Planning the Ultimate Picton Vacation

Planning the Ultimate Picton Vacation
Planning the Ultimate Picton Vacation

Escape from the hustle and bustle of city life to the small town of Picton for some serious time to relax. Picton is the largest community in the County and is known for its Loyalist heritage, architecturally significant buildings, delectable restaurants, and boutique Main Street shops.

One cannot properly unwind or vacation without a bougie place to stay. Fortunately for visitors, the accommodation options across Picton are endless. Whether opting for waterfront cottage rentals, rustic country cabins, old historic homes, or luxurious 5-star hotels, vacationers have a plethora of choices.

Best Picton Vacation Rentals

Evermore Guest House

6 guests · 3 bedrooms · 4 beds · 2 baths

Nestled just off Main Street Picton, this beautifully renovated 3-bedroom century home offers a charming rustic, bohemian style that captures The County’s natural artistic essence. Conveniently located minutes from restaurants and shops, it provides the ideal base for days of exploration, allowing you to return home to a haven of relaxation.

Step outside to discover a spacious private inground pool surrounded by inviting lounge chairs, creating a serene oasis tailor-made for hot summer days. Three uniquely designed bedrooms offer ample space to unwind after your adventures. The large kitchen, perfect for preparing home-cooked meals, has an outdoor dining set for al fresco enjoyment. Bring your friends and family to stay at this relaxing Picton retreat!

Rate: Starting from $385/night


Clarke Road Retreat

10 guests · 5 bedrooms · 6 beds · 2.5 baths

Just a short five-minute drive from Main Street Picton, you’ll find yourself in a secluded paradise that feels like the middle of nowhere—step inside this entertainer’s dream, all conveniently located on one floor. With two kitchens, two cozy seating areas, three dining spots, an enclosed sunroom, a covered porch, and charming patios, there’s space galore for all your guests—perfect for accommodating sixteen and more.

But that’s not all—head outside to discover the cherry on top: an outdoor area with a sauna. Picture yourself by the bonfire, surrounded by the tranquil sounds of nature and the brilliance of starry nights. Wander through five acres of lush grounds and find a nearby pond, ideal for enchanting winter skating sessions. And here’s the best part—it’s all 100% off-the-grid, making your stay magical and eco-friendly!

Rate: Starting from $1,225/night


The ReUnion

8 guests · 4 bedrooms · 6 beds · 1.5 baths

Whether you’re gathering with family and friends or looking to ditch “city life” for a different scene, you cannot beat the amenities in this home. Everything has been carefully curated to meet all your needs, whether it’s a great kitchen to cook and gather in, a games room for the kids, getting your workout on (did someone say Peloton? Yes. For real!), a two-tiered back deck – Hot Tub, Sonos sound system and a #WFH office complete with a docking station, The ReUnion has it all!

Located in the heart of Picton, The ReUnion is just a short walk to Main Street. This spacious home offers a large bright kitchen with a large walk-out two-level deck. The main floor provides a large dining area and living space. Inside the games room, guests can enjoy a full-sized ping pong table, peloton bike, Pacman arcade game, large screen TV, card and bar table, and endless board games! It also includes TWO Sandbanks Park Passes.

Rate: Starting from $464/night


Merlot on Mary

6 guests · 3 bedrooms · 3 beds · 2 baths

This charming and elegant home is conveniently located in Picton, tucked off Main Street on a quiet side road. With its original wrap-around porch and original details, Merlot on Mary has loads of space for everyone to enjoy. Its large dining room leads to the backyard, where there is another porch for enjoying the lush and spacious lawn.

This home was built in 1914, and still has many original features, from the window pane side porch, and the stained glass details and columns it feels modern with a touch of the past for character. However, it has been thoughtfully updated with modern finishes to create a spectacular Airbnb in Prince Edward County.

Rate: Starting from $654/night


Cottages in Picton, Ontario

King’s Cottage

4 guests · 2 bedrooms · 2 beds · 2 baths

King’s Cottage is a beautiful Victorian-style home 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. With original floors and a brick accent wall, large living areas, and a full-functioning kitchen, guests can experience living in historic Prince Edward County.

Natural light floods into the home and provides numerous options for relaxation. This cottage rental offers private parking, an indoor and outdoor dining area with BBQ, a 55″ Smart TV in the living room, and two large bedrooms with new Endy beds. It’s the perfect place for two couples to getaway or a small family vacation.

Rate: Starting from $219/night


Peaceful Peninsula

6 guests · 2 bedrooms · 3 beds · 1 bath

Come and unwind on a private peninsula with water surrounding you on three sides. Located at the end of a dead-end lane on the southeast shores of Prince Edward County, Peaceful Peninsula may be just the lakefront getaway you are looking for. Tranquil and surrounded by nature. It features a woodstove, two outdoor fire pits, a hot tub with scenic views, plus a private boat launch.

