Holiday rentals in Port Milford

Guest suite in Prince Edward

4.99 out of 5 average rating, 333 reviews

Rockery Suite - Picton 4 min to Main St ParkPass

Our spacious & welcoming Rockery Suite (licensed) - an inviting, fully equipped apartment with private entrance. Located less than 5 minutes from downtown Picton, the harbour, fine & casual dining, cafes, pubs, breweries, galleries & studios, shopping & so much more. Or take a short scenic drive to local wineries, beaches, ski & walking trails, Sandbanks Park, Lake On The Mountain, Glenora Ferry, Bloomfield, Wellington. Endless year round possibilities. Come and explore Prince Edward County.

4.94 out of 5 average rating, 255 reviews

Home in Prince Edward

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!

4.92 out of 5 average rating, 428 reviews

Bungalow in Picton

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

4.95 out of 5 average rating, 280 reviews

South Bay Lakehouse. 4 acres - Waterfront!

16 minutes south-east of Picton is the picturesque enclave of South Bay. Serene farmlands, vineyards and pristine waterfront make this a stunning part of the County. The home sits on 4 acres with 400 ft of waterfront. You'll be a short drive from everything you need but miles away from the hustle and bustle of city life. This place is great for couples, small families, nature enthusiasts or anyone looking for a peaceful spot with spectacular sunsets :) License # ST - 2020 - 0067

4.98 out of 5 average rating, 439 reviews

Tiny home in Picton

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.

Guest suite in Prince Edward

4.94 out of 5 average rating, 150 reviews

Modern suite in a peaceful farm like setting

Spotless & well equipped private suite with crisp white sheets & towels, super comfortable queen bed & lounge chairs, large bathroom and a beautiful bar. Located 12 minutes east of Picton, minutes away from Lake on The Mountain, County Cider Company, Cressy Mustard , Waupoos Winery + Stellas Eatery. A short bike ride down the road to County Cider Company. Bedding, towels + extra pillows provided, plus a fully equipped kitchenette with high quality essentials and board games.

4.89 out of 5 average rating, 209 reviews

Flat in Picton

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.

4.86 out of 5 average rating, 172 reviews

Loft in Picton

Converted Elementary School - The Library

This private suite with 2 bedrooms and kitchenette has a separate entrance and loads of space. This room is a conversion of a public school library and offices. The secretary's office has one king bed, and the principal's office has a queen bed. The sofa folds down into a bed. We are dog friendly. An extra cot is available for $25 per 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

4.95 out of 5 average rating, 352 reviews

Cottage in Picton

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.

4.96 out of 5 average rating, 163 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)!

4.99 out of 5 average rating, 165 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2025 (June 27-August 29) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation.