Holiday rentals with outdoor seating 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 Disco Garden Party by The Post Office Motel

Imagine arriving at a secluded mid-century modern retreat, where design and comfort both take first place. You sink into the warmth of your private hot tub, the sky above unfolding into a blanket of stars. Tonight, the Milky Way puts on a show just for you. Later, laughter fills the air as you gather around the fire pit, roasting gooey s’mores with family and friends. Located just minutes to secret speakeasy bars and wine lounges, wineries, the Mustang Drive-In and Sandbanks Provincial Park!

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.

Walk to Drake, 20+ Hillier wineries, Rotary Beach!

Welcome to Prince Edward County! Our spacious 800sqft rental has you located within a 5 minute walk to downtown Wellington where you can enjoy amazing meals at the Drake Devonshire, Idle Wild, East & Main and El Condesa. You're a 20 minute bike ride from renowned wineries such as Norman Hardie, The Grange, Closson Chase and 20+ others. Finally, you're only a 20 minute drive from Sandbanks, an Ontario provincial park with three expansive sandy beaches on Lake Ontario. Enjoy County living!

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

"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!

The Log House - Wellington - with Fast Wifi

Welcome to your beautiful Log House right in the town of Wellington! A 10 minute walk from the Drake Devonshire and all the restaurants, shops and galleries of Main Street. This spacious 3000 sq. ft. log home has 5 inviting bedrooms, 2 bathrooms and a large chef’s kitchen. It is perfectly situated for exploring the best wineries in Prince Edward County, most are within a 5-10 min drive. License Number: ST-2020-0086 R1

Lake Breeze House- Wellington, PEC

Make this your home base in the heart of wine county! 2 blocks to Main St, Creekside Cafe, Midtown Brewing, the Drake, great restaurants, bars, and grocery store. Bring your bike- we're on the Millennium Trail. Walk to Wellington Beach. Minutes to Sandbanks' stunning dunes. Centrally located to wineries. Brand new renovated bathrooms. Large, bright , well equipped spaces make this a great spot for families and friends.

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.

Bark Guesthouse in Prince Edward County

Bark Guesthouse (Licence # ST-2020-0243) is a newly built guesthouse in Prince Edward County, set on a 2-acre property surrounded by vineyards. Within walking or biking distance of 20 plus wineries, lavender farm and a short drive to the villages of Wellington, Bloomfield and Picton. If you are looking to escape the city and enjoy a slower pace of life, then Bark Guesthouse might just be the place for you.