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Holiday rentals in Prince Edward County

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Top-rated holiday rentals in Prince Edward County

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

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Top guest favourite
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, 259 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 favourite
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, 109 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

Guest favourite
A large window frames a serene view of Smith's Bay, revealing calm waters and a distant tree line. In the foreground, a vase of white orchids adds a touch of nature to the indoor setting, while a grassy area leads to the water's edge.
Cabin in Prince Edward
4.84 out of 5 average rating, 122 reviews

Waupoos Island View Cottages - The Ethan

The cottage is fully equipped with a kitchenette, including fridge, countertop convection oven and microwave. The stove does not work. Dishes, pots and pans as well as utensils. We stock the cottage with basic towels, toilet paper, dish soap, hand soap and kitchen towels. Barbeque and picnic table for eating by the water. Bring your own beach chairs, beach towels & water shoes. Enjoy your personal dock for leisure, swimming, fishing.....etc End your evening with a fire at your own fire pit.

Top guest favourite
Cottage in Prince Edward
4.98 out of 5 average rating, 237 reviews

The Miller Inn & Suites W/ Hot Tub & Beach Pass!

Welcome to The Miller Inn & Suites, newly built in October 2019. We are located in the heart of Prince Edward County (Wine Country) steps from Kin Sip Distillery, Stock & Row Cider/ Beer/ wine & seasonal cocktails. We are 20 minutes from the Sandbanks Beach, 5 minutes from downtown Bloomfield and 10 minutes from Picton or Wellington. These nearby towns include quaint shops, local restaurants, wineries, ciders & breweries. HOT TUB NOW AVAILABLE!! Municipality Licensed STA : ST-2020-0121

Guest favourite
A scenic view of Adolphus Reach is captured from the cabin's vantage point, showcasing calm waters and a passing boat. Surrounding trees display autumn colors, contributing to the natural beauty of the landscape under a mix of blue and cloudy skies.
Guest house in Prince Edward
4.86 out of 5 average rating, 314 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 favourite
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, 280 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 favourite
A private hot tub is visible, featuring softly illuminated water. Nearby, a fire pit flickers gently, surrounded by greenery and string lights. The area offers modern outdoor seating and a serene atmosphere, enhancing the retreat's inviting space.
Guest suite in Prince Edward
4.95 out of 5 average rating, 103 reviews

The Disco Garden Party by The Post Office Motel

Imagine arriving at a secluded mid-century modern retreat, where design and comfort both take first place. You sink into the warmth of your private hot tub, the sky above unfolding into a blanket of stars. Tonight, the Milky Way puts on a show just for you. Later, laughter fills the air as you gather around the fire pit, roasting gooey s’mores with family and friends. Located just minutes to secret speakeasy bars and wine lounges, wineries, the Mustang Drive-In and Sandbanks Provincial Park!

Guest favourite
Townhouse in Prince Edward
4.97 out of 5 average rating, 126 reviews

Private & charming historic suite, central Picton

ST-2022-0107 Enjoy easy access to everything the County has to offer from this central suite in Picton. Situated near the harbour, downtown and the hiking trails at McCauley Mountain, start the day with a hike and easily stroll home at night from Main St restaurants. This historic space is renovated with modern touches, but with the charm intact. The kitchen's well equipped for preparing meals at home and there's hidden laundry in the dining area to clean up after a day at the beach.

Top guest favourite
Guest suite in Prince Edward
4.94 out of 5 average rating, 155 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.

Top guest favourite
A spacious bedroom features a large bed adorned with neatly arranged white towels and a gray blanket. Soft natural light enters through a window, complemented by light drapes. Nightstands with lamps are positioned on either side of the bed, enhancing the calming atmosphere.
Guest suite in picton
4.97 out of 5 average rating, 574 reviews

Westlake's Suite 25

A beautiful self contained Suite WITHIN our home with self check in. Situated in West Lake, PEC. Approx. 15 minutes from downtown Picton. A sitting room with kitchenette, leading into a separate spacious bedroom with ensuite. The large windows allow for an abundance of natural light throughout. Relax and reflect on the front porch. Parking included. Approximately 1.3 km, to the Dunes beach at Sandbanks prov. Park.. Sandbanks parking pass included Occupancy 2 adult

Top guest favourite
A single-story guest house is depicted, featuring a bright red front door. Comfortable outdoor seating arrangements, including yellow chairs and a patio umbrella, are visible on the well-maintained lawn, surrounded by trees and open space, creating a serene environment.
Guest house in Trenton
4.96 out of 5 average rating, 641 reviews

Trails of Comfort - Full Kit, Q bed(s), PEC Wine

You'll love this comfortable, sunny, private guest house. The studio suite features a queen bed that guests repeatedly say is "so comfortable". A great selection of pillows will help you sleep soundly. The bedside fireplace adds warmth and ambiance to your stay. A full kitchen lets you choose to cook your own meals, enjoy your take out or a simple snack. Relax with a walk on the property trails or just enjoy the views from every window.

Guest favourite
Cabin in Milford
4.91 out of 5 average rating, 141 reviews

Demilune Lodge - Serene cabin with hot tub

Get away to a feeling of relaxation, cozy, and colourful living in this eclectic log cabin set among the abundant wildlife of South Bay, Prince Edward County. Add stargazing, bird watching (only 20 minutes from the bird observatory on Long Point Rd), and hot tubbing to your to-do list PLUS all the winery and beach hopping that comes with being in beautiful PEC. This home is fully licensed per Prince Edward County bylaws (ST-2022-0044).

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