Vacation rentals in Port Milford

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Top-rated vacation rentals in Port Milford

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Guest favorite
Apartment in Prince Edward
4.95 out of 5 average rating, 309 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 favorite
Home in Prince Edward
4.99 out of 5 average rating, 249 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*

Guest favorite
A bright living area showcases a gray sofa adorned with pillows, complemented by a glass coffee table. An accent chair is positioned nearby, with light streaming in from windows. The room features a woven area rug and art pieces on the walls, enhancing its modern decor.
Home in Prince Edward
4.94 out of 5 average rating, 370 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.

Top guest favorite
Two Adirondack chairs are positioned on a wooden deck, facing a lush green expanse and serene waterfront. A potted flower arrangement sits between the chairs, with tall grasses framing the area, creating a tranquil outdoor setting.
Cottage in Prince Edward
4.95 out of 5 average rating, 289 reviews

South Bay Lakehouse. 4 acres - Waterfront!

Summer Dates now Open! 16 minutes south 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 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
Cottage in Prince Edward
4.98 out of 5 average rating, 233 reviews

The Miller Inn & Suites W/ Hot Tub & Beach Pass!

Welcome to The Miller Inn & Suites, newly built in October 2019. We are located in the heart of Prince Edward County (Wine Country) steps from Kin Sip Distillery, Stock & Row Cider/ Beer/ wine & seasonal cocktails. We are 20 minutes from the Sandbanks Beach, 5 minutes from downtown Bloomfield and 10 minutes from Picton or Wellington. These nearby towns include quaint shops, local restaurants, wineries, ciders & breweries. HOT TUB NOW AVAILABLE!! Municipality Licensed STA : ST-2020-0121

Top guest favorite
A yellow armchair is positioned near a large window adorned with floral curtains. A small round side table holds stacked books beside the chair. A soft gray ottoman is placed in front, inviting relaxation in the bright, airy space.
Home in Prince Edward
4.91 out of 5 average rating, 100 reviews

Picton Retreat: Walk to Downtown and Cozy, Stylish

Winter Promotion: Flexible check-ins, free night and much more - Inquire with us before booking! Escape to our bright, sun-filled, stylish home, a 10-minute walk to downtown Picton. Nestled on a peaceful side street, the house comfortably sleeps 6. Enjoy a fully equipped kitchen, a cozy electric fireplace, and a large private backyard with a BBQ, patio, and fire pit. Perfect for couples, families, and friends seeking privacy, comfort, and convenience. Ideal for a memorable County escape!

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, 269 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
A green kayak rests on a wooden dock, beside a bright green chair and a rustic wooden bench. The calm waters of Lake Ontario reflect a cloudy sky, while smooth stones line the shore, creating a natural beach setting.
Home in Prince Edward
4.93 out of 5 average rating, 227 reviews

New 2025 Tariff prices! Lake house with own beach

25 min to Sandbanks Prov Park. Seasonal park pass provided Private south facing Lake Ontario beach. Large deck with BBQ overlooks huge yard and beach. Pagoda and beach fire pits. Security system (no cameras), 2 car garage, large parking area Property manager on call 24/7 We live in a isolated area surrounded by wildlife, including the potential for coyotes, ants or mice. While we make every effort to minimize any concerns, please bring any issues to our prompt attention

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, 210 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

Guest favorite
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
4.9 out of 5 average rating, 222 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 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, 169 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2026 (June 20-August 28) 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. ST-2020-0226

Superhost
A spacious living area features two comfortable sofas adorned with yellow throw pillows, a coffee table, and two armchairs. A desk and chairs are visible in the background, along with a water cooler. Large windows allow natural light to fill the space.
Loft in Picton
4.84 out of 5 average rating, 206 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

Popular amenities for Port Milford vacation rentals

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  3. Ontario
  4. Prince Edward County
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