House holiday rentals in Picton

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*

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.

4.98 out of 5 average rating, 182 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

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.

4.94 out of 5 average rating, 367 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.

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.

4.91 out of 5 average rating, 166 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)

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.

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.

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.

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!

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.

4.88 out of 5 average rating, 489 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

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.

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!

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.

4.96 out of 5 average rating, 208 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.

The entrance of Dragonfield House is presented with a modern metal exterior, framed by winter frost and snow. Large windows allow natural light to fill the space, while the landscape features frosted grass and trees, creating a serene winter atmosphere.

4.94 out of 5 average rating, 201 reviews

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

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.

4.99 out of 5 average rating, 244 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

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.

5 out of 5 average rating, 165 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 house rentals in Picton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A welcoming entrance features a staircase leading to a white front door, surrounded by soft string lights overhead. Two chairs and a small fire pit are positioned on a stone patio, complemented by potted plants and floral arrangements, creating a cozy outdoor space.

4.91 out of 5 average rating, 11 reviews

Goldie's PEC

5 out of 5 average rating, 36 reviews

Evermore Guest House

The exterior of a historic two-story brick house is framed by lush greenery and vibrant autumn foliage. A spacious covered porch extends across the front, featuring white railings and multiple entry points. Large windows allow natural light to permeate the inviting facade.

4.97 out of 5 average rating, 61 reviews

** The Cherry Valley House **

An aerial view captures the expansive two-acre property beside West Lake. The house and pool deck are nestled among lush greenery, with a spacious lawn leading down to the water. Surrounding fields and trees provide a serene backdrop.

5 out of 5 average rating, 57 reviews

Pearadise on West Lake | Waterfront w/ Pool

4.92 out of 5 average rating, 59 reviews

PEC retreat:Sauna Pool Basketball court Pizza oven

4.98 out of 5 average rating, 48 reviews

A clear geodesic dome is set in a garden, surrounded by greenery and softly glowing pathway lights. Inside, a comfortable seating area and a small dining table are visible. Twinkling string lights create a serene ambiance, inviting relaxation beneath the evening sky.

Home in Campbellford

Moon River

A well-maintained outdoor space features a swimming pool with a tiled edge, accompanied by a stylish seating area under a large umbrella. A light-colored building provides a shaded retreat in the background, enhancing the outdoor ambiance.

4.72 out of 5 average rating, 18 reviews

The Lakeview In PEC

4.83 out of 5 average rating, 101 reviews

A private outdoor seating area features a round dining table with four chairs and an umbrella for shade. Potted flowers add color to the space, complemented by a well-maintained lawn. Large sliding glass doors provide access to the interior, enhancing the connection to nature.

Home in Greater Napanee

Family Retreat in Napanee

Weekly house rentals

A charming Victorian-style brick home is presented with a green and white striped awning. Lush greenery and decorative stone landscaping surround the entrance, enhancing the welcoming facade. The front porch is adorned with white railings and steps leading to the main entrance.

4.93 out of 5 average rating, 165 reviews

King’s Cottage (2 Beach Passes Included)

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.

4.94 out of 5 average rating, 265 reviews

Stunning Prince Edward County Post & Beam Retreat

4.95 out of 5 average rating, 209 reviews

A two-story house with light blue siding and white trim is featured. A vibrant red door offers a welcoming entrance. Two red chairs are positioned on the front porch, surrounded by lush greenery and flowering plants. A well-maintained lawn provides an inviting exterior space.

Home in Wellington

The Wellington House | PEC | Wellington

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.

4.97 out of 5 average rating, 145 reviews

Steps to Main st. Century Home w Sandbanks Pass

4.92 out of 5 average rating, 153 reviews

Hill St Hangout

A serene outdoor seating area is situated on a grassy slope, facing a tranquil expanse of Lake Ontario. White chairs are arranged in a circle around a fire pit, with a clear blue sky and distant shoreline enhancing the peaceful ambiance.

4.99 out of 5 average rating, 212 reviews

Fitzroy Lakehouse Waterfront Hot Tub

4.89 out of 5 average rating, 174 reviews

The entrance features a wooden door with three clear glass panels, complemented by a welcoming doormat that reads 'HELLO.' The surrounding area includes stone-clad pillars and a planter with vibrant flowers, framing the entrance in a modern design.

Home in Quinte West

Comfortable Inn Quinte

A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.

4.97 out of 5 average rating, 289 reviews

The Prince Edward County Church, A Unique Escape

Private house rentals

The living area features a spacious gray sofa complemented by a round coffee table, enhancing a cozy seating arrangement. Bright light enters through multiple windows, and an elegant ladder shelf is mounted on the wall. A television is positioned on a wooden media console.

4.99 out of 5 average rating, 72 reviews

Picton's Brass Foundry w/sauna

A stylish living area features a deep green velvet sofa complemented by a circular coffee table. A cozy armchair and pouf add seating options. Natural light floods in through large windows, highlighting a telescope and a small side table against a light-colored wall.

4.73 out of 5 average rating, 64 reviews

The Blue House in the heart of Picton

The exterior of a Cape Cod-inspired home is shown, featuring a distinctive shingle facade. A two-car garage with white doors is visible, alongside a dark vehicle parked in the driveway. Neatly trimmed bushes and a manicured lawn enhance the inviting entrance.

4.94 out of 5 average rating, 161 reviews

HarbourView - WATERFRONT HOME

A spacious dining area features a wooden table surrounded by four chairs, with large windows allowing natural light to flood the room. A modern pendant light hangs above, complementing the airy atmosphere. Soft, neutral tones are present in the decor, enhanced by a textured area rug.

4.94 out of 5 average rating, 117 reviews

The County Corner: Bloomfield, the heart of PEC

A cozy living area features a stone fireplace with a warm fire. A selection of cheeses, meats, and bread is displayed on a wooden board, complemented by two bottles of wine and glasses, enhancing the inviting atmosphere. A television is mounted above the fireplace.

4.98 out of 5 average rating, 83 reviews

Luxurious farmhouse on Westlake Shore Sandbanks

A bright seating area features a gray sofa adorned with several patterned throw pillows. Sunlight streams through large bay windows, creating a warm atmosphere. A small coffee table sits nearby, with a decorative plant positioned next to it, providing a touch of nature indoors.

4.97 out of 5 average rating, 91 reviews

Clover House - Pet Friendly w Hot Tub & Beach Pass

A charming century home built in red brick stands elegantly with detailed architectural features, including a decorative porch and gabled roof. Lush green shrubs and trees enhance the landscaped yard, while a driveway leads to an outbuilding in the background.

4.95 out of 5 average rating, 22 reviews

The Victorian Picton

An inviting living area features a light grey sectional sofa paired with a green accent chair. A modern coffee table sits in front, with a decorative bowl placed on top. Two windows allow natural light to brighten the space, complemented by a flat-screen TV mounted on the wall.