Pet-friendly holiday rentals in Picton

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)

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

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

Picton Retreat: Cozy, Stylish and Walk to Downtown

Winter Promotion: Flexible check-ins, free night and more - Enquire with us before booking! Escape to our bright, sun-filled stylish home, a 10-minute walk to downtown Picton. Nestled on a peaceful side street, the house comfortably sleeps 6-8. Enjoy a fully equipped kitchen, a cozy electric fireplace, and a large private backyard with a BBQ, patio, and fire pit. Perfect for couples, families, and friends seeking privacy, comfort, and convenience. Ideal for a memorable County escape!

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.

The Gem - Beautiful farmhouse with hot tub!

Soak up the vintage charm of this fully remodeled and professionally designed former farmhouse. Only 10 mins from downtown Picton, make The Gem your home base for touring wineries, antiquing or enjoying the numerous restaurants and shops PEC has to offer. After a busy day, relax in the hot tub in the privacy of your lush backyard or cozy up with the gas fireplace. 6 adults and 3 children can sleep comfortably in 1 king, 2 queens, 1 day bed and 1 automatic blow up air mattress.

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

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

Central Location in Picton, 2 Bed, Dog Friendly

We invite you to stay in our beautiful two-bedroom suite located in the heart of Prince Edward County. A one-minute walk to Main Street in Picton and a 15-minute drive to Sandbanks Provincial Park. This space has a fully stocked kitchen, bathroom, dining room, living room and laundry. Enjoy a walk to the Picton Harbour, go for a picnic at the gorgeous Macaulay Heritage Park, or dinner at one of the nearby restaurants in Picton.

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". I am so sorry but our space is not suitable for infants or children. Our property is 34 acres with 6 acres fenced. We are 10 minutes from Picton Main Street. The loft is 1,200 square foot open concept space with a full coffee station and a cooks kitchen. We live in a quiet street in the country close to town and vineyards, breweries and cider houses.

Globe House Prince Edward County

STA License ST-2019-0027 Ease yourself into modern luxury, a perfect base for your romantic getaway in The County. Cozy up. Here you'll hear the sound of crickets, not sirens; smell flowers, not fumes; see stars, not headlights. There's an online article about the Globe House in the Globe and Mail which I can't link to here but you can find it if you search for: globe and mail prince edward county building a house

Closson Cottage Charm with Summer Park Pass

67 acres to yourself in lovely Prince Edward County - one of Ontario's beautiful wine regions and home to Sandbanks Provincial Park. Enjoy a comfy 2 bed, 2 bath country cottage, hikes in forest, 10 wineries less than 10 minutes away! Great for families with pets, couples and groups of friends. NO cleaning fee, pets stay free and we pay the Airbnb fee. IG @clossoncottages Valid STA License [ST-2019-0017]