can enjoy the large outdoor play structure and many toys to play with! Launch your boat or Seadoo only 5 minutes away! *We have one security camera facing out from the front door onto the porch and driveway which is on at all times.

Superhost

A cozy lounge area is featured within the dome, showing two beige chairs and a textured ottoman. Soft lighting is provided by string lights overhead. Outside, a winter landscape with trees and a hammock is partially visible through the large geodesic windows.

Dome in Plainfield

4.77 out of 5 average rating, 149 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 favorite

A rustic camping cabin sits nestled among greenery, featuring a warm orange door and a front porch with a bench. A blue tarp provides shade to the outdoor picnic table nearby, creating an inviting space amidst the natural surroundings.

Cabin in Roblin

4.96 out of 5 average rating, 159 reviews

Poplar Grove Camping Cabin

Poplar Grove Camping Cabin is for those who desire a camping experience with a few comforts of home. “Glamping”. You will need to bring your own bedding, towels and cooking gear. The cabin sits on the edge of a scenic wooded area on our 40 acre property. Our location features a beautiful waterfall, wooded trails and a spectacular starry sky. The property is situated between Kingston and Belleville, 15 minutes north of Napanee. Nearby are wineries, hiking trails and the Sandbanks.

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

4.94 out of 5 average rating, 148 reviews

Modern suite in a peaceful farm like setting

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. A short bike ride down the road to County Cider Company. Bedding, towels + extra pillows provided, plus a fully equipped kitchenette with high quality essentials and board games.

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, 110 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, 177 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.

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, 160 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, 162 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.

Guest favorite

The exterior of a unique silo-shaped home is displayed, featuring a metal roof and a black wooden porch. Two red rocking chairs are positioned on the porch, surrounded by greenery and flower beds, creating an inviting entryway. Clear blue skies provide a bright backdrop.

Tiny home in Roblin

4.96 out of 5 average rating, 112 reviews

Nine 22 The Silo

Slow down at this unique and relaxing rural getaway. Everything is here for a break from your normal routine. Our one bedroom, off-grid, solar powered Silo is ready to help you leave the world behind for a time and focus on recentering, relaxing, and reinvigorating. Your time can be spent reading, doing yoga, cooking, lounging in the sun or the shade, or walking through the woods. You'll love the quiet, uninterupted YOU time at The Silo.