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Chalet On The Bay at Waupoos w/ Hot Tub

Relax and unwind at Chalet On The Bay in beautiful Waupoos. Located just 10 minutes from Picton the property is ideally situated as a hub for accessing all the County has to offer. A new home w/ hot tub that features cathedral ceilings, loft style master and all modern finishes with a rustic feel. A great space for family outings, wine touring or a getaway with friends. Please note we DO NOT have access to water off of our property and don't allow parties or pets. Home is on private road.

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The Village Suites - THE VINEYARD

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

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Cottage on the Frontenac Arch

(Please note that after July 1, 2022, HST is included in the listing price) Located 30 km north of Kingston, the "Rock, Pine and Sunlight" cottage offers a quiet retreat for travellers and city folk looking to refresh and experience the great outdoors. Activities include canoe/kayaking, fishing and hiking; cross-country skiing and snowshoeing. Please note that "bedroom 3" is semiprivate. It is enclosed by a folding screen, not a door. The bed is a double futon. The room is best for children.

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Picton PEC Treetops Cottage 2 bed 2 bath house

ST-2019-0273 Renovated 1880s carriage house, 2 bed, 2 bath. Private yard on quiet street in the heart of Picton. You'll be a 5 min walk to the County's best restaurants, brew pubs, shopping & art; a 12 min drive to Sandbank's beaches. Surrounded by trees, facing 500 acres of green space, Treetops is 1 min to the Millenium trail: a 46 kms walking & biking trail. Great base to explore PEC: short drive to more wineries, breweries, restaurants & shopping in Bloomfield, Wellington, & Hillier.

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Cozy Postmaster’s House in Prince Edward County

After selling out our 2024 summer & fall seasons, we are now booking winter & spring 2025! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

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The Blues@notes space

Blues@notes is a light and airy space whose decor is inspired by its musical history. The space was formerly owned by a guitar teacher who created the studio for private lessons. Located right in the heart of downtown Picton with all its quaint shops, boutiques, the Regent Theatre, art galleries, unique restaurants and just minutes from the beaches at Sandbanks, the wine route, local craft breweries, cideries, distilleries and mead producers. Also, high speed fiber WiFi covers the whole space.

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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!

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The Coach House - Summer Sandbanks Pass Include

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space has a county charm and local artisan flair. A short walk to the harbor and Picton's Main Street restaurants/shopping. Also, located close to 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

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Forest Yurt

Cozy, bright, yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, library, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, no shower or wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

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Little House on the Mountain, Picton, PEC

Stunning and panoramic views of the Picton Bay can be yours with this home. This rare Lake-on-the-mountain location is minutes away from downtown Picton , the Glenora Ferry whilst surrounded by , local wineries , craft breweries, art galleries, restaurants and the Sandbanks it is truly located at the heart of the county! A perfect getaway for couples, families with kids and large groups. * Bonus 2 Sandbank passes included with your booking. View us on Insta: Littlehouseonthemountain

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South Bay Lakehouse. 4 acres - Waterfront!

16 minutes south-east of Picton is the picturesque enclave of South Bay. Serene farmlands, vineyards and pristine waterfront make this a stunning part of the County. The home sits on 4 acres with 400 ft of waterfront. You'll be a short drive from everything you need but miles away from the hustle and bustle of city life. This place is great for couples, small families, nature enthusiasts or anyone looking for a peaceful spot with spectacular sunsets :) License # ST - 2020 - 0067

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The Carriage House on Queen

Located right downtown Picton, this spacious, modern and very clean Carriage House offers private parking for 2 cars, outdoor fire table seating with BBQ and 2 large bedrooms that comfortably sleeps 4 people. Perfect for a couples retreat or a friends get-away! Quiet and cozy neighbourhood with beautiful historic century homes. Minutes walking to Picton main street that offers amazing restaurants, bars and fabulous shopping. Under 15 min drive to Sandbanks Provincial Park.

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The Swan Sands Sunset House @ South Bay

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Waterfront Cabin on 72 private acres

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SkySuite on West Lake

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Moira river Waterfront from the upper level deck

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The Gem - Beautiful farmhouse with hot tub!

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The Chalet

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This Is County - Beautiful Renovated Home.

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Acadia - King Suite @ Rose Cottage Suites

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Charming Farmhouse in the City, Near Wine Country

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Thompson Cottages - Cottage #1 - Moira Lake

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The Here & Now

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Closson Cottage Charm with Summer Park Pass

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☀️ ❤️The Heart Rock Vacation Rental ❤️☀️

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Artist Cottage View of Lake Ontario

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The Frontenac: A Lakeside Cabin Retreat with Sauna

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GRANDMAS HOUSE

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The Old Stone Farmhouse with Hot Tub & Heated Pool

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Muskoka-Style Lakefront Cottage with Pool & Sauna

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A modern “County Creek House” in PEC (MT20211638)

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Beautiful Riverfront Cottage

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Prince Edward County - Cherry Beach Family Resort

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Stone Garden Guesthouse and Pool- Gateway to PEC

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Belmont Lake Getaway

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The Oasis by West Lake

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