Family-friendly holiday rentals in Picton

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.

5.0 out of 5 average rating, 222 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.

Bungalow in Prince Edward

A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

4.97 out of 5 average rating, 136 reviews

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, 193 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)

4.93 out of 5 average rating, 133 reviews

Downtown Picton Retreat -Near Sandbanks & Wineries

Stay in the heart of Picton - steps to downtown restaurants, The Royal, The CAPE, and everything Prince Edward County has to offer. Escape to our bright, sun-filled, stylish home on a peaceful street. This 3-bed, 2-bath chalet sleeps 6. Features a fully equipped kitchen, fireplace, and a private backyard with BBQ, patio, and fire pit. Minutes to Sandbanks Provincial Park, wineries, and breweries. You’re at the center of it all. Perfect for families, couples, and groups to relax and unwind.

Bungalow in Prince Edward

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.

4.92 out of 5 average rating, 483 reviews

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, 173 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!

Apartment in Prince Edward

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.

"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

4.97 out of 5 average rating, 111 reviews

A bright kitchen features white cabinets and a gray tiled backsplash. Open shelving displays dishware, cups, and a decorative bowl. A coffee maker and various utensils sit on the counter beside the sink. A view into the dining area highlights a wooden table with black chairs.

4.95 out of 5 average rating, 163 reviews

Sunlit + Tranquil 2 Bedroom Home | Rewild House

We can't wait to host you at the Rewild House in magical PEC! The Rewild House is designed for you to cozy up with your friends or your kiddos after a long day splashing in the waves or winery hopping. This two-bedroom, sunlit space is just two blocks from Main St Picton and equipped with everything you need, from coffee to a pack n play. We call it the Rewild House because it is our hope that you will be transformed by the beauty and nature that surrounds us here in the county.

Tiny home in Prince Edward

Picton Creekside Retreat

Prince Edward County, Picton ON. STA Lic# ST-2019-0028. Our tiny home (540 square feet) is totally yours, 1 bedroom, deck with tables and chairs, sunny west exposure. Industrial chic, bright, large lot, pet friendly, Wifi, full kitchen, living space, office area, smart TV and air conditioned. We supply a seasons Day use Pass to the Sandbanks Provincial park for you to book your day(s) at the beach. To guarantee entry, you can book your dates up to 5 days in advance.

4.98 out of 5 average rating, 491 reviews

Apartment in Prince Edward

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.

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.

4.91 out of 5 average rating, 256 reviews

4.95 out of 5 average rating, 422 reviews

The exterior of the newly renovated coach house is shown, featuring a blue facade and a welcoming front entrance. A yellow bench sits beside the door, and a planter with colorful flowers adds a touch of charm. Lush greenery surrounds the property, enhancing the serene atmosphere.

Cottage in Prince Edward

Lola's Loft, -NEW Coach House-Picton PEC

Located just steps from Main Street Picton, this newly renovated coach house is hidden away in a large fenced in green space. While cozy and rustic, the house is equipped with a large modern bathroom and full kitchen. A short walk takes you to all the great shops and restaurants Picton has to offer. Relax on your private deck after a long day at the beach.Enjoy the use of a SANDBANKS PARK PASS which allows you free access to all the beaches and to bypass any lineups.