
Holiday houses in Picton
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Top-rated holiday rentals in Picton
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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.

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.

Harbour Main playful century home w/ private patio
Enjoy a stylish experience at this centrally located home. HarbourMain is perfectly located steps away from Picton's Main street which has lovely cafés, local shops, breweries & restaurants. No need to take the car, you can leave it parked in the back parking lot of the home (fits 2 cars comfortably) and walk to your nearby destination. The private back patio offers great seating area & BBQ. We can't wait to host you This home is fully licensed per Prince Edward County bylaws (ST-2022-0073)

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.

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!

The Bloomfield Guest House
Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

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.

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.

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

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)!

Steps to Main St. Century Home w Sandbanks Pass
THE NESTLED INN is half a block to Picton Harbour in one direction, Delhi Park in the other, and a 2 minute walk to the many bars, cafes, and restaurants on Main Street. You couldn't ask for a better location! Enjoy the views of Macaulay Mountain from our back deck, complete with outdoor dining for six and a bbq, or stretch out in our very private, spacious back yard. Check out our Airbnb Guidebook for more recommendations. STA license number st-2020-0309

Romantic PEC getaway w gas fireplace & soaker tub
Modern and Spacious 2 bdrm Carriage House Loft with high-speed wifi and large, private elevated outdoor living space overlooking the treetops of Benson park. Live like a local and enjoy all the convenience of downtown village life with this walk-able location steps from the Royal Hotel. This home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ST-2020-0151 R2
Popular amenities for Picton holiday rentals
Other great holiday rentals in Picton

The Falconer Carriage House

Picton's Brass Foundry w/sauna

The Springdale Suite - Close to Downtown Picton!

Evermore Guest House

The Chocolate Suite

The Wild Rose - Cozy PEC Rental in Picton

Stillwood Loft

The Chapel Street Guesthouse, Close to Sandbanks
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 $85 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
210 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!
Destinations to explore
- Private suite rentals Picton
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- Rentals with a patio Picton
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- Bay of Quinte
- Wolfe Island
- Presqu'ile Provincial Park
- Sandbanks Provincial Park
- Batawa Ski Hill
- Black Bear Ridge Golf Course
- Lemoine Point Conservation Area
- Kingston 1000 Islands Cruises
- Sandbanks Dunes Beach
- Closson Chase Vineyards
- Rosehall Run Vineyards Inc
- Frontenac Provincial Park
- INVISTA Centre
- Ste Anne's Spa
- North Beach Provincial Park
- Ranney Gorge Suspension Bridge
- Grange of Prince Edward Vineyards and Estate Winery
- National Air Force Museum of Canada
- Hinterland Wine Company
- Queen's University
- Lake on the Mtn Provincial Park
- Lake Ontario Park
- Casa-Dea Winery & Banquet Hall





