Holiday houses 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, 197 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, 248 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 favourite
A bright living area showcases a gray sofa adorned with pillows, complemented by a glass coffee table. An accent chair is positioned nearby, with light streaming in from windows. The room features a woven area rug and art pieces on the walls, enhancing its modern decor.
Home in Prince Edward
4.94 out of 5 average rating, 369 reviews

Picton PEC Treetops Cottage 2 bed 2 bath house

ST-2019-0273 Renovated 1880s carriage house, 2 beds, 2 baths. Private yard on a quiet street in the heart of Picton, 5 min. walk to the County's finest restaurants, brewpubs, shops, and galleries; 12 minutes by car to Sandbanks' beaches. Surrounded by trees and facing 500 acres of green space, including the historic Glenwood Cemetery, Treetops is a 2-minute walk to the Millennium Trail, a 46 km route for walking and biking. The wineries a drive away, Treetops Cottage is at the heart of PEC.

Top Guest favourite
A bright sunroom features large windows allowing natural light to fill the space. A small table with two folding chairs is positioned on a checkerboard floor. A bench against the wall provides additional seating, while a plant hangs overhead, adding a touch of greenery.
Guest suite in Prince Edward
4.96 out of 5 average rating, 210 reviews

PEC Warren Farmhouse Suite Picton ST 2019-0258

Welcome to our Warren farm property in beautiful Prince Edward County. Our century farmhouse is located 4 minutes from Picton and is right in the heart of the County. Your private suite has 2 bedrooms, a fully equipped kitchen, sunroom and living room space with wood stove. Explore breweries, wineries and Sandbanks park just a short drive away. Sandbanks Park is approx 20 mins away and we will share a park day pass with our guests during their stay. PEC STA registration #MT2021620 2019-0258 R3

Top Guest favourite
Bungalow in Prince Edward
4.92 out of 5 average rating, 447 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bed, 1 bath, office, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy restaurants, cafe's, boutiques, markets, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & Sandbanks day-use pass (Apr-Nov). STA License #: ST 2019-0177.

Top Guest favourite
A serene view of Picton Bay showcases calm waters under a clear blue sky. Sailboats can be seen gently bobbing on the water, surrounded by lush greenery along the shoreline. The peaceful landscape emphasizes a tranquil atmosphere, perfect for relaxing and enjoying nature.
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 charming exterior of The Coach House is depicted, featuring a unique multicolored wooden façade. The structure is framed by lush greenery, and a wooden planter with a variety of plants is positioned at the front, adding to the inviting atmosphere of the property.
Home in Prince Edward
4.88 out of 5 average rating, 495 reviews

The Coach House - Summer Sandbanks Pass Included

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space is a short walk to the harbor and Main Street’s restaurants and shopping. The home is also a short drive to Base 31, Lake on the Mountain, Sandbanks Provincial Park, local wineries, hiking trails and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

Top Guest favourite
A spacious living area features wooden flooring and natural light filtering through large windows. A decorative mirror and house plants add warmth. A wood-burning stove stands against an accent wall, while a dining area is visible in the background with a round table and chairs.
Guesthouse in Prince Edward
4.96 out of 5 average rating, 120 reviews

The sunroom on Maple

Enjoy this spacious bright apartment steps to Main St and a five minute walk to downtown Picton's cafes, restaurants and shops. The sunroom is everyone's favourite spot in the house to spend time with loved ones or relax. There is also a fireplace and back yard with fire pit, barbecue and patio furniture available for your use too. During the summer months, we'll lend you a Sandbanks access pass and kayak or paddle board to make your summer stay unforgettable. License No. ST-2020-0198

Top Guest favourite
Tiny home in Prince Edward
4.98 out of 5 average rating, 454 reviews

Picton Creekside Retreat

Prince Edward County, Picton ON. STA Lic# ST-2019-0028. Our tiny home (540 square feet) is totally yours, 1 bedroom, deck with tables and chairs, sunny west exposure. Industrial chic, bright, large lot, pet friendly, Wifi, full kitchen, living space, office area, smart TV and air conditioned. We supply a seasons Day use Pass to the Sandbanks Provincial park for you to book your day(s) at the beach. To guarantee entry, you can book your dates up to 5 days in advance.

Superhost
A modern interior space features a spacious bed adorned with soft, light-colored linens and decorative pillows. A cozy throw blanket is draped across the foot of the bed. A wooden bench sits in front, and a small dining area is visible in the background.
Apartment in Belleville
4.92 out of 5 average rating, 120 reviews

Boho Bliss | Full Kitchen Studio Near PEC

Nestled just 5 minutes north of the 401 highway, 30 minutes north of PEC, The Ashley is a charming oasis of modern comfort and convenience. A renovated gem boasts a sleek and contemporary design, ensuring a memorable stay in every single unit. Whether you're here for a golf getaway or to explore the local attractions, you'll find our motel to be the perfect starting point for your adventure. Book your stay with us and discover a world of relaxation, excitement, and golfing fun.

Guest favourite
A bright and airy bedroom features a spacious bed dressed in soft blue linens. A stylish wall mural and decorative plants enhance the space. Natural light filters through a large window with dark curtains. Additional artwork is displayed on the walls, contributing to the cozy ambiance.
Apartment in Prince Edward
4.87 out of 5 average rating, 165 reviews

Modern 1-bedroom farmhouse loft w/parking.

Welcome to Unit #2 at the Picton Commons! Located on Main St. near the historic Picton Harbour, our renovated farmhouse-loft provides a spacious and convenient rental for those looking to explore PEC. This contemporary styled one bedroom unit boasts a kingsized bed, a gorgeous kitchen with new appliances, a front porch with seating & free street parking right outside your door. Steps away from the county fair grounds and a short walk to the best restaurants and shops in Picton.

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, 172 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)!

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