House holiday rentals in Wellington

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Top-rated house rentals in Wellington

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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
4.93 out of 5 average rating, 150 reviews

Wellington PEC Cottage Steps to Beach and Downtown

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

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, 220 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
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 & 2 twin 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 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, 254 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.

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 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, 264 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 favourite
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.
Home in Prince Edward
4.94 out of 5 average rating, 235 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.

Top guest favourite
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 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, 182 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 favourite
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, 464 reviews

The Crowe’s Nest, No Cleaning Fee, Hot Tub

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.

Popular amenities for house rentals in Wellington