Holiday houses in Picton Bay

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Top-rated holiday rentals in Picton Bay

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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
5 out of 5 average rating, 210 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 hot tub with clear blue water is positioned outdoors, surrounded by light-colored walls. The tub features multiple seating areas and controls for adjusting the settings. A step is visible nearby, providing easy access to the hot tub.
Apartment in Prince Edward
4.96 out of 5 average rating, 337 reviews

Summer House PEC *Free Sandbanks Beach Pass!*

Welcome to Summer House PEC! Brand new construction located close to Main St. Picton. Our love of the Sandbanks inspired this modern coastal themed space. We've curated an indoor/outdoor experience to meet your vacation needs, including: 2 bedrooms/1 bath, full kitchen (new Kitchenaid appliances), Nespresso coffee bar, laundry, home theatre, and bar. Outside enjoy a spacious fenced-in yard, outdoor kitchen with BBQ, and Jacuzzi hot tub! Sandbanks Beach Summer Pass Included! License#ST20200312

Top Guest favourite
Home in Prince Edward
4.99 out of 5 average rating, 270 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 favourite
A spacious outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.
Cottage in Prince Edward
4.98 out of 5 average rating, 110 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

Top Guest favourite
Bungalow in Prince Edward
4.92 out of 5 average rating, 477 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bed, 1 bath, office, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy restaurants, cafe's, boutiques, markets, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & Sandbanks day-use pass (Apr-Nov). STA License #: ST 2019-0177.

Top Guest favourite
Colorful flowers bloom in the foreground, with vibrant yellow petals contrasting against lush green leaves. In the background, a brick building and sailboats are visible by a tranquil waterway, framed by the branches of a nearby tree.
Apartment in Prince Edward
4.97 out of 5 average rating, 100 reviews

"Steps Away" Picton, Dog Friendly/fenced yard

Steps Away .....from Picton Bay, 10 minute walk into Picton. 18 minute drive to the Outlet Beach Sandbanks. (Park Pass provided - you have to book in advance, please reach out) Fully fenced half acre yard gives your dog freedom. Bed can be one King or two twins. Additional sofabed in living room. Whole apartment - 980sqft Lower unit - 12 steps down, walkout to garden. PLEASE CONFIRM IF YOU ARE BRINGING A DOG. ONLY ONE DOG PERMITTED. ABSOLUTELY NO SMOKING OF ANY KIND INSIDE OR OUT

Guest favourite
The studio features a spacious bed with an earthy-toned duvet, complemented by a wooden headboard. A cozy seating area with a vibrant yellow couch is visible in the background, alongside decorative wall elements and plants that add a touch of greenery.
Apartment in Prince Edward
4.91 out of 5 average rating, 243 reviews

Modern open concept farmhouse studio w/parking

Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

Top Guest favourite
A spacious deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.
Cottage in Prince Edward
4.95 out of 5 average rating, 192 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Top Guest favourite
The exterior of the Carriage House showcases a well-maintained façade with light wood siding and a pitched roof. A private garden area is bordered by a wooden fence, featuring a stone fire pit surrounded by gravel and lush greenery.
Guesthouse in Prince Edward
4.98 out of 5 average rating, 247 reviews

The Carriage House on Queen

Located right downtown Picton, this spacious, modern and very clean Carriage House offers private parking for 2 cars, outdoor seating with BBQ and 2 large bedrooms that comfortably sleeps 4 people. Perfect for a couples retreat or a friends get-away! Quiet and cozy neighbourhood with beautiful historic century homes. Minutes walking to Picton main street that offers amazing restaurants, bars and fabulous shopping. Under 15 min drive to Sandbanks Provincial Park.

Top Guest favourite
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.
Home in Prince Edward
4.93 out of 5 average rating, 180 reviews

King’s Cottage (2 Beach Passes Included)

LOCATION! LOCATION! LOCATION! “King’s Cottage” is a beautiful Victorian-style home situated 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. “King’s Cottage” offers private parking, indoor & outdoor dining area with BBQ, 55” Smart TV in living room and 2 large bedrooms with new Endy beds.

Guest favourite
A bright living area features a large, comfortable sofa adorned with colorful cushions. Natural light filters through a spacious window, illuminating the hardwood floor and a coffee table made of wood. A potted plant and a cozy armchair add to the welcoming atmosphere.
Home in Prince Edward
4.91 out of 5 average rating, 106 reviews

Picton Perfect

FYI: Sandbanks requires a reservation. Book 5 days ahead of visit to avoid disappointment! Perched on a hill with seasonal views of Picton Bay. 2 kms from downtown Picton. Kitchen is stocked with everything you need to cook your day's collections. A selection of books and novels available to peruse or chill on the front patio and watch the world go by. Sunsets and incredible sky views included! July 2026: Turntable is out of service.

Top Guest favourite
A modern kitchen space is highlighted by light cabinetry and a sleek stone countertop. Pendant lights hang above a dining area with woven chairs. A vase of dried flowers adds texture to the scene, complemented by carefully arranged kitchen essentials.
Cottage in Prince Edward
4.98 out of 5 average rating, 169 reviews

Parkway Lake House: Modern retreat w/ hot tub

Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Popular amenities for Picton Bay holiday rentals