Holiday rentals in Wellington

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Top-rated holiday rentals in Wellington

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

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Top guest favourite
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.
Home in Prince Edward
4.99 out of 5 average rating, 219 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a private waterfront bungalow on Lake Ontario with a year-round hot tub and direct water access. Enjoy lake views from the main living area and primary bedroom, plus a 200-foot private rock beach with seasonal stairs from Victoria Day to Thanksgiving. Minutes from Prince Edward County wineries and Consecon, with fast Starlink internet, dedicated workspace, firepit, kids play structure, and EV charger. Ideal for families, couples, and remote workers seeking privacy and views.

Guest favourite
An open concept suite features a spacious bed covered in a soft gray quilt, accompanied by a light-colored sofa and a side table. A flat-screen TV is mounted on the wall, and abstract wall art adds a touch of modern decor. Natural light fills the room.
Guest house in Wellington
4.97 out of 5 average rating, 263 reviews

Beachside Suite in Wellington Prince Edward County

Beachside Suite in Wellington is a renovated open concept loft on the 2nd floor of our 1870’s barn. Parking included. The location is outstanding; a 30 second walk to the beach and a 5 minute walk to fabulous restaurants like the Drake Devonshire and La Condesa. Perfect for couples; it's private, air conditioned, has a 3 piece ensuite, large kitchenette, private deck with BBQ, gorgeous views and is in the heart of wine Country. See also our Wellyside Suite on Airbnb. Licence ST-2019-0352.

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, 253 reviews

PEC Wellington House | (5 Bedroom•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.

Top guest favourite
A bright eat-in kitchenette features a round wooden table surrounded by two upholstered chairs. Open shelving displays kitchen essentials, with plants adding a touch of greenery. Modern appliances, including a microwave and coffee maker, are neatly arranged along the counter.
Guest suite in Wellington
5 out of 5 average rating, 143 reviews

Wellington Guest Suite on Main!

Our 1928 Victorian-style home is on Main Street in Wellington! This offers the convenience of walking out your front door & enjoying our charming village by the water & all it has to offer. Our guest suite is a newly renovated 1 bdrm with lounge area, 1 bath & eat-in kitchenette if you wish to make breakfast/lunch. Enjoy morning coffee or before dinner cocktail on our deck outside the guest suite to take in the great vibe of Wellington & people enjoying this community. License #ST-2023-0009

Top guest favourite
The open-concept guest house interior features a spacious sleeping area with a large bed. Natural light enters through sliding glass doors and tall windows, illuminating warm wooden beams and light-colored walls. A cozy seating area with two chairs and a table is visible, complemented by decorative plants.
Guest house in Bloomfield
4.99 out of 5 average rating, 141 reviews

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward
4.97 out of 5 average rating, 300 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!

Top guest favourite
A modern two-storey home features a sleek design with large glass windows and balconies. The outdoor area includes a spacious deck with seating arrangements, while a decorative neon sign reads 'Water's Edge' against a textured green wall, enhancing the contemporary aesthetic.
Home in Belleville
4.95 out of 5 average rating, 211 reviews

Spectacular Waterfront Home in PEC

Situated on the edge of the beautiful Bay of Quinte, this brand new modern build is sure to steal your breath. Built in 2023, this stunning two-storey waterfront oasis, Water’s Edge, is located just over the Bay Bridge in spectacular Prince Edward County. Featuring two kayaks, fishing gear, outdoor propane fire table, and an upper and lower deck with front row seats to the most unforgettable sunsets. Water’s Edge is conveniently located to both Belleville and all that PEC has to offer.

Top guest favourite
A modern living space features a spacious green sofa facing a wood-burning stove. Natural light flows through large windows, with contrasting dark shades. A neutral area rug anchors the space, while a dining area is visible in the background, showcasing a contemporary vibe.
Bungalow in Hillier
4.99 out of 5 average rating, 213 reviews

The Meadow House - Prince Edward County Modern

Welcome to The Meadow House! This bright and cozy modern home is nestled in one of the most coveted locations in Prince Edward County. We offer the luxury experience you deserve to truly relax and unwind. Centered among the best wineries, breweries, restaurants, shops, as well as a quick drive or bike ride to Wellington and the Drake Devonshire, our guests can experience all that the county has to offer with ease. You can see more pics @themeadowhousePEC Licence number ST-2023-0107

Top guest favourite
A cozy living area features a rustic wood stove, complemented by two stylish chairs and a vibrant area rug. Large windows frame the serene view of Lake Ontario, enhancing the space's inviting ambiance.
Guest house in Wellington
4.98 out of 5 average rating, 274 reviews

Little Ben Prince Edward County

Little Ben's license allows 2 adults and one child age 10 and under. Located 10 feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence # ST-2019-0358

Guest favourite
A comfortable living area is displayed, featuring a light gray sofa paired with an accent chair in warm tones. A coffee table sits centrally on a patterned rug, with potted plants positioned on various surfaces. Large windows provide ample natural light, complemented by soft curtains.
Flat in Wellington
4.93 out of 5 average rating, 184 reviews

Private Backyard, Hot Tub, Dog Friendly, Central

We invite you to stay in our professionally designed 3-bedroom suite located in Wellington, PEC. Close to Main Street, a 20-minute drive to Sandbanks. This space has a private hot tub, stocked kitchen, 2 bath, dining + living room and laundry. Wake up and head to our favourite cafes in Wellington, enjoy a walk to Wellington Beach, go for a drink at a local brewery, or dinner at one of the nearby restaurants on Main St. We’ll send a guide with our fav places.

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.

Guest favourite
The bedroom features a spacious bed with a textured white duvet and colorful decorative pillows. Soft blue walls create a calm environment, complemented by white pendant lights. A side table holds decorative items, while a bright window allows natural light to illuminate the room.
Flat in Wellington
4.89 out of 5 average rating, 373 reviews

The Village Suites - THE SHORELINE

Cheerfull 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire and East and Main Bistro. For great coffee and pastries head to Next door to Piccolina Cafe. Also, Ice cream and bike rentals just outside your door. Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Popular amenities for Wellington holiday rentals

Quick stats about holiday rentals in Wellington

  • Total holiday rentals

    Explore 130 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Wellington holiday 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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