Vacation rentals in Cressy

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cressy

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
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, 128 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
An aerial view captures the schoolhouse situated amidst lush greenery. A private patio features a hot tub surrounded by wooden decking and outdoor seating. The well-maintained landscape includes pathways and a firepit, highlighting the serene outdoor space adjacent to the home.
Home in Prince Edward
4.99 out of 5 average rating, 257 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
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, 107 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

Top guest favorite
Loft in Greater Napanee
4.98 out of 5 average rating, 234 reviews

Luxurious Victorian Loft on the Doorstep of PEC

A fully private luxury loft apartment located in historic downtown Napanee and 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. This space has been designed with your comfort in mind. You will also enjoy a beautiful outdoor space perfect for relaxing or dining, and lined with stunning gardens. Perfect for your romantic getaway, wine tour, or city escape.

Guest favorite
Guesthouse in Prince Edward
4.86 out of 5 average rating, 313 reviews

The Edge. Stunning view. EV Friendly

This private cabin and deck has a stunning view of Adolphus Reach from the top of a 200' escarpment. The property is located right beside Lake on the Mountain Provincial Park. Have a look on Google Maps. Two eating establishments are within walking distance. Many more are less than 10km away. Day use at Sandbanks must now be reserved. Text me for details. I'm required to charge HST if you choose to book via Airbnb but not otherwise. Posted price includes HST. Licence ST-2019-0310

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, 279 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 living area features large sliding glass doors that offer scenic views of the waterfront. A cozy fireplace is positioned beneath a wall-mounted TV. A spacious yellow sofa is complemented by modern furnishings, including a lounge chair and a dining table set for gatherings.
Home in Belleville
4.95 out of 5 average rating, 213 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 favorite
A modern kitchen showcases light cabinetry and a spacious island with a wood storage area. Stylish light fixtures hang above, complementing colorful artwork on the walls. A dining area with wooden chairs is visible in the background, enhancing the room's inviting atmosphere.
Guest suite in Prince Edward
4.94 out of 5 average rating, 118 reviews

Stylish and Spacious Rental in Waupoos.

License number : ST-2022-0088 - 2 adults and 1 child under 10 This bright and spacious rental is the perfect place to spend your time in the county. Modern, stylish and filled with warm vintage accents, we have thought of everything you would need for a week or weekend away. Situated on a budding lavender farm in Waupoos this rental is a 5 minutes drive from the County Cider Company, 20 minute to Picton and 30 minutes to Sandbanks National Park. MAT is included in the nightly rate

Guest favorite
Dome in Plainfield
4.8 out of 5 average rating, 187 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 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
4.95 out of 5 average rating, 262 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 is visible through an oversized window, featuring a bright red umbrella providing shade over comfortable seating. The picturesque view overlooks a green lawn leading to the waterfront, where trees line the shore on a clear, sunny day.
Bungalow in Prince Edward
4.99 out of 5 average rating, 123 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
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, 174 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

Popular amenities for Cressy vacation rentals

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