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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, 140 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 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 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
Home in Prince Edward
4.99 out of 5 average rating, 276 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*

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, 203 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
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.

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, 107 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, 53 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.

Guest favorite
The Gothic Revival house features a distinctive tower and large windows, set against a backdrop of cloudy skies. In the foreground, red Adirondack chairs are arranged around a fire pit on a green lawn, with blossoming trees adding a natural touch to the property.
Home in Greater Napanee
4.84 out of 5 average rating, 108 reviews

Emerald on the Lake @800ft Waterfront 20ac Forest

A luxuriously renovated Gothic Revival house built in year of 2000. It has a spacious living and dinning area, fully equipped kitchens, 6 spacious bedrooms with 5 suited 3 pc bathrooms. 2 bedrooms are in the mainfloor. Central air conditioning, purified sweet well water.Located in 20ac natural land with 800ft of shoreline. Unique privacy! Enjoy lake ,wetland, forest,sunset view and campfire under the bright stars. Lots of activity: BBQ grill, fire pit, fishing , swimming, canoeing…

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, 128 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

Popular amenities for Cressy vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Cressy

Top guest favorite
The exterior of a charming yellow cottage is framed by trees and landscaped greenery. A welcoming entrance features a covered porch, with a decorative window adding a pop of color. A gravel pathway leads to the front door, enhancing the inviting ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 95 reviews

PEC Lakeside Cottage | Hot Tub & Year-Round Escape

Superhost
A two-story cottage is set amidst lush greenery, featuring a spacious upper deck with large windows that provide ample natural light. The lower level includes a patio area with blue chairs, and the surrounding lawn is well maintained, enhancing the connection to nature.
Cottage in Prince Edward
4.79 out of 5 average rating, 42 reviews

Lakehouse on Prinyers Cove

Guest favorite
A cozy fire pit area is surrounded by colorful adirondack chairs in green, white, and red. The spacious lawn leads up to a farmhouse, partially obscured by large trees. A deck is visible in the background, inviting outdoor gatherings.
Home in Bath
5.0 out of 5 average rating, 76 reviews

Waterfront with Hot Tub

Top guest favorite
A spacious living area features a stone fireplace and large A-frame windows that allow natural light to fill the space. Comfortable seating is arranged around a wooden coffee table, with decorative accents on the walls and a soft area rug underfoot.
Home in Prince Edward
5.0 out of 5 average rating, 51 reviews

Cressy Waterside Retreat

Top guest favorite
A modern lakehouse is situated on a grassy bank, surrounded by trees. Large windows provide a view of the interior, while a spacious deck features seating for outdoor relaxation. A pair of lounge chairs is positioned on the lawn, overlooking the tranquil water.
Home in Greater Napanee
4.9 out of 5 average rating, 49 reviews

Lakehouse on the Reach

Guest favorite
An open-concept living area includes a sofa and coffee table, with a well-equipped kitchen visible in the background. Two bar stools are situated at the kitchen counter, and warm lighting enhances the inviting space. A door leads to a separate bedroom area in the distance.
Loft in Prince Edward
5.0 out of 5 average rating, 16 reviews

Loft at Prinyers Cove Marina, Prince Edward County

Superhost
Two kayaks are parked on the grassy area near the water's edge, positioned beside a wooden dock that extends into the calm lake. The serene scene is bathed in warm sunset hues, with gentle waves reflecting the fading light and trees lining the shoreline.
Home in Prince Edward
4.75 out of 5 average rating, 60 reviews

Prince Edward County Beachfront Retreat

Top guest favorite
The exterior of the stone cottage showcases a charming blend of natural stone and modern metal roofing. A bright red door stands out against the gray stone, while rocking chairs are placed on the grassy area, surrounded by the vibrant green landscape.
Guesthouse in Greater Napanee
5.0 out of 5 average rating, 53 reviews

The Stone Cottage on Hay Bay