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!!

SkySuite on West Lake

The SkySuite on West Lake is a unique waterfront property 2 mins. from Wellington, near the Sandbanks Provincial Park, Bloomfield and amazing PEC artists, wineries, breweries and restaurants ! You’ll love the views, hearing the waves hit the shore, the convenient location - and the privacy is priceless. The SkySuite is for couples and small groups. Private hot tub, fire pit, bbq. SUPs pedal boat, kayaks, canoes included. Boat launch and docking included, if you need them. Float-planes welcome.

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 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!

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.

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.

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. Blocks 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.

Beachy Cabin

Private/beside main house. Kitchenette, new Memory Foam Queen bed. Bathroom 10 steps away in house. To be clear - this is a converted garage/was an art studio. 400 sq. ft. One person/owner lives in house. Suitable for 2 guests. No smoking/pets. No children under 12. No cleaning fees. Walk to shops, food, park/beach. Surrounded by wineries