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

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, 222 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!

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, 330 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 Napanee

4.87 out of 5 average rating, 119 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 studio apartment features a spacious bed with a light-colored quilt. A red accent chair is positioned next to a wooden side table, and a small desk with a stool is visible. Natural light enters through sliding glass doors that lead to the private deck.

Apartment in Greater Napanee

4.87 out of 5 average rating, 114 reviews

studio apartment in Napanee

A fully private, cozy, studio apartment located in Napanee, within minutes of highway 401 & highway 2. This space has been designed with your comfort in mind. Come to unwind and recharge, or make it a rest spot on your travels as we're perfectly situated between Toronto and Montreal with easy access to Prince Edward County. Enjoy the most beautiful sunsets from your private wrap around deck, stroll our 10 acres, plus meet our lovable schnoodle and our flock of hens. Welcome to Live Free Farm!

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 Napanee

4.98 out of 5 average rating, 113 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.

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, 160 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, 149 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.

Guest favorite

A wooden treehouse is nestled among lush trees and overlooks a gentle stream. Large windows allow natural light to fill the space, and a staircase leads to the entrance. Stones and moss line the streambank, contributing to the tranquil natural setting.

Treehouse in Tweed

4.94 out of 5 average rating, 212 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 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, 113 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

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, 163 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)!

Superhost

A cozy seating area is presented with a navy blue sofa adorned with a patterned cushion. A small side table holds a green mug, a book, glasses, and a muffin. A potted plant adds a touch of greenery to the space.

Home in Prince Edward, ON

4.89 out of 5 average rating, 174 reviews

Mya's Peace and Tranquility

Our 4 season cottage is set inside the hidden gem of Waupoos. With lush greenery to one side and wide open spaces to the other, you’re sure to reconnect with nature. With amazing restaurants and pubs, blueberry picking and attractions not far away, what's not to love. Drive to downtown Picton or the beautiful Sandbanks Beach in under 30mins. A provincial parks pass has been provided for your convenience. STA #2024-0187 R1