Holiday rentals with a fire pit in Wellington

Wellington PEC Cottage Steps to Beach and Downtown

Winter Promotion: flexible check-ins, free night & more - Inquire before booking! Nestled on a peaceful side street in Downtown Wellington, our charming cottage is steps from Wellington Beach, Drake Devonshire, Midtown Brewery & vibrant local gems. Features a cozy fireplace, a fully equipped kitchen, & a large private backyard with BBQ & chiminea. Whether you're exploring top wineries or relaxing on Sandbank's beaches, you're at the center of it all! Perfect for couples, families & groups.

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.

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

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

Cottontail Ridge Guesthouse / Prince Edward County

Welcome to our cozy guesthouse designed for two in wine country! Cottontail Ridge is a modern cabin set on a tucked away farm acreage in beautiful Prince Edward County. Enjoy stunning views from the picture windows & deck that overlook acres of old grazing fields. You may catch a glimpse of our namesake cottontail rabbits— or see turkeys, coyotes, fox & deer out back. On summer nights fireflies light up the fields and you’ll hear a serenade from crickets and frogs ;)

The Owens House - Heritage Home at Picton Harbor

Charming heritage 1847 home located in the heart of The County overlooking Picton Harbour. Sitting on a picturesque lot with patio, fire pit & hot tub. A short walk to Main St to explore boutiques, cafes, restaurants, craft breweries and much more! Walk to the trails at Macaulay Mountain or take a short drive to the beautiful beaches of Sandbanks Prov. Park or the area's many wineries, distilleries & cideries. Licence#:ST-2021-0115

Glorious Sunsets, Wellers Bay Prince Edward County

STA Licence #ST-2019-0185 Beautiful, Cozy, winterized cottage. Lot: 200’ deep/75’ waterfront. Walk-out just steps to shoreline. Water: great for swimming, shallow with a gradual slope. Property has plenty of sunshine/shade, you decide. Cottage: fully equipped, running water with hot water on demand. Quiet neighbourhood, on dead-end road. Book your vacation at "Glorious Sunsets" you’ll be pleasantly surprised! LGBTQ friendly!

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.

Closson Cottage Charm with Summer Park Pass

67 acres to yourself in lovely Prince Edward County - one of Ontario's beautiful wine regions and home to Sandbanks Provincial Park. Enjoy a comfy 3 bed, 2 bath country cottage, hikes in forest, 10 wineries less than 10 minutes away! Great for families with pets, couples and groups of friends. NO cleaning fee, pets stay FREE and WE pay the Airbnb fee. Valid STA License [ST-2019-0017]

Unit 1 Two Storey Open Concept Apartment

🏠 Newly renovated self contained apartment 🏖11 km from Sandbanks Provincial Park 👢8.5 km from the Hayloft Dancehall 🌞 Private patio 🛍10 km from Picton 🥂 500 m from a convenience store/LCBO 🧺 Washer and dryer in the apartment 🔥 Fire pit 🧹 Zero check out duties 👶 Baby gear 🪥 Complimentary toiletries STA Licence Number: ST20220100R3 No third party bookings please.

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