Vacation rentals in Picton

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.

Downtown Picton Retreat |Near Sandbanks & Wineries

Stay in the heart of Picton - steps to downtown restaurants, The Royal, The CAPE, and everything Prince Edward County has to offer. Escape to our bright, sun-filled, stylish home on a peaceful street. This 3-bed, 2-bath chalet sleeps 6. Features a fully equipped kitchen, fireplace, and a private backyard with BBQ, patio, and fire pit. Minutes to Sandbanks Provincial Park, wineries, and breweries. You’re at the center of it all. Perfect for families, couples, and groups to relax and unwind.

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!

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.

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.

Funky studio Apt Full kitchen 5 min to Main St

Welcome to our renovated Mid Century Modern private studio apartment. Designed for comfort, functionality and convenience, featuring unique colorful furnishings offering you an alternative hotel stay. The apt is fully equipped for your comfortable stay, featuring a queen bed, full kitchen with new appliances, including a full size stove, microwave and fridge/freezer to accommodate your extended stay. You have your own full private bathroom with walk-in shower and in-suite laundry

STEPS to Main St & Dining -FREE Sandbanks Pass #50

FREE ONSITE PARKING & SANDBANKS PASS! Ditch the car - you are steps from the County’s best. WALK: Under 5 minutes to Zest, City Revival, The Armoury, The Royal Hotel, Baccado, Becon Bike & Brew, The Acoustic Grill, and so many more. BEACHES: Includes a FREE 2026 Sandbanks Pass (a $21/day value). We send your pass # early so you can reserve 5 days in advance and save your spot! SUNSETS: The Harbour is just a 7-minute stroll away for sunsets and the best breakfast in town.

Lola's Loft, -NEW Coach House-Picton PEC

Located just steps from Main Street Picton, this newly renovated coach house is hidden away in a large fenced in green space. While cozy and rustic, the house is equipped with a large modern bathroom and full kitchen. A short walk takes you to all the great shops and restaurants Picton has to offer. Relax on your private deck after a long day at the beach.Enjoy the use of a SANDBANKS PARK PASS which allows you free access to all the beaches and to bypass any lineups.

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)!

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

King’s Cottage (2 Beach Passes Included)

LOCATION! LOCATION! LOCATION! “King’s Cottage” is a beautiful Victorian-style home situated on King Street in the “heart” of downtown Picton. Newly renovated and professionally decorated, this stunning property has been carefully curated into the ideal home that will meet and exceed ALL your needs. “King’s Cottage” offers private parking, indoor & outdoor dining area with BBQ, 55” Smart TV in living room and 2 large bedrooms with new Endy beds.

The Owens House - Heritage Home at Picton Harbor

Charming heritage 1847 home located in the heart of The County overlooking Picton Harbour. Sitting on a picturesque lot with patio, fire pit & hot tub. A short walk to Main St to explore boutiques, cafes, restaurants, craft breweries and much more! Walk to the trails at Macaulay Mountain or take a short drive to the beautiful beaches of Sandbanks Prov. Park or the area's many wineries, distilleries & cideries. Licence#:ST-2021-0115