House vacation rentals in Wellington

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Top-rated house rentals in Wellington

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Guest favorite
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.
Home in Wellington
4.98 out of 5 average rating, 218 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

Top guest favorite
A comfortable living room features two sofas with decorative pillows, a rustic wooden coffee table, and a vibrant area rug. A gas fireplace is set against a neutral wall, with plants and stylish lighting accenting the space.
Home in Hillier
4.95 out of 5 average rating, 305 reviews

The Cozy Postmaster’s House PEC w/ new Hot Tub!

EXCITING NEWS: our HOT TUB has now been installed at the house - relaxing and just for you! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

Guest favorite
A bright living area showcases a gray sofa adorned with pillows, complemented by a glass coffee table. An accent chair is positioned nearby, with light streaming in from windows. The room features a woven area rug and art pieces on the walls, enhancing its modern decor.
Home in Picton
4.94 out of 5 average rating, 360 reviews

Picton PEC Treetops Cottage 2 bed 2 bath house

ST-2019-0273 Renovated 1880s carriage house, 2 beds, 2 baths. Private yard on a quiet street in the heart of Picton, 5 min. walk to the County's finest restaurants, brewpubs, shops, and galleries; 12 minutes by car to Sandbanks' beaches. Surrounded by trees and facing 500 acres of green space, including the historic Glenwood Cemetery, Treetops is a 2-minute walk to the Millennium Trail, a 46 km route for walking and biking. The wineries a drive away, Treetops Cottage is at the heart of PEC.

Top guest favorite
An aerial view captures a spacious backyard featuring a modern heated pool surrounded by lounge chairs. A fire pit seating area is placed nearby, with the backdrop of trees and a vibrant sunset sky illuminating the scene. The contemporary back of the house faces the pool.
Home in Wellington
4.97 out of 5 average rating, 164 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.

Guest favorite
A charming exterior of The Coach House is depicted, featuring a unique multicolored wooden façade. The structure is framed by lush greenery, and a wooden planter with a variety of plants is positioned at the front, adding to the inviting atmosphere of the property.
Home in Picton
4.88 out of 5 average rating, 485 reviews

The Coach House - Summer Sandbanks Pass Included

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space is a short walk to the harbor and Main Street’s restaurants and shopping. The home is also a short drive to Base 31, Lake on the Mountain, Sandbanks Provincial Park, local wineries, hiking trails and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

Guest favorite
A contemporary country house is framed by tall grasses and greenery. The structure features a combination of large windows and sleek, angled metal siding under a clear blue sky, creating an inviting entrance with wide stone steps leading to double doors.
Home in Prince Edward
4.94 out of 5 average rating, 201 reviews

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.

Guest favorite
The lakeside retreat is showcased, featuring a two-story structure with a spacious upper deck and large glass doors. Lush greenery lines the property, while a wooden dock extends towards the water. The inviting facade is complemented by a gabled roof and a chimney.
Home in Wellington
4.98 out of 5 average rating, 250 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.

Superhost
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.
Home in Wellington
4.89 out of 5 average rating, 229 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

Guest favorite
A modern house is set against a sunset sky, surrounded by tall grass and scattered trees. The exterior, featuring large windows, reflects the colors of dusk, creating a harmonious blend with the natural landscape.
Home in Prince Edward
4.95 out of 5 average rating, 219 reviews

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

Top guest favorite
The exterior of a charming farmhouse features a light-colored facade and dark roof, framed by neatly trimmed shrubs and lush grass. A welcoming wooden door is flanked by glass panels, while a spacious porch is partially enclosed with large windows, inviting relaxation.
Home in Wellington
4.96 out of 5 average rating, 180 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)

Top guest favorite
An open living area features high ceilings with wooden beams and large windows allowing natural light. Yellow sofas are arranged around a round coffee table, while a staircase leads to a loft area. Industrial-style decor adds character to the space.
Home in Prince Edward
4.95 out of 5 average rating, 412 reviews

The Crowe’s Nest, Hot Tub year round

Get out of the city and enjoy a brand new Nordic style 'A frame' set on a rural farm surrounded by open fields! This newly built modern Nordic inspired guest house is located on a rural crossroad away from it all, yet centrally located between Picton and Bloomfield and 15 min to Sandbanks, park pass included.

Superhost
A bright kitchen features white cabinetry and a wooden island at its center. A gas stove is positioned beside a farmhouse sink. Natural light filters in through the window, creating a cheerful atmosphere. Original wood floors and a woven rug add warmth to the space.
Home in Wellington
4.74 out of 5 average rating, 246 reviews

The Timid Duck, Wellington ON

Enjoy this updated, four-season, 3 bedroom restored farmhouse in Wellington in the heart of Prince Edward County. Only steps away from The Drake and other restaurants, cafes, a grocery store, a hardware store, and a short drive from wineries and beaches. Gas fireplace, soaker tub, original wood floors!

Popular amenities for Wellington house rentals

When is the best time to visit Wellington?

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Avg. priceﺩ.ﺇ687ﺩ.ﺇ654ﺩ.ﺇ687ﺩ.ﺇ837ﺩ.ﺇ981ﺩ.ﺇ1,091ﺩ.ﺇ1,124ﺩ.ﺇ1,238ﺩ.ﺇ892ﺩ.ﺇ834ﺩ.ﺇ742ﺩ.ﺇ643
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Quick stats about house rentals in Wellington

  • Total vacation rentals

    Explore 60 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 5,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Wellington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wellington rentals

  • 4.9 Average rating

    Wellington stays are highly rated by guests—averaging 4.9 out of 5!

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