Vacation 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!!

The Trimble Lake House, Ontario

Chic, stylish and well appointed. Welcome to The Trimble Lake House! Steps from the water, any closer and you would be in it. The view from almost every window is of Lake Ontario. Every square inch of this home has been mindfully renovated with attention to detail and quality. Situated in the heart of historic and charming Wellington in Prince Edward County with its many restaurants, cafes and shops. Central to many wineries, Sandbanks Provincial Park and many other points of interest.

The Wellington Lakehouse

Wake up to the Lake in the heart of Wellington! The Wellington Lakehouse is a stunning renovated bungalow with a mid-century modern design aesthetic, sitting on an acre of property, with 125 feet of frontage on majestic Lake Ontario. Tucked away, but located in the heart of the Village of Wellington, the Lakehouse is steps to great dining, shops, galleries, bike rentals, the Wellington Farmer's Market, and more. Property listed pursuant to Prince Edward County STA Licence Number ST-2021-0097

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

Wellyside Suite in Wellington Prince Edward County

Wellyside Suite in Wellington is a renovated open concept loft on the 2nd floor of our 1870’s home. The location is outstanding; 30 second walk to the beach and a 5 minute walk to fabulous restaurants like the Drake Devonshire and La Condesa . Perfect for couples; it's private, air conditioned, 4 piece ensuite with in-floor heating, kitchenette, private deck (BBQ) with gorgeous views in the heart of wine country. Includes parking Also see Beachside Suite on Airbnb. Licence ST-2019-0352 R3.

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!

Biglake Stay: Scene 3

Stylish, spacious and centrally located apartment in the heart of Wellington. Steps to some of the best restaurants, bars and cafes in the County. The luxurious finishes throughout the apartment ensure your stay will be one to remember! The perfect spot for both short or long stays, the spa bathroom, fully stocked kitchenette and spacious sitting room, equipped with gas fireplace and record player, provide the perfect retreat after a day visiting amazing PEC wineries, shops and beaches.

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

Cute & Cozy, Downtown Wellington; 1 Beach Pass!

Welcome to County Cove - Picton Suite! Stay in this stylish main level bachelor apartment in beautiful Wellington Ontario. Close to the Lake Ontario, Wellington Beach, walk to town and enjoy all that Wellington has to offer. Sandbanks Beach is just a 20 minute drive away. Sleeps two in a huge bedroom with comfortable king size bed, and a sofa to lounge on. Lots of space to get ready to go out in the bathroom with tub/shower combo. All you'll need for your stay in Prince Edward County!

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

"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!

Private Backyard, Hot Tub, Dog Friendly, Central

We invite you to stay in our professionally designed 3-bedroom suite located in Wellington, PEC. Close to Main Street, a 20-minute drive to Sandbanks. This space has a private hot tub, stocked kitchen, 2 bath, dining + living room and laundry. Wake up and head to our favourite cafes in Wellington, enjoy a walk to Wellington Beach, go for a drink at a local brewery, or dinner at one of the nearby restaurants on Main St. We’ll send a guide with our fav places.