House vacation rentals in Picton

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Top-rated house rentals in Picton

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Top guest favorite
Home in Prince Edward
4.99 out of 5 average rating, 246 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 favorite
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 Picton
4.94 out of 5 average rating, 360 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.

Guest favorite
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 Picton
4.91 out of 5 average rating, 161 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 favorite
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 Picton
4.9 out of 5 average rating, 144 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.

Guest favorite
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 Picton
4.88 out of 5 average rating, 485 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 favorite
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 Picton
4.97 out of 5 average rating, 312 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 favorite
The Hull House sits gracefully on a limestone shelf overlooking Lake Ontario. Lush greenery surrounds the home, complemented by a spacious lawn. A sunken deck with seating faces the water, providing an inviting outdoor space for relaxation. Grapevines can be seen in the distance.
Home in Prince Edward
4.98 out of 5 average rating, 214 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

Guest favorite
The bedroom features a cozy queen bed dressed in soft linens, paired with a decorative throw. A charming nightstand stands beside the bed, and a vintage dresser is positioned across from a window, allowing natural light to illuminate the space.
Home in Picton
4.97 out of 5 average rating, 142 reviews

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

Top guest favorite
The exterior of the Carriage House is showcased, featuring a welcoming entrance with a covered porch. The white wood siding contrasts with the dark roof, while greenery surrounds the property, contributing to its tranquil setting. A gravel path leads to the entrance, enhancing accessibility.
Home in Picton
4.98 out of 5 average rating, 279 reviews

The Lake St. Carriage House (Year Round Hot Tub)

Great for families, multiple friends, and couples looking to be within walking distance to all restaurants, shops and Theatre. It is a 10 minute drive to the Sandbanks Provincial Park, and close to all the County's wineries, distilleries, and craft breweries. It is also steps from the Millennium Trail for those who enjoy jogging, walking and biking. If Golf is what you are looking for it is only a 5 minute drive to the Picton Golf & Country Club.

Top guest favorite
A charming two-story home with a brick facade is set on a quiet street. A well-manicured lawn features a bushy tree and neatly trimmed shrubs. The front path leads to a welcoming entrance, framed by classic black shutters and a dark front door.
Home in Picton
4.99 out of 5 average rating, 238 reviews

The Canyon - Entire House Rental

Welcome to The Canyon: an updated century home in the heart of Picton, Prince Edward County! Located on a beautiful quiet street, The Canyon is just steps away from Picton Main Street. It’s close to cafes, shops, grocery stores, restaurants, breweries, wineries, and antique shops. A short 10-minute drive from Sandbanks Provincial Park, we provide Guests with a Day Pass Vehicle Permit for use in the summer months. STA Licence #: ST-2020-0240R3

Guest favorite
An aerial view captures a charming brick house surrounded by green grass and trees. Fenced areas and a small shed are visible, with livestock grazing in the background, emphasizing the property's pastoral setting.
Home in Roslin
4.96 out of 5 average rating, 207 reviews

Roslin Hall

Roslin Hall is the ideal country retreat offering quiet and solitude in a pastoral setting. By night sit out back and be mesmerized by the clear starry nights and by day take a drive to PEC wine country. Or just relax and unwind in front of the gas fireplace while prepping a meal in the gourmet kitchen. Please tell us about your group when you request to book. Please note there is a camera above the front door for security purposes.

Top guest favorite
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 Picton
5 out of 5 average rating, 164 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

Popular amenities for Picton house rentals

When is the best time to visit Picton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,330 GYDG$33,467 GYDG$27,820 GYDG$36,396 GYDG$41,416 GYDG$44,344 GYDG$51,875 GYDG$55,430 GYDG$44,135 GYDG$41,207 GYDG$33,258 GYDG$34,932 GYD
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Quick stats about house rentals in Picton

  • Total vacation rentals

    Explore 110 vacation rentals in Picton

  • Nightly prices starting at

    Picton vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Picton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Picton rentals

  • 4.9 Average rating

    Picton stays are highly rated by guests—averaging 4.9 out of 5!

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