House vacation rentals in Wellington

Little Blue Cottage: Perfect for families!

This little blue house is in the heart of Wellington. 5 min to The Drake, grocery, cafes, shops & market. Easy walk to the beach and trail for miles of biking, even past wineries! Newly renovated with a lovely kitchen & bathroom. This house has 2 bedrooms, (1 queen bed and 2twin beds). The home is sunny and has been designed with comfort in mind. Privacy & location make this a great base to explore PEC! Please note that July & August bookings are minimum 7 days with check in/out on Saturday

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

​Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

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.

Wellington Summer Home | King Suite (5 BDR•3 Bath)

10 Guests Max (children included) STA LICENCE NO. ST-2019-0255 Welcome to The Twelve PEC! Our home is your tranquil getaway located in the heart of Prince Edward County on a quiet family friendly cul-de-sac in the small lakeside town of Wellington. Occupancy is firm at 10 persons total (infants and children included)• No exceptions (per licensing & fire code compliance) Not suitable for parties or boisterous groups. Kindly review all rules and listing prior to sending a booking request.

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

The Hull House - Lake Ontario Waterfront w Sauna

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

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.

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.

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

Globe House Prince Edward County

STA License ST-2019-0027 Ease yourself into modern luxury, a perfect base for your romantic getaway in The County. Cozy up. Here you'll hear the sound of crickets, not sirens; smell flowers, not fumes; see stars, not headlights. There's an online article about the Globe House in the Globe and Mail which I can't link to here but you can find it if you search for: globe and mail prince edward county building a house

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 2 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. IG @clossoncottages Valid STA License [ST-2019-0017]

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