House vacation rentals in Wellington

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Top-rated house rentals in Wellington

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favourite
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, 308 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 favourite
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, 363 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 favourite
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.

Top guest favourite
A spacious living area is furnished with soft sofas adorned with decorative pillows. Two wicker chairs provide additional seating. A round coffee table sits at the center on a natural fiber rug, creating a comfortable gathering space. Natural light filters through nearby openings.
Home in Wellington
5 out of 5 average rating, 250 reviews

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.

Guest favourite
The entrance of Dragonfield House is presented with a modern metal exterior, framed by winter frost and snow. Large windows allow natural light to fill the space, while the landscape features frosted grass and trees, creating a serene winter atmosphere.
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 favourite
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.
Home in Wellington
4.92 out of 5 average rating, 141 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!

Top guest favourite
A classic two-story red brick home is framed by a well-kept lawn, featuring blooming flower beds and mature trees. The entrance is highlighted by a symmetrical façade with large windows, inviting natural light. A paved path leads to the front door, enhancing the welcoming appearance.
Home in Wellington
4.98 out of 5 average rating, 235 reviews

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.

Top guest favourite
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, 253 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.

Guest favourite
A warm living area features a towering Christmas tree adorned with twinkling lights, standing in front of a glass-paned door. Comfortable seating arrangements include a plush sofa and armchairs, with a cozy rug placed on polished wooden floors.
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

Top guest favourite
The exterior of the guest house showcases a modern wooden facade, accented by large windows. Soft outdoor lighting highlights the space, and a white bench is situated near a garden of wildflowers, creating a calm, inviting environment.
Home in Consecon
4.95 out of 5 average rating, 362 reviews

Hygge House, Cozy Boutique Guest House

Maximum 2 adults and up to 2 children (aged 9 and under). Inspired by the Danish word "Hygge", this little guest house is cozy, modern, and has everything you need for a quiet and peaceful getaway in the County. Nestled in rural Consecon, you'll get to unwind and recharge, all the while being just minutes away from grabbing a coffee, heading to the beach, or winery hopping in Hillier. Licence number ST-2019-0349 R2

Guest favourite
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, 222 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 favourite
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)

Popular amenities for Wellington house rentals

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MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$261 CAD$249 CAD$261 CAD$319 CAD$373 CAD$415 CAD$450 CAD$454 CAD$359 CAD$316 CAD$282 CAD$245 CAD
Avg. temp-3 °C-3 °C2 °C8 °C15 °C20 °C22 °C22 °C18 °C11 °C5 °C0 °C

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 $112 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Wellington vacation rentals include wifi 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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