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!!

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.

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.

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

Stay In the heart of Wellington; 1 Beach Pass!

Welcome to County Cove - Consecon Suite! Stay in this stylish upper level 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 large bedroom with comfortable king size bed, with attached sitting area with a couch and small desk. Lots of space to get ready to go out in the bathroom with walk-in glass shower. ST-2021-0094 R3

"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.

Modern Beach House. Steps to Main St & Beach.

Designed by fashion luxury professionals. Kick back and chill in this serene upscale Beach Bungalow with 600 sq ft outdoor lounge/dining patio. Walk to beach & restaurants & coffee shops (5 mins). Located in Wellington, the heart of PEC wine country. Close to wineries, The Drake, Millenial Trail + farmers market. Sandbanks Provincial Park & North Beach. Please reach out, very happy to answer all your questions.

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.