Holiday rentals in Picton Bay

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Top-rated holiday rentals in Picton Bay

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Top guest favourite
A bright living area features a comfortable grey sofa adorned with decorative pillows. A light wood coffee table sits on a geometric area rug, accompanied by a stylish chair. Natural light floods the space through the windows, highlighting the neutral decor.
Home in Prince Edward
4.99 out of 5 average rating, 199 reviews

A Tranquil Oasis in Picton

Stride across lovingly restored softwood floors that tie main level rooms together. A thorough remodeling has produced a modern kitchen and wide open, airy spaces with neutral decor. Climb stairs at night to a quiet and romantic bedroom loft. Guests have private access to the top 2 floors of the house. The 2nd floor welcomes you with a brand new kitchen, large bedroom with queen size bed, living room with queen size sofa bed, bathroom and dining room. Enjoy your breakfast (or a glass of wine) on the balcony in the summer. Take the stairs to the third floor, where you will find a private giant master bedroom loft, complete with king size bed and 2 skylights for gazing at the starry sky. Lots of room for your cars! Upon arrival, rest assured that there will always be room for up to 3 cars in the driveway (along with free street parking). Brand new kitchen is fully stocked and includes a washer/dryer for your use. Large bathroom with bathtub. Dining room with table for 6. Living room with large Smart TV with cable and sofa bed with queen size pull out. Stairs lead to the private (with door) master bedroom loft. Comfy king size bed, 2 skylights and lots of books The house is on a friendly street in the town of Picton, Prince Edward County. It was purchased on a whim by a couple who fell in love with the area. Walk downtown to fine restaurants and shops. Sandbanks Provincial Park is a 15-minute drive away. Because the house is on the top 2 floors - it is important that you and your guests (including children) are OK with stairs. We do not have baby gates. Home access is keyless via smart lock.

Top guest favourite
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 favourite
An outdoor dining area features a large glass table surrounded by metal chairs, shaded by a red umbrella. A view over Picton Bay showcases calm waters and a passing sailboat, framed by lush greenery and trees lining the shore.
Guest suite in Prince Edward
4.93 out of 5 average rating, 103 reviews

The Crag - Cliff top suite overlooking Picton Bay

(No. ST-2021-0152) - Private vacation suite with fully equipped kitchen, 2 bedrooms, cozy living space with floor to ceiling windows, dining space, 4 piece bath. Private entrance with walk-out to private sitting area, outside dining area, bbq, large yard with breathtaking views overlooking Picton Bay, fire pit, loads of amenities, including pass to Sandbanks Provincial Park. Experience all the County has to offer. Only registered guests allowed on property - NO additional guests allowed.

Top guest favourite
A bright living area features a grey sofa, accented by patterned cushions, and a glass coffee table on a light rug. A dark green chair adds contrast, while a flat-screen TV is mounted on the wall opposite. Natural light filters in through a window, complemented by indoor plants.
Guest suite in Prince Edward
4.98 out of 5 average rating, 187 reviews

The Huxley - cool, stylish private suite & hot tub

The Huxley is a newly renovated, private lower level suite of an idyllic Century home, in the heart of Picton. Just a short stroll to the main street and you find restaurants like The Royal Hotel, 555 Brewing and Bocado. Kick back and relax in the space designed for luxurious comfort, enjoy the MCM and antique touches through out, plus the newly installed salt water hot tub. The Huxley is the perfect spot for two adults or a family of three to have fun, reconnect and enjoy The County.

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
A modern two-storey home features a sleek design with large glass windows and balconies. The outdoor area includes a spacious deck with seating arrangements, while a decorative neon sign reads 'Water's Edge' against a textured green wall, enhancing the contemporary aesthetic.
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.

Guest favourite
Flat in Prince Edward
4.91 out of 5 average rating, 233 reviews

Modern open concept farmhouse studio w/parking

Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

Top guest favourite
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, 183 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)!

Top guest favourite
Guest suite in Prince Edward
4.97 out of 5 average rating, 171 reviews

Romantic PEC getaway w gas fireplace & soaker tub

Modern and Spacious 2 bdrm Carriage House Loft with high-speed wifi and large, private elevated outdoor living space overlooking the treetops of Benson park. Live like a local and enjoy all the convenience of downtown village life with this walk-able location steps from the Royal Hotel. This home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ST-2020-0151 R2

Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward
4.97 out of 5 average rating, 302 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

Top guest favourite
A modern kitchen space is highlighted by light cabinetry and a sleek stone countertop. Pendant lights hang above a dining area with woven chairs. A vase of dried flowers adds texture to the scene, complemented by carefully arranged kitchen essentials.
Cottage in Prince Edward
4.98 out of 5 average rating, 165 reviews

Parkway Lake House: Modern retreat w/ hot tub

Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Guest favourite
A bright seating area features a gray sofa adorned with several patterned throw pillows. Sunlight streams through large bay windows, creating a warm atmosphere. A small coffee table sits nearby, with a decorative plant positioned next to it, providing a touch of nature indoors.
Home in Prince Edward
4.95 out of 5 average rating, 103 reviews

Clover House - Pet Friendly w Hot Tub & Beach Pass

This open and airy vacation home boasts 4 bdrm/5 beds/2,800 sq ft for you to enjoy in the heart of PEC, just 5 mins from the adorable town of Picton. The 1.5 acre, private, east facing backyard is a stunning place to watch the sun rise with your morning coffee or sit with your favourite wine from any of the local vineyards in our hot tub. Perfect for big groups – and pet friendly! @thecloverhousepec

Popular amenities for Picton Bay holiday rentals

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  3. Ontario
  4. Prince Edward County
  5. Picton Bay