Holiday houses in Picton

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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 $84 NZD per night before taxes and fees

  • Verified guest reviews

    Over 22,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Picton holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Picton

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 214 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
A hot tub with clear blue water is positioned outdoors, surrounded by light-colored walls. The tub features multiple seating areas and controls for adjusting the settings. A step is visible nearby, providing easy access to the hot tub.
Apartment in Prince Edward
4.95 out of 5 average rating, 343 reviews

Summer House PEC *Free Sandbanks Beach Pass!*

Welcome to Summer House PEC! Brand new construction located close to Main St. Picton. Our love of the Sandbanks inspired this modern coastal themed space. We've curated an indoor/outdoor experience to meet your vacation needs, including: 2 bedrooms/1 bath, full kitchen (new Kitchenaid appliances), Nespresso coffee bar, laundry, home theatre, and bar. Outside enjoy a spacious fenced-in yard, outdoor kitchen with BBQ, and Jacuzzi hot tub! Sandbanks Beach Summer Pass Included! License#ST20200312

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
4.93 out of 5 average rating, 397 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
4.93 out of 5 average rating, 125 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
A private hot tub is visible, featuring softly illuminated water. Nearby, a fire pit flickers gently, surrounded by greenery and string lights. The area offers modern outdoor seating and a serene atmosphere, enhancing the retreat's inviting space.
Guest suite in Prince Edward
4.95 out of 5 average rating, 131 reviews

The Disco Garden Party by The Post Office Motel

Imagine arriving at a secluded mid-century modern retreat, where design and comfort both take first place. You sink into the warmth of your private hot tub, the sky above unfolding into a blanket of stars. Tonight, the Milky Way puts on a show just for you. Later, laughter fills the air as you gather around the fire pit, roasting gooey s’mores with family and friends. Located just minutes to secret speakeasy bars and wine lounges, wineries, the Mustang Drive-In and Sandbanks Provincial Park!

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.
Apartment in Prince Edward
4.97 out of 5 average rating, 105 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
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

Guest favourite
A welcoming living area features sunlight streaming through large windows. Colorful seating includes a green armchair and an iconic yellow chair, complemented by a stylish side table. A houseplant adds a touch of greenery, and a message board is ready for personalized notes.
Apartment in Prince Edward
4.86 out of 5 average rating, 147 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
Home in Picton
4.96 out of 5 average rating, 189 reviews

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.

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, 111 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, 414 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.

Guest favourite
A modern kitchen space is highlighted by light cabinetry and a sleek stone countertop. Pendant lights hang above a dining area with woven chairs. A vase of dried flowers adds texture to the scene, complemented by carefully arranged kitchen essentials.
Cottage in Prince Edward
4.98 out of 5 average rating, 170 reviews

Parkway Lake House: Modern retreat w/ hot tub

Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Popular amenities for Picton holiday rentals