House vacation rentals in Wellington

The exterior of the cottage showcases blue siding and features a welcoming porch with bright yellow chairs. A black door with decorative glass invites guests into the home. The design reflects a blend of cottage charm and modern touches.

4.98 out of 5 average rating, 203 reviews

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

4.99 out of 5 average rating, 226 reviews

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*

A spacious outdoor area features a modern swimming pool surrounded by loungers. An outdoor seating arrangement includes a fire pit and a shaded BBQ area. The backyard is landscaped with grass and trees, offering a view of farmland in the distance.

4.97 out of 5 average rating, 152 reviews

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.

A serene outdoor seating area is situated on a grassy slope, facing a tranquil expanse of Lake Ontario. White chairs are arranged in a circle around a fire pit, with a clear blue sky and distant shoreline enhancing the peaceful ambiance.

4.98 out of 5 average rating, 198 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a waterfront bungalow with year-round hot tub. Direct water access to Lake Ontario with private 200 foot rock beach (via seasonal stairs from Victoria Day to Thanksgiving). Water views from the main room and primary bedroom. Close to the county's best wineries and the town of Consecon. Work space (monitor + desk), fast Starlink internet, outdoor campfire (with wood), kids playstructure, Tesla charger & 65" satellite TV. Fully-licensed STA (ST-2021-077) .

A light-filled living area features a cozy gray sofa and a vibrant yellow armchair. An orange settee adds a pop of color, while a round glass table sits atop a textured area rug. A mirror reflects the space, complemented by decorative wall accents and potted greenery.

4.92 out of 5 average rating, 131 reviews

Charming Cottage in Wellington’s Heart near Beach!

Nestled on a peaceful side street in the heart of Wellington, our charming cottage offers the perfect retreat for families, couples, or group getaways. You're just steps from Wellington Beach, popular restaurants, and vibrant local gems like The Drake, Midtown Brewery, and more. Whether you're exploring top wineries, breweries or distilleries, relaxing on Sandbank's sandy beaches or dining at award-winning restaurants, our cottage puts you at the center of it all!

4.98 out of 5 average rating, 221 reviews

The exterior of The Red Brick House is characterized by classic red brick and white trim. Large windows enhance the facade, while a well-maintained garden with various greenery and flowers surrounds the entrance. A majestic tree provides shade, contributing to the inviting atmosphere.

Home in Wellington

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 exterior features a contemporary lakeside retreat with a brown wooden facade and large windows, allowing for abundant natural light. A paved driveway leads to the entrance, which is flanked by greenery and a gentle slope towards the water's edge.

4.99 out of 5 average rating, 240 reviews

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.

A spacious living area features log cabin walls and a vaulted wood ceiling. Comfortable seating is arranged, including a sofa and armchairs. A decorative coffee table and an area rug add warmth, while large windows provide natural light and views of the surroundings.

4.9 out of 5 average rating, 216 reviews

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

A fenced wooden deck surrounds a partly in-ground pool, featuring clear blue water. Colorful lounge chairs are positioned around the pool area, and a large umbrella offers shade. Lush greenery and cloudy skies enhance the inviting outdoor space.

4.89 out of 5 average rating, 213 reviews

Spacious family and group getaway w/ 5BR and pool

The Grand Buda-PEC is a beautiful and spacious home within walking distance to the Drake Devonshire, Wellington Beach and a short drive to Sandbanks Provincial Park. This five bedroom home is the perfect place to spend quality time with friends and family. In the heart of Prince Edward County, you have access to wineries, beaches, culinary experiences, and more! We can’t wait to host you!

A bright interior is highlighted by large windows offering expansive views of the surrounding fields. Colorful chairs, including a red and a yellow one, complement a light wooden table. A floor lamp stands in the corner, adding to the room's inviting atmosphere.

4.93 out of 5 average rating, 220 reviews

The County Fieldhouse

A charming, freshly renovated century farmhouse in the heart of the County. Just a five minute drive to Huff Estates and other wineries and an easy 10 minute walk to shops, cafés and restaurants in beautiful downtown Bloomfield. Conveniently located in the middle of PEC with Picton, Wellington, Sandbanks Provincial Park and Lake on the Mountain just a short, scenic drive away.

A two-story farmhouse with a light-colored exterior features a front porch with white railings. Trees and shrubs frame the yard, creating a welcoming appearance. Large windows allow natural light to enhance the warm environment. The roof is gabled with decorative elements, elevating the traditional design.

4.95 out of 5 average rating, 172 reviews

Our County Place

In the heart of Wellington, our updated 1880's farmhouse offers the best of the county. Bike to world-class vineyards, walk to the beach and great restaurants, or kick-back by a bonfire and count the stars. (July and August, weekly only Saturday to Saturday) Our County Place is a registered Short-term Accommodation in Prince Edward County (#ST-2019-0350)

An open-concept living space reveals high ceilings and exposed wooden beams. A yellow couch and a white coffee table are centered in the room. A staircase leads to a loft area, while large windows allow natural light to fill the space, showcasing a cozy modern aesthetic.