Top 10 Picton Cottage Rentals

Top 10 Picton Cottage Rentals
Top 10 Picton Cottage Rentals

Nestled amidst the scenic beauty of Prince Edward County, Picton offers a haven for foodies, nature enthusiasts, and wine lovers alike. With its charming waterfront, historic attractions, and vibrant local culture, it’s no wonder that Picton has become a sought-after destination for travellers. 

Among the myriad of accommodation options, cottage rentals stand out as the epitome of cozy luxury, offering a unique blend of comfort and tranquillity. This guide unveils the top 10 Picton cottage rentals, each promising an unforgettable escape into the heart of nature and hospitality. From historic homes to modern marvels, these cottages showcase the best of Picton’s charm, making them ideal havens for your next getaway.

What is Picton, Ontario, known for?

Picton, the largest town in Prince Edward County, offers a captivating blend of history, architecture, and small-town charm. Its quaint Main Street invites exploration with award-winning restaurants, breweries, and local shops. Beyond the town, the surrounding wine country, a popular attraction, boasts scenic vineyards and exquisite wines. Visit famous local artists through art galleries, artisan ice cream, and quaint cafes.

Cottage Rentals in Picton, Ontario

King’s Cottage – Picton

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


Harbour Main – Picton

4 guests · 2 bedrooms · 2 beds · 1 bath

Enjoy a stylish experience at this centrally located home. Harbour Main is ideally located steps away from Picton Main Street, with lovely cafés, local shops, breweries & restaurants. A private back patio is a great evening entertaining area for BBQ. The entire home is yours to explore. With a fully functioning kitchen, two beautiful bedrooms, and a full bathroom, couples and families will create lasting memories.

Rate: Starting from $146/night


The CAPE Mansion – Picton

8 guests · 4 bedrooms · 8 beds · 8 baths

The CAPE Mansion, built in 1853 for Picton’s first Mayor, embodies the rich tapestry of Canadian history. Meticulous restoration work has brought the house back to its original glory, seamlessly blending historic charm with modern amenities and beyond. Spanning nearly 10,000 square feet of opulent elegance, this isn’t just a rental—it’s an experience.

Imagine grand chandeliers casting dazzling light over large, sumptuous beds, luxurious modern bathrooms, and spacious seating areas. Step outside, and a vast outdoor parking area and lush grass expanses greet you. This isn’t merely a place to stay; it’s a venue fit for weddings, conferences, or grand retreats. This is the perfect location to experience the history and attractions of Prince Edward County. 

Rate: Starting from $2,400/night


The County Queen – Picton

6 guests · 3 bedrooms · 4 beds · 2 baths

The County Queen welcomes you with the comforting embrace of home, beautifully curated with a blend of vintage and modern elements. Inside, you’ll discover a spacious seating area, a roomy dining space, an inviting eat-in kitchen, and historic bedrooms—each room exuding the allure of old-world charm and contemporary conveniences. Step through sliding back doors and find yourself in the expansive backyard with a deck shaded by majestic nut trees. Plus, there’s a convenient shed to stow away your bicycles, inviting you to explore the scenic surroundings.

Ideally within walking distance of downtown Picton and the bustling Harbour, this haven is just a short drive from the pristine beaches of Sandbanks Provincial Park and the delightful towns of Bloomfield and Wellington. Your stay here ensures easy access to all the enchanting attractions of Prince Edward County, making it an ideal base for your adventures.

Rate: Starting from $179/night


The Birch Suite at Portage House in Picton – Picton

2 guests · 2 bedrooms · 3 beds · 1 bath

Nestled on Picton’s coveted Main Street, the Portage House is a designated Heritage Property, capturing the essence of 1863’s early Victorian Residential style. Meticulously restored, this historic gem seamlessly marries vintage charm with contemporary comforts.

Step inside to discover two exquisitely styled bedrooms and a spacious bathroom featuring a convenient walk-in shower. The kitchen seamlessly flows into a cozy dining area, accommodating four fostering a warm and welcoming atmosphere. Beyond the interior, a charming backyard hideaway awaits, complete with a dinner table, chairs, and a BBQ, providing a perfect spot for relaxation and outdoor dining.

Rate: Starting from $154/night


Picton Cottage Rentals with a Pool

Evermore Guest House – Picton

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


Picton Cottage Rentals with a Hot Tub

The Owens House: Heritage Home at Picton Harbor – Picton

6 guests · 3 bedrooms · 5 beds · 1.5 baths

The Owens House, a limestone 1847 harbour home, is famous for its trapezoidal shape (only eight like it in Canada). It has been renovated to preserve the home’s history while providing modern, custom features. The great room features a natural gas fireplace, which creates the perfect atmosphere for romance and relaxation on cooler nights. The full kitchen is ideal for making meals in-house.

Outback is a beautiful patio with lush gardens, a five-person hot tub, a fire pit, and an oversized garage around the back. This heritage house is centrally located in The County, meaning boundless access to entertainment and amenities by foot, bike, or scenic drive. The Crystal Palace and Macaulay Mountain are about 1km away, boasting 20km of hiking trails and the famed Birdhouse City. It is a short drive to Sandbanks Provincial Parks on West Lake (20 min) and Lake on the Mountain (8 min).

Rate: Starting from $383/night


The ReUnion – Picton

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


BONUS: Peaceful Peninsula – Milford

6 guests · 2 bedrooms · 3 beds · 1 bath

While Peaceful Peninsula isn’t located in Picton (15 minutes away), it is a cottage rental you can’t pass up. Conveniently located close to wineries, restaurants, and other attractions, guests will have a memorable experience in any season.

Located down a secluded laneway, this cottage rental is unlike any other. With water surrounding the property on three sides, guests are immersed in the wonder of Prince Edward County.

Spend your summer days basking in the sun on plush loungers, indulging in a refreshing outdoor shower, losing yourself in a book within the comforts of the gazebo day bed, or cooling off in the air-conditioned games room. Take a dip in the calm, sandy waters, nap in the luxurious king-sized bed, or surrender to the bliss of the spa hot tub. Cuddle by the wood stove in the cooler months and watch the wildlife nearby.

Rate: Starting from $399/night

Roy – October 2022

“This was our second stay at Peaceful Peninsula and it was excellent. The location of this property makes it special, waterfront, with stunning views from the inside and outside. The wood stove adds atmosphere and makes the living room comfortable. The outdoor fire pits (yes there are 2 of them) are great for gathering in the evening and firewood was provided. The hot tub was so relaxing with a unique outdoor shower nearby. There’s a new games room too.”


Picton Cottage Rentals Pet Friendly

Clarke Road Retreat – Picton

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! Take a fifteen-minute drive to reach East Lake for some fun summer activities.

Rate: Starting from $1,225/night


The Coach House – Picton

2 guests · 1 bedroom · 1 bed · 1 bath

Finding another cottage rental at this price in Prince Edward County is almost impossible. 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. The retro colours create an inviting home with modern amenities. Just a short walk to Main Street Picton, guests have full access to restaurants, shopping, art galleries, Slickers County Ice Cream, and more!

Rate: Starting from $95/night


best airbnb in prince edward county



Milford, Ontario in Prince Edward County

Copyright © 2023 Peaceful Peninsula