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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
5.0 out of 5 average rating, 218 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, 274 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*

Superhost
Home in Prince Edward
4.93 out of 5 average rating, 127 reviews

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.

Superhost
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
4.97 out of 5 average rating, 230 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
A light-filled living area showcases two wooden armchairs positioned beside a low coffee table. A contemporary pendant light hangs overhead, while a large window provides natural light. In the background, a spacious dining area is visible with a long table surrounded by various chairs.
Home in Prince Edward
4.97 out of 5 average rating, 171 reviews

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!

Top guest favourite
Colorful flowers bloom in the foreground, with vibrant yellow petals contrasting against lush green leaves. In the background, a brick building and sailboats are visible by a tranquil waterway, framed by the branches of a nearby tree.
Flat in Prince Edward
4.97 out of 5 average rating, 108 reviews

"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

Top guest favourite
Tiny home in Prince Edward
4.98 out of 5 average rating, 486 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.

Top guest favourite
The bedroom features a cozy queen bed dressed in soft linens, paired with a decorative throw. A charming nightstand stands beside the bed, and a vintage dresser is positioned across from a window, allowing natural light to illuminate the space.
Home in Prince Edward
4.97 out of 5 average rating, 158 reviews

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

Top guest favourite
A spacious loft area features a high, sloped ceiling with exposed wooden beams. A comfortable bed is positioned alongside a modern bedside table. An orange armchair adds a pop of color, while soft light illuminates the warm, natural wood floor.
Loft in Prince Edward
4.99 out of 5 average rating, 112 reviews

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.

Top guest favourite
The exterior of the newly renovated coach house is shown, featuring a blue facade and a welcoming front entrance. A yellow bench sits beside the door, and a planter with colorful flowers adds a touch of charm. Lush greenery surrounds the property, enhancing the serene atmosphere.
Cottage in Prince Edward
4.95 out of 5 average rating, 415 reviews

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.

Top guest favourite
A well-maintained two-story home is presented with a light brown exterior. Large windows allow natural light to enter, while a neatly trimmed front lawn features a variety of greenery. A paved driveway leads to an attached garage on the right side.
Flat in Prince Edward
4.93 out of 5 average rating, 147 reviews

GRANDMAS HOUSE

LOWER LEVEL APARTMENT WITH LARGE WINDOWS ON A QUIET STREET IN PICTON. WITHIN WALKING DISTANCE OF THE SHOPPING AREA AND MANY RESTAURANTS. 15 MINUTE DRIVE TO SANDBANKS AND WINERIES. LOCATED OFF HIGHWAY 49 AS YOU ENTER THE TOWN OF PICTON. BACKYARD FENCED IN FOR SAFETY OF CHILDREN AND PETS. ENJOY THE BACKYARD WITH YOUR OWN PATIO THAT INCLUDES A BBQ AND EATING AREA. SANDBANKS BEACH PASS INCLUDED This place has 3 queen beds, we can accommodate 4 adults and 2 children

Top guest favourite
A spacious living area features a blend of modern and vintage design, with a brown leather sofa and white armchairs positioned around a rustic wooden coffee table. Natural light floods the space through large windows, complemented by warm wood floors and exposed wooden beams.
Home in Prince Edward
5.0 out of 5 average rating, 192 reviews

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

Popular amenities for Picton Bay holiday rentals