Holiday rentals in Picton Bay

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.

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*

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.

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

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.

EILLAND BLUE: Family Retreat In The County

Welcome to Eilland Blue (ISLAND Blue), lovingly named after our Children, our home away from home in the County. Recently restored and designed 4+1 bedroom, 1.5 bathroom, century old home in the heart of downtown Picton. From the moment you walk in you'll unwind, with a casual living room, cozy family room, master retreat, large dining room, bright sun room and expansive fenced-in yard, there is plenty of space to sprawl out and relax. This fully equipped home is perfect for some time away!

"Steps Away" Picton, Dog Friendly/fenced yard

Steps Away .....from Picton Bay, 10 minute walk into Picton. 18 minute drive to the Outlet Beach Sandbanks. (Park Pass provided - you have to book in advance, please reach out) Fully fenced half acre yard gives your dog freedom. Bed can be one King or two twins. Additional sofabed in living room. Whole apartment - 980sqft Lower unit - 12 steps down, walkout to garden. PLEASE CONFIRM IF YOU ARE BRINGING A DOG. ONLY ONE DOG PERMITTED. ABSOLUTELY NO SMOKING OF ANY KIND INSIDE OR OUT

Picton Getaway - Walk to Main St - Sandbanks Pass

Welcome to The Nestled Inn, a beautifully restored century home just steps from Picton’s Main Street. Walk to cafes, restaurants, and the harbour — then come home to a private backyard retreat. Sandbanks Provincial Park pass included. Why Guests Love Staying Here: ✔ 2-minute walk to Picton Main Street ✔ Private backyard + BBQ dining area ✔ Bright home office with Bell Fibe WiFi ✔ Designer kitchen + quartz counters ✔ Clawfoot tub spa bathroom STA license number st-2020-0309

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.

Stillwood Loft

Stillwood Loft, ideal for a weekend getaway, is a beautiful rustic/modern apartment, on the upper levels of a barn (circa 1850), on a rural road in Prince Edward County, Ontario. The apartment combines original exposed beams with modern millwork and finishes. Heated and air-conditioned with geothermal units, it is open concept on two levels, with hickory floors, modern appliances, and a propane fireplace - an ideal starting place to enjoy the many delights of the region.

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.