Holiday houses in Picton

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Top-rated holiday rentals in Picton

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Top Guest favourite
Home in Prince Edward
4.99 out of 5 average rating, 246 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*

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 Picton
4.94 out of 5 average rating, 360 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
Bungalow in Picton
4.92 out of 5 average rating, 433 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

Top Guest favourite
A spacious living area is showcased with cathedral ceilings and a gas fireplace. A large area rug covers the floor, and a wooden coffee table sits at the center. Comfortable seating arrangements are available, with large windows allowing natural light to illuminate the room.
Loft in Picton
4.99 out of 5 average rating, 166 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
A charming exterior of The Coach House is depicted, featuring a unique multicolored wooden façade. The structure is framed by lush greenery, and a wooden planter with a variety of plants is positioned at the front, adding to the inviting atmosphere of the property.
Home in Picton
4.88 out of 5 average rating, 485 reviews

The Coach House - Summer Sandbanks Pass Included

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space is a short walk to the harbor and Main Street’s restaurants and shopping. The home is also a short drive to Base 31, Lake on the Mountain, Sandbanks Provincial Park, local wineries, hiking trails and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

Top Guest favourite
An industrial-styled tiny home is visible, featuring a red exterior and a gray garage adjacent to it. A wooden deck with yellow chairs offers a welcoming entrance. The landscape is open with bare trees in the background under a clear blue sky.
Tiny home in Picton
4.98 out of 5 average rating, 444 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.

Guest favourite
The studio features a spacious bed with an earthy-toned duvet, complemented by a wooden headboard. A cozy seating area with a vibrant yellow couch is visible in the background, alongside decorative wall elements and plants that add a touch of greenery.
Apartment in Picton
4.9 out of 5 average rating, 213 reviews

Modern open concept farmhouse studio w/parking

Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

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 Picton
4.95 out of 5 average rating, 355 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 deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.
Cottage in Prince Edward
4.96 out of 5 average rating, 167 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 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 Picton
5 out of 5 average rating, 163 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

Guest favourite
A two-story house is seen from the street, featuring a gabled roof and light-colored siding. The front porch has a decorative railing and a round window above the entrance. Surrounding greenery complements the neighborhood setting, with utility wires visible overhead.
Home in Picton
4.92 out of 5 average rating, 628 reviews

No Fees, Walk to Bars, restaurant. drive Beach

No Fees - House Downtown Picton, Ontario, only 10 Minutes to Beach & after day at Beach, come back to house, freshen up & never need to get back in car-steps away to Pubs, Breweries, bike trails, theatre, Groceries & LCBO - IMPORTANT: All weekends minimum 2 nights (Fri & Sat). Rates are based on 2 people & additional charges per person, per night where more than 2 guests. No animals due to allergies. Free Parking

Top 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
4.97 out of 5 average rating, 146 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

When is the best time to visit Picton?

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Avg. price$238 NZD$240 NZD$233 NZD$259 NZD$315 NZD$343 NZD$365 NZD$400 NZD$320 NZD$296 NZD$255 NZD$247 NZD
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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 $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 21,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 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!

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