Holiday rentals in Picton

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.

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*

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.

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bed, 1 bath, office, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy restaurants, cafe's, boutiques, markets, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & Sandbanks day-use pass (Apr-Nov). STA License #: ST 2019-0177.

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!

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

Harbourgrove

License #2020-0245 Welcome to Harbourgrove! Located right around the corner from the main street in Picton Ontario, this house is bright and airy. The kitchen comes with all of the equiptment you need to make your morning tea and coffee and your favourite culinary creations. There is a small patio to enjoy warm summer nights, off of the main floor. This property is close to the picturesque harbour, hiking spots, historical landmarks, wineries, breweries, shops, restaurants and much more!

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.

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.

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

The Canyon - Entire House Rental

Welcome to The Canyon: an updated century home in the heart of Picton, Prince Edward County! Located on a beautiful quiet street, The Canyon is just steps away from Picton Main Street. It’s close to cafes, shops, grocery stores, restaurants, breweries, wineries, and antique shops. A short 10-minute drive from Sandbanks Provincial Park, we provide Guests with a Day Pass Vehicle Permit for use in the summer months. STA Licence #: ST-2020-0240R3

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.