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!!

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

Loretta's Loft

In the heart of downtown Wellington, this special place is close to everything. Recently renovated in 2024 heritage building contains character. The space is completely brand new. This open concept unit is spacious and contains a unique second floor loft as well as 2 bedrooms and one bathroom. The unit boasts not only a front veranda with a view of the lake; but also, a spacious deck at the rear to entertain or enjoy an evening in the new seven-person hot tub! STA LIC Number ST 2022-0161

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.

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you! Kitchenette, (CONTINENTAL BF, water, milk, coffee, tea, various small boxes of cereal and juice) TV, WI-FI 6E, Fresh sheets, towels, and quiet at night! Chic Town of Wellington has wineries, nightlife, good restaurants and a local beach just a few minutes away! Book now, singles welcome too! ST-2026-0024

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.

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 Red Brick House - Wellington

An original, circa 1860s county home, The Red Brick House combines old world heritage with contemporary design. The bright, welcoming space, sleeps up to six, and is in a prime location just steps away from both Wellington Beach and the Drake Devonshire. While you’re here you can hop on a bike at the rental shop across the street, go explore the beautiful wineries, restaurants, shops, and more. The central location means that you’re close to it all.

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.

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