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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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

Guest favorite
A spacious backyard features a chiminea surrounded by four Adirondack chairs on a grassy lawn. Lush greenery lines the fence, offering privacy and a sense of tranquility. The cottage is visible in the background, providing a welcoming atmosphere for outdoor relaxation.
Home in Wellington
4.92 out of 5 average rating, 141 reviews

Wellington Cottage Steps From the Beach & Downtown

Winter Promotion: flexible check-ins, free night & more - Inquire before booking! Nestled on a peaceful side street in Downtown Wellington, our charming cottage is steps from Wellington Beach, The Drake, Midtown Brewery & vibrant local gems. Features a cozy fireplace, two living areas, and a large backyard with BBQ & chiminea. Whether you're exploring top wineries or relaxing on Sandbank's sandy beaches, our cottage puts you at the center of it all! Perfect for couples, families & groups.

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.

Top guest favorite
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, 251 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 favorite
A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 289 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Guest favorite
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.

Top guest favorite
The Hull House sits gracefully on a limestone shelf overlooking Lake Ontario. Lush greenery surrounds the home, complemented by a spacious lawn. A sunken deck with seating faces the water, providing an inviting outdoor space for relaxation. Grapevines can be seen in the distance.
Home in Prince Edward
4.98 out of 5 average rating, 224 reviews

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.

Top guest favorite
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 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, 254 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.

Top guest favorite
The cottage exterior features a welcoming entrance adorned with a large 'WELCOME' sign and seasonal decorations. A maintained lawn frames the stone pathway that leads to the door, while flower boxes with greenery enhance the rustic charm of the grey wooden facade.
Home in Hillier
4.91 out of 5 average rating, 434 reviews

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]

Top guest favorite
An inviting entrance features a wooden gate beside a spacious deck. Natural wood railings complement the modern gray exterior of the cottage, while large windows allow for ample natural light. Lush green trees and vibrant flowers add a touch of nature to the surroundings.
Home in Wellington
4.98 out of 5 average rating, 137 reviews

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

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)

Popular amenities for Wellington house rentals

When is the best time to visit Wellington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,121 GYDG$37,239 GYDG$39,121 GYDG$47,699 GYDG$55,858 GYDG$62,134 GYDG$67,364 GYDG$67,992 GYDG$53,766 GYDG$47,280 GYDG$42,259 GYDG$36,611 GYD
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 G$16,736 GYD 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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