Vacation rentals in Port Milford

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Top-rated vacation rentals in Port Milford

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Top guest favorite

A serene outdoor space features two large flower pots filled with vibrant pink and yellow blooms. A weathered wooden bench offers a resting spot amidst a backdrop of neatly trimmed evergreen trees and a paved stone area, creating a peaceful garden retreat.

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.

Top guest favorite

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.

Home in Prince Edward

4.94 out of 5 average rating, 256 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!

Top guest favorite

Bungalow in Picton

4.92 out of 5 average rating, 428 reviews

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.

Top guest favorite

A spacious living area is showcased with cathedral ceilings and a gas fireplace. A large area rug covers the floor, and a wooden coffee table sits at the center. Comfortable seating arrangements are available, with large windows allowing natural light to illuminate the room.

Loft in Picton

4.99 out of 5 average rating, 163 reviews

Spacious Loft Apartment With Large Deck in Picton

The Loft at Nine Gables is a bright and spacious open concept, private one bedroom loft style apartment. The private entrance is off a large second storey deck that overlooks a beautiful garden. Located in a residential area of town, it is only a 10-minute walk to Picton's Main Street with its theatre, fine restaurants, cafes and shops and a few blocks away from Macaulay Conservation hiking trails. The beautiful beaches at Sandbanks are a short drive away. License number ST-2019-0014

Top guest favorite

A charming wooden bungalow is set amidst lush greenery, featuring a welcoming porch and a well-maintained yard. Tall trees provide shade and add to the serene atmosphere, while a garage is visible in the background, enhancing the rustic character of the property.

Cottage in Prince Edward

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

Top guest favorite

An industrial-styled tiny home is visible, featuring a red exterior and a gray garage adjacent to it. A wooden deck with yellow chairs offers a welcoming entrance. The landscape is open with bare trees in the background under a clear blue sky.

Tiny home in Picton

4.98 out of 5 average rating, 439 reviews

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.

Top guest favorite

A fire table is centered on a wooden deck, surrounded by vibrant autumn foliage. A comfortable chair with a patterned cushion is positioned beside the table, inviting relaxation. The tranquil waters of the Bay of Quinte are visible in the background under a clear sky.

Cottage in Prince Edward

4.95 out of 5 average rating, 202 reviews

Desta, A perfect home base to explore the County.

A quaint, and private getaway for those looking to unwind and recharge all four seasons. Enjoy views of the Bay of Quinte from your deck while sitting by the fire table, the front deck or the living room. Conveniently located a short drive from downtown Picton, Sandbanks Provincial Park & surrounding wineries. Minutes away from Lake on the Mountain and it's delightful restaurants. You will find Desta conveniently located to take full advantage of all that Prince Edward County has

Superhost

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 Picton

4.89 out of 5 average rating, 209 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.

Guest favorite

The spacious living area includes a pair of light-colored armchairs paired with a sofa adorned with blue cushions. A wooden dining table with colorful chairs is visible in the foreground. A soft light emanates from a floor lamp, enhancing the airy atmosphere.

Loft in Picton

4.86 out of 5 average rating, 172 reviews

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

Guest favorite

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 Picton

4.95 out of 5 average rating, 352 reviews

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.

Guest favorite

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

4.96 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)!

Top guest favorite

An outdoor seating area is framed by large glass doors, revealing a serene water view. Comfortable seating is arranged around a central table on a patterned rug, creating a perfect spot for relaxation while taking in the sights of the bay.

Cottage in Prince Edward

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.