The primary bedroom has a dreamy king-sized bed where you can take in the amazing sunrises without lifting your head from your pillow. For families, the cottage offers plenty of private outdoor space to relax and unwind from the business of life. The new games room complete with darts, ping pong, large screen TV with satellite and Nintendo Switch is sure to keep families entertained no matter the weather.

Rate: Starting from $399/night

Yasunori – May 2023

“The best cottage we have ever experienced. We were able to relax in a completely private space. The room is very clean, and it is a location that makes you forget your daily life. The view from the jacuzzi is also very nice. The lake is very calm and you will lose track of time while watching the water birds.”


Family-friendly beach inspired Cottage on Wellers Bay

6 guests · 3 bedrooms · 3 beds · 1 bath

Perfectly suited for both families and couples, this recently renovated bungalow presents an ideal retreat with a stunning view of Wellers Bay. Sit on the back deck to watch breathtaking sunsets and walk down to the sandy beach. Conveniently located near North Beach, Presqu’ile, and Sandbanks Provincial Parks, it sits on the Arts Trail, promising a blend of natural beauty and cultural experiences.

Explore the charm of Prince Edward County with its abundance of wineries, artisanal shops, and culinary delights. The home itself offers all the comforts one could desire, featuring amenities like a dishwasher, laundry facilities, and Bell ExpressVu. The main level hosts two bedrooms, along with inviting living and dining areas, while the lower level offers another bedroom and a family room for unwinding.

Rate: Starting from $250/night


Private Retreat Home in Picton Bay

6 guests · 3 bedrooms · 3 beds · 1 bath

Enjoy the stunning views of the lake and the surrounding nature in this private retreat on Picton Bay! The three-bedroom one-bathroom home is situated next to a stone wall overlooking the water and offers an abundance of waterfront views and activities.

Step into the bright and cozy living area and relax on the comfortable couch or watch movies on the 45″ Smart TV. Have a casual meal at the breakfast bar or have dinner at the dining table overlooking the lake. With plenty of indoor and outdoor entertainment options, this is a top-rated VRBO Picton rental!

Rate: Starting from $515/night


VRBO Picton Ontario

The Carrington

10 guests · 5 bedrooms · 5 beds · 2 baths

The Carrington is a luxury farmhouse rental in Picton. Each bedroom contains a comfortable queen-sized bed and integrates the county farmhouse charm with modern decor. A large dining room, kitchen and common spaces will have you feeling relaxed after a day of exploring stores, wineries and beaches.

Outside, a large deck welcomes you to create lasting memories with friends and family. Spend warm summer days in the above-ground pool. Relax in the evening in the soaker hot tub.

Rate: Starting from $588/night


The Dylan

8 guests · 4 bedrooms · 4 beds · 2 baths

The Dylan is a stunning waterfront property perfect for groups and large families. The home has waterfront access with a dock, a large lawn, and a gorgeous patio with water views. Guests can also soak in the hot tub while taking in breathtaking sunsets over the lake.

The property features two stories, with three different living spaces, a gorgeous dining area, and a fully equipped kitchen. Each bedroom is designed for comfort with king-sized beds and plenty of seating throughout.

Rate: Starting from $432/night


The Loft at The Ferg

2 guests · 1 bedroom · 1 bed · 1 bath

Originally housing a horse stable, this space has been completely re-designed and re-imagined into a two-story loft with soaring 20ft ceilings, and woodwork by a local designer to offset the exposed original beams, offering the best in modern luxury and old-world charm. The Loft at The Ferg offers a spacious dining and living area and a cozy gas fireplace. Upstairs is a luxury king bedroom with a queen sleeper sofa downstairs for additional guests. The spa-like bathroom has an original clawfoot tub and a separate shower, perfect for unwinding at the end of the day.

The Loft at The Ferg is steps away from the bustling Main Street of Picton, Ontario, where you can grab a delicious latte, healthy baked goods, and high-fashion finds. Bring your pets for the vacation too!

Rate: Starting from $189/night


Picton Hotels

The Royal Hotel

Price: Starting from $369/night

At The Royal, all 33 guest rooms pay homage to the County’s agricultural heritage by featuring names of local apple varieties, aligning with the modern Victorian design in the lobby. The rooms offer sleek lines and luxurious amenities, including plush bedding, fireplaces, and in-room deep soaker tubs with rainfall showers. The luxurious atmosphere that may entice guests to stay in and savour the comfort, despite the attractions of Prince Edward County just outside.

The culinary experience at The Royal is deeply rooted in local ingredients, guided by executive chef Albert Ponza’s Italian approach. The menu is carefully crafted to showcase the best of the season. In the lobby, The Counter Bar serves as both a welcoming space and a source of convenient options, offering grab-and-go pastries, coffee, snacks, and curated groceries.


Merrill House

Price: Starting from $269/night

The grandness of Merrill House’s glory days is represented in fine antiques and formality. With nods to the importance of heritage, suites are available that feature separate sitting and dining rooms with contemporary interiors set in the garden. Each room is delicately furnished with views of Picton’s historic Main Street East. 

Dine at the formal Merrill House and experience its unique menu. With gourmet breakfast, afternoon tea, spectacular wines, picnic hampers, and more, your palate will be surprised. Indulge in Executive Chef Michael Sullivan, who curates a marvellous six-course tasting menu that incorporates the freshest seasonal ingredients and duly exhibits his kitchen’s impressive range of skills. 


Picton Harbour Inn

Price: Starting from $139/night

Picton Harbour Inn is one of the best places to stay in Prince Edward County, conveniently located in the heart of Ontario’s newest wine and culinary destination. With twenty-nine comfortable guest rooms and three suites, the Inn accommodates everyone. It is also close to golf, shopping, fishing, kayaking, craft breweries, cider makers, Sandbanks Provincial Park, and the many studios, galleries, and farm markets dot Prince Edward County.

Be sure to check out the Lighthouse Restaurant for family-style cooking. The Lighthouse Restaurant has been voted County Weekly News Readers’ Choice Favourite Breakfast for several consecutive years. The casual atmosphere, friendly service, and reasonable prices make it a popular destination for visitors and residents alike.


Bed and Breakfasts in Picton

The Manse Boutique Inn

Location: 10 Chapel St, Picton, ON

Discover the elegance of The Manse Boutique Inn, a premier boutique hotel blending historical architecture with contemporary luxury in Picton, Prince Edward County. Each stay promises elegance, comfort and easy access to the region’s best attractions.

Brown’s Manor Bed & Breakfast

Location: 2 Johnson St, Picton, ON

Brown’s Manor B&B (The James Brown House) is one of Prince Edward County’s outstanding heritage-designated homes. In addition to the house, the biggest attraction is our location, which is just a few hundred meters from Main St. in Picton, the hub of PEC. Guests enjoy being able to walk to dinner, shops, theatre, etc., after a long day of touring the County.

Our Space the Perfect Place B&B

Location: 964 County Rd 11, Picton, ON

Overlooking East Lake, this circa 1860 B&B is one of Prince Edward County’s original homesteads built by Loyalists escaping to Canada from the U.S. during the War for Independence. Connect with your ancestors and experience this rejuvenating B&B filled with history and comfort.

Edgewater B&B

Location: 25 Hill St, Picton, ON

Edgewater B&B is a modern Cape Cod-style home with a large wrap-around veranda overlooking Picton Harbour and the Prince Edward Yacht Club in picturesque Prince Edward County. Let Edgewater Bed and Breakfast be your oasis as you explore this wonderful region rich in history and culture.

Lilac Lane Bed & Breakfast

Location: 48 Mitchells Crossroad, Picton, ON

Located just outside Picton on a beautiful rural road, guests can enjoy a relaxing getaway between farm fields and forests. Close to many great attractions of Prince Edward County, this B&B offers three bedrooms, all with queen-size beds, and provides a delicious breakfast to suit everyone’s appetites.

Monmouth Villa B&B

Location: 26 Paul St, Picton, ON

Stay at this charming bed and breakfast within walking distance of Picton, the heart of Prince Edward County. With four large bedrooms, guests will be pleasantly surprised by the historical feel and charm of the home. 

Things to Do in Picton

Things to Do in the Summer

  • Sample wine tastings at famous wineries and breweries (Prince Eddy’s)
  • Dine in the local culinary scene (County Canteen or Bocado)
  • Rent a bike to tour Prince Edward County
  • Visit art galleries (Arts on Main Gallery)
  • Go antiquing and shopping on Picton Main Street
  • Have a spa day at The Main Character
  • Visit the Picton Skate Park
  • Dine at Lake on the Mountain Brewing Company

Things to Do in the Fall

  • Indulge in farm-to-table dining with Fall Countylicious
  • Check out the Picton Fair and the Crystal Palace
  • Visit a conversation area for a fall hike (Macaulay Mountain Conservation Area)
  • Check out Parson’s Brewing Company’s own take on Oktoberfest
  • Buy a fall fishing charter to fish for salmon and pickerel
  • Run the County Marathon

Things to Do in the Winter

  • Be part of Maple Madness
  • Skate through the County (PECC or Parsons Brewing Company)
  • Icefish on the Bay of Quinte
  • Go cross-country skiing
  • Toboggan down Delhi Park Hill in Picton
  • Visit local bakeries for some warm treats
  • Check out the Ice Box PEC
  • Wander through the Arts Trail
  • Engage in the Santa Claus Parades and Festivals of Lights

Things to Do in the Spring

  • Hike across the Millennium Trail or Birdhouse City
  • Embark on a County Wine Bike Tour
  • Indulge in Spring Countylicious
  • Visit farmer’s markets (Picton Town Hall Farmers’ Market)
  • Hit a golf course (Picton Golf Club)
  • Catch a show at The Regent Theatre
  • Ride the Glenora Ferry

best airbnb in prince edward county



Milford, Ontario in Prince Edward County

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