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*

Top guest favorite
A cozy living space features a neutral sofa adorned with patterned cushions in shades of white and mustard. A round wooden coffee table sits atop a woven area rug, complemented by a decorative candleholder. A vibrant yellow wall art piece with a neon sign adds a cheerful touch.
Home in Picton
4.98 out of 5 average rating, 176 reviews

The County Loft - downtown Picton, PEC!

Calling all daydreamers The County Loft is a restored 1875 century brick loft in the heart of Prince Edward County - steps from downtown Picton. The bright and open design makes it the ideal getaway to relax, explore, make memories & feel inspired. The thoughtfully curated decor is inspired by a love for travel and a desire to create meaningful and magical experiences for our guests. We look forward to hosting you at The County Loft, where the water tastes like wine. License #ST-2020-0318R1

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 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.

Top guest favorite
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 Picton
4.97 out of 5 average rating, 153 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!

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!

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, 141 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, 278 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

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

Guest favorite
A modern house is set against a sunset sky, surrounded by tall grass and scattered trees. The exterior, featuring large windows, reflects the colors of dusk, creating a harmonious blend with the natural landscape.
Home in Prince Edward
4.95 out of 5 average rating, 220 reviews

Globe House Prince Edward County

STA License ST-2019-0027 Ease yourself into modern luxury, a perfect base for your romantic getaway in The County. Cozy up. Here you'll hear the sound of crickets, not sirens; smell flowers, not fumes; see stars, not headlights. There's an online article about the Globe House in the Globe and Mail which I can't link to here but you can find it if you search for: globe and mail prince edward county building a house

Popular amenities for Picton house rentals

When is the best time to visit Picton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,252 GYDG$33,382 GYDG$27,749 GYDG$36,303 GYDG$41,310 GYDG$44,231 GYDG$49,447 GYDG$57,375 GYDG$43,814 GYDG$41,102 GYDG$33,173 GYDG$34,842 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$10,432 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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