Holiday rentals in Picton

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Top-rated holiday rentals in Picton

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Top guest favourite
Home in Prince Edward
5 out of 5 average rating, 201 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.

Guest favourite
Home in Prince Edward
4.93 out of 5 average rating, 383 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
Home in Prince Edward
4.92 out of 5 average rating, 116 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.

Top guest favourite
Home in Prince Edward
4.94 out of 5 average rating, 280 reviews

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!

Top guest favourite
Loft in Picton
4.99 out of 5 average rating, 181 reviews

Spacious Loft Apartment With Large Deck in Picton

The Loft at Nine Gables is a bright and spacious open concept, private one bedroom loft style apartment. The private entrance is off a large second storey deck that overlooks a beautiful garden. Located in a residential area of town, it is only a 10-minute walk to Picton's Main Street with its theatre, fine restaurants, cafes and shops and a few blocks away from Macaulay Conservation hiking trails. The beautiful beaches at Sandbanks are a short drive away. License number ST-2019-0014

Top guest favourite
Guest suite in Prince Edward
4.98 out of 5 average rating, 189 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.

Top guest favourite
Townhouse in Prince Edward
4.97 out of 5 average rating, 127 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.

Guest favourite
Flat in Prince Edward
4.85 out of 5 average rating, 136 reviews

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

Top guest favourite
Cottage in Prince Edward
4.95 out of 5 average rating, 394 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 spacious living area showcases large glass windows that frame expansive views of the lake. The seating area includes a green sofa and a wooden coffee table. Outside, red chairs are positioned on the deck, offering a perfect spot to enjoy the scenery.
Cottage in Prince Edward
4.96 out of 5 average rating, 185 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
A charming Victorian-style brick home is presented with a green and white striped awning. Lush greenery and decorative stone landscaping surround the entrance, enhancing the welcoming facade. The front porch is adorned with white railings and steps leading to the main entrance.
Home in Prince Edward
4.93 out of 5 average rating, 170 reviews

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.

Top guest favourite
A historic limestone home with a trapezoidal shape is set amidst lush greenery. The exterior features symmetrical windows, black shutters, and a central front door. A stone walkway leads to the entrance, enhancing the home's charming character.
Home in Prince Edward
5 out of 5 average rating, 182 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 holiday rentals

Quick stats about holiday rentals in Picton

  • Total holiday rentals

    Explore 220 holiday rentals in Picton

  • Nightly prices starting at

    Picton holiday rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 21,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    210 of Picton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Picton rentals

  • 4.9 Average rating

    Picton stays are highly rated by guests – averaging 4.9 out of 5!

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