
Vacation rentals in Cressy
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Top-rated vacation rentals in Cressy
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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

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

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*

County Waterfront, Newly Renovated: Glenora House
Welcome to The Glenora House, a newly renovated cottage in one of the best waterfronts of Prince Edward County. Located in Adolphus Reach, the cottage is 2 minutes away from the Glenora Ferry (free) which takes you in 10 minutes to Prince Edward County. Ferry crosses every 15 mins in summer, 30 min otherwise. 15-35 mins drive to Picton, Bloomfield, Wellington and Sandbanks Prov Park as well as vineyards and restaurants. Msg Jennifer (Prop Manager) or Ricardo for questions. Jul/Aug 1 wk min

Lakefront with Sauna & Trails
Escape to our serene Lake Ontario retreat, nestled on a gated property with westward views. Enjoy a sauna, indoor fireplace, and outdoor fire pit. Features three bedrooms, two bathrooms, a fully-equipped kitchen with modern appliances, high-speed FIBE internet, and a 50" TV. Located at the quiet end of a cul-de-sac, just 15 minutes from Kingston and steps from walking trails. Ideal for a romantic getaway or a family vacation, sleeps up to 8 with plenty of parking. Your lakeside oasis awaits!

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!

Stunning lakefront 4 season cottage in PEC
Welcome to the Viridis Lakehouse, a 4 season waterfront property in Prinyers Cove in popular Prince Edward County. Positioned southwest on the Cove, this newly renovated lakehouse has breathtaking views overlooking the water! With 200 feet of private water front, there is a dock & decking area to enjoy swimming, fishing, canoeing, kayaking & relaxing. The cottage is conveniently located between Waupoos winery & Lake on the Mountain to take advantage of the beautiful scenery in the county.

Lakefront Cottage with Pool, Hot Tub & Sauna
Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223.

Peaceful Peninsula. A Private Waterfront Oasis.
Please note summer bookings (end of June-end of August) 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

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

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)!

PEC Lakeside Cottage | Hot Tub & Year-Round Escape
Aug 8-15, 2026 is the last available week for Summer 2026! Our lakeside cottage in Prince Edward County is a 3-bedroom, 2-bath retreat for every season. With a reclaimed shoreline, hot tub, gourmet kitchen, and comfortable beds, it blends lakeside charm with modern comforts. From summer swims and fall winery tours to cozy winter nights by the fire and spring lake breezes, this cottage is your all-season escape. STA Licence: 2019-0245 PEC MAT TAX: MT2021607
Popular amenities for Cressy vacation rentals
Other great vacation rentals in Cressy

Lakehouse on Prinyers Cove

The Stone Cottage on Hay Bay

Loft at Prinyers Cove Marina, Prince Edward County

Waterfront with Hot Tub

Prince Edward County Beachfront Retreat

Beautiful 7BR Country Farmhouse with Yoga Studio

Lakehouse on the Reach

Cressy Waterside Retreat
Destinations to explore
- Sandbanks Provincial Park
- Thousand Islands National Park
- Thousand Islands
- Sandbanks Dunes Beach
- Presqu'ile Provincial Park
- North Beach Provincial Park
- Batawa Ski Hill
- Kingston 1000 Islands Cruises
- Lemoine Point Conservation Area
- Rosehall Run Vineyards Inc
- Ranney Gorge Suspension Bridge
- Black Bear Ridge Golf Course
- National Air Force Museum of Canada
- Grange of Prince Edward Vineyards and Estate Winery
- Closson Chase Vineyards
- Lake on the Mtn Provincial Park
- Frontenac Provincial Park
- Thousand Islands Winery
- Sandy Island Beach State Park
- Bay of Quinte
- Hinterland Wine Company
- Clayton Island Tours
- Lake Ontario Park
- Casa-Dea Winery & Banquet Hall





