Family-friendly holiday rentals in Wellington

Walk to Beach and Downtown: Wellington PEC Cottage

Stay in the heart of Wellington - steps to the beach, Drake Devonshire, downtown restaurants, and everything Prince Edward County has to offer. Nestled on a peaceful side street, our charming cottage features a cozy fireplace, a fully equipped kitchen, & a large private backyard with BBQ & chiminea. Perfect for families, couples, and groups looking to explore Sandbanks Provincial Park, wineries, breweries and local gems. You're at the center of it all! Relax, unwind, and enjoy your getaway!!

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a private waterfront bungalow on Lake Ontario with a year-round hot tub and direct water access. Enjoy lake views from the main living area and primary bedroom, plus a 200-foot private rock beach with seasonal stairs from Victoria Day to Thanksgiving. Minutes from Prince Edward County wineries and Consecon, with fast Starlink internet, dedicated workspace, firepit, kids play structure, and EV charger. Ideal for families, couples, and remote workers seeking privacy and views.

Wellington Guest Suite on Main!

Our 1928 Victorian-style home is on Main Street in Wellington! This offers the convenience of walking out your front door & enjoying our charming village by the water & all it has to offer. Our guest suite is a newly renovated 1 bdrm with lounge area, 1 bath & eat-in kitchenette if you wish to make breakfast/lunch. Enjoy morning coffee or before dinner cocktail on our deck outside the guest suite to take in the great vibe of Wellington & people enjoying this community. License #ST-2023-0009

The Badger House PEC

Licensed Short Term Accommodation - ST-2020-0027 R2 Come enjoy everything The County has to offer at our peaceful 3 bedroom home, located in the heart of Wellington, PEC. The property offers a beautiful large front porch with views of the water. A spacious backyard, equipped with a BBQ, back deck and patio furniture. Large driveway that can accommodate up to 6 vehicles. We're a 10min walk to The Drake, a 10min drive to several local wineries, and a 25min drive to Sandbanks Provincial Park.

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223.

The Meadow House - Prince Edward County Modern

Welcome to The Meadow House! This bright and cozy modern home is nestled in one of the most coveted locations in Prince Edward County. We offer the luxury experience you deserve to truly relax and unwind. Centered among the best wineries, breweries, restaurants, shops, as well as a quick drive or bike ride to Wellington and the Drake Devonshire, our guests can experience all that the county has to offer with ease. You can see more pics @themeadowhousePEC Licence number ST-2023-0107

Little Ben Prince Edward County

Little Ben's license allows 2 adults and one child age 10 and under. Located 10 feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence # ST-2019-0358

The West Lake House

This luxurious 5 bedroom lakeside retreat is the perfect spot for family and friends to enjoy all that Wellington has to offer. This home on main street is only a short walk to shops and restaurants in downtown Wellington. We are a twenty minute drive from the sandbanks provincial park and provide two vehicle passes for quick access through your stay. You can also drive or cycle to the 26 wineries in our immediate area.

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

Welcome to our lovely Wellington cottage!

Our beautiful cottage is the perfect place for a getaway! Lake Ontario is literally around the corner, it's a 5 minute walk to fabulous Wellington restaurants and The Millennium Trail, and very close to some of the best wineries in the county. EV charger on-site. Adults only - our cottage is not suitable for pets, infants or children. License ST-2019-0265. Maximum 2 guests/1 car.

The County Fieldhouse

A charming, freshly renovated century farmhouse in the heart of the County. Just a five minute drive to Huff Estates and other wineries and an easy 10 minute walk to shops, cafés and restaurants in beautiful downtown Bloomfield. Conveniently located in the middle of PEC with Picton, Wellington, Sandbanks Provincial Park and Lake on the Mountain just a short, scenic drive away.

Oak Street Cottage - 3BRM with Backyard Retreat

Escape to Oak Street Cottage in the heart of Wellington, PEC. This cozy retreat offers a private backyard with a fire pit, gourmet BBQ, and sunny lounge spots. Stroll to the stunning blue waters of Wellington Beach, explore the iconic Sandbanks, and enjoy renowned wineries and breweries just minutes away. Your perfect county getaway starts here. Follow us @OakStreetCottage