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, 139 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 large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.

Bungalow in Prince Edward

4.97 out of 5 average rating, 134 reviews

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

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, 111 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

A dining area is shown with a wooden table set for five, featuring teal dishware and sparkling glassware. Above, a chandelier adds soft lighting. In the background, a cozy living space includes a dark sofa and a stone fireplace, providing a warm focal point.

Cottage in Greater Napanee

4.95 out of 5 average rating, 135 reviews

Hay Bay waterfront retreat -Joyce cottage

New water filtration system + Best fishing spot ! Welcome to Joyce's cottage, a renovated modern waterfront cottage in the quiet Hay Bay area. Perfect for a family reunion. This cottage offers beddings, high quality hotel standard mattresses and stainless steel kitchen appliances. Enjoy this charming and peaceful cottage nestled on 3 acres of land. Take in the amazing lake views from every windows and a renowned fishing spot steps from the dock. The sunrise, sunset and night sky are incredible.

Guest favorite

This two-story cottage is framed by large trees, featuring a welcoming front porch with white railings. The exterior is a mix of dark and light siding, with a red front door. A spacious lawn extends in front, leading to a view of the water.

Cottage in Deseronto

4.86 out of 5 average rating, 202 reviews

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

Top guest favorite

An aerial view captures a spacious waterfront area featuring a gray concrete patio. Bright red outdoor chairs surround a fire pit on the grass, while a sauna is positioned nearby. The cozy retreat is nestled among trees, with direct access to the water.

Home in Bath

4.93 out of 5 average rating, 106 reviews

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!

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

4.93 out of 5 average rating, 305 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!

Guest favorite

A wooden dining table is set with a platter of fresh fruits and cheese, accompanied by glasses and a beverage can. In the background, the calming view of Prinyers Cove can be seen through the branches of nearby trees, further enhanced by a clear blue sky.

Home in Prince Edward

4.85 out of 5 average rating, 52 reviews

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.

Superhost

Cottage

4.81 out of 5 average rating, 115 reviews

Layla’s Hideaway

Whether you are sipping coffee on the dock, eating a meal out back, or paddling along the bay, you are going to love being here. Ideally located on a quiet Lane, our place is surrounded by nature and your very own private lake front. Come enjoy a family vacation or a friends gateway. The Bay of Quinte is famous for it's world class fishing. The county is home to over 40 wineries and many breweries. There is something for everyone in The Pec. STA #2024-0188 R1

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 County

4.99 out of 5 average rating, 180 reviews

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

Top guest favorite

Bungalow in Prince Edward

4.99 out of 5 average rating, 127 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, 195 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)!