Family-friendly holiday rentals in Picton

4.95 out of 5 average rating, 434 reviews

Flat in Prince Edward

The Village Suites - THE VINEYARD

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Superhost

Cabin in Prince Edward

4.83 out of 5 average rating, 109 reviews

Waupoos Island View Cottages - The Ethan

The cottage is fully equipped with a kitchenette, including fridge, countertop convection oven and microwave. The stove does not work. Dishes, pots and pans as well as utensils. We stock the cottage with basic towels, toilet paper, dish soap, hand soap and kitchen towels. Barbeque and picnic table for eating by the water. Bring your own beach chairs, beach towels & water shoes. Enjoy your personal dock for leisure, swimming, fishing.....etc End your evening with a fire at your own fire pit.

4.95 out of 5 average rating, 336 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.

4.88 out of 5 average rating, 253 reviews

Flat in Prince Edward

The Blues@notes space

Blues@notes is a light and airy space whose decor is inspired by its musical history. The space was formerly owned by a guitar teacher who created the studio for private lessons. Located right in the heart of downtown Picton with all its quaint shops, boutiques, the Regent Theatre, art galleries, unique restaurants and just minutes from the beaches at Sandbanks, the wine route, local craft breweries, cideries, distilleries and mead producers. Also, high speed fiber WiFi covers the whole space.

4.93 out of 5 average rating, 234 reviews

Stunning Prince Edward County Post & Beam Retreat

Welcome to Three Keys Waupoos, the County's ideal luxury accommodation for those who are looking for elegance, beauty, and comfort. This retreat is situated in the the heart of all things that make the County memorable; wineries, orchards, cheese factories, and scenic vistas. The house is all about open spaces and beautifully constructed post and beam craftsmanship. A short drive to many desirable County destinations, you'll be happy you chose our house overlooking Smith's Bay, Lake Ontario!

4.88 out of 5 average rating, 449 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

Superhost

Bungalow in Prince Edward

4.86 out of 5 average rating, 175 reviews

Little House on the Mountain, Picton, PEC

Stunning and panoramic views of the Picton Bay can be yours with this home. This rare Lake-on-the-mountain location is minutes away from downtown Picton , the Glenora Ferry whilst surrounded by , local wineries , craft breweries, art galleries, restaurants and the Sandbanks it is truly located at the heart of the county! A perfect getaway for couples, families with kids and large groups. * Bonus 2 Sandbank passes included with your booking. View us on Insta: Littlehouseonthemountain

4.98 out of 5 average rating, 267 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.

5 out of 5 average rating, 223 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

Superhost

Loft in Picton

4.84 out of 5 average rating, 198 reviews

Converted Elementary School - Classroom 1 Suite

A former public school classroom converted into a private suite with 3-piece bath and kitchenette. This huge, bright suite has it's own entrance. Barrier-free! 15 minutes from Sandbanks. A fabulous home base to explore the South end of the County. We are dog friendly. Extra bed available for $25 a night. Sandbanks Park pass is available for your use during your stay. Added 17% tax is mandatory HST and MAT. License Number: ST-2020-0432

4.87 out of 5 average rating, 260 reviews

Bungalow in Milford

Royal Road Cottage

Experience the calm and beauty of looking out over the fields, and taking in the endless sky. Whether you're wine-tasting, cycling, bird-watching or seeking quiet retreat, Royal Road Cottage brings you to the heart of it. The cottage is rustic, cozy, and comfortable. 20 minutes from all regional attractions, it offers a quiet spot, off the beaten path. Great for couples, solo travellers and small families. We require a 2 night minimum.