House holiday rentals in Prince Edward

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Top-rated house rentals in Prince Edward

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Top guest favourite
A bright living area features a comfortable grey sofa adorned with decorative pillows. A light wood coffee table sits on a geometric area rug, accompanied by a stylish chair. Natural light floods the space through the windows, highlighting the neutral decor.
Home in Prince Edward
4.99 out of 5 average rating, 197 reviews

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.

Top guest favourite
A spacious living area features a large stone fireplace as the focal point, flanked by large windows providing natural light. Cozy seating is arranged around a central coffee table, with neutral tones complemented by dark green accent chairs. A flat-screen TV is mounted for entertainment.
Home in Prince Edward
4.96 out of 5 average rating, 119 reviews

County gem centrally located w/fireplace & hot tub

Welcome to The Knotted Hill. Luxurious home located high above Muscote Bay in an old growth forest boasting an oversized deck with hot tub. Outside space is a wow factor with two joining deck spaces, one balcony off the main bedroom with a walkway to the main deck, totaling over 800 square feet of deck. Featuring incredible water views in the winter when the trees are bare, lush green foliage in the summer, stunning colors in the fall and a wood fireplace for those cooler evenings spent indoors.

Top guest favourite
Home in Prince Edward
4.99 out of 5 average rating, 248 reviews

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*

Guest favourite
A bright living area showcases a gray sofa adorned with pillows, complemented by a glass coffee table. An accent chair is positioned nearby, with light streaming in from windows. The room features a woven area rug and art pieces on the walls, enhancing its modern decor.
Home in Prince Edward
4.94 out of 5 average rating, 368 reviews

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.

Top guest favourite
A private back patio features a wooden deck with comfortable seating arrangements, including bright cushions and decorative plants. An umbrella provides shade over the seating area, while the surrounding wooden fence enhances the cozy ambiance.
Home in Prince Edward
4.91 out of 5 average rating, 169 reviews

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)

Guest favourite
A modern living area features a deep blue sofa paired with a hanging chair. Artwork of a bear is displayed prominently on the wall. Natural light floods in through two windows, while a small plant and decorative items add subtle touches to the space.
Home in Prince Edward
4.9 out of 5 average rating, 148 reviews

Free beach pass * 5 minute walk to Main S *

Welcome to our newly renovated 3-bedroom retreat designed for comfort, functionality and convenience. Just a 5-minute walk to great cafes, restaurants, bars and boutiques on Main St. This 1860 home has been renovated with a fresh modern look. This 3 bedroom, 1.5 bath can sleep 6 adults and is suitable for 2 additional children. We are one block away from the trails at Macaulay Conservation area, 15-minute drive to the Sandbanks beach and a short drive to the renowned wineries and galleries.

Top guest favourite
The interior features a warm wooden aesthetic with high cathedral ceilings supported by exposed beams. A staircase leads to an upper level. The chef's kitchen includes a tiled countertop with a vase of flowers, while the dining area is visible in the background.
Home in Prince Edward
4.94 out of 5 average rating, 265 reviews

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!

Top guest favourite
A light-filled living area showcases two wooden armchairs positioned beside a low coffee table. A contemporary pendant light hangs overhead, while a large window provides natural light. In the background, a spacious dining area is visible with a long table surrounded by various chairs.
Home in Prince Edward
4.97 out of 5 average rating, 155 reviews

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!

Top guest favourite
A charming exterior of The Coach House is depicted, featuring a unique multicolored wooden façade. The structure is framed by lush greenery, and a wooden planter with a variety of plants is positioned at the front, adding to the inviting atmosphere of the property.
Home in Prince Edward
4.88 out of 5 average rating, 492 reviews

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

Top guest favourite
A bright living room features a pink sofa adorned with a textured throw pillow. Two mustard yellow armchairs are positioned next to a small black side table. A wooden coffee table sits in the center, with framed artwork hanging on the white walls beside a window.
Home in Prince Edward
4.97 out of 5 average rating, 316 reviews

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!

Top guest favourite
An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.
Home in Prince Edward
4.96 out of 5 average rating, 210 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Top guest favourite
A spacious living area features a blend of modern and vintage design, with a brown leather sofa and white armchairs positioned around a rustic wooden coffee table. Natural light floods the space through large windows, complemented by warm wood floors and exposed wooden beams.
Home in Prince Edward
5 out of 5 average rating, 166 reviews

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

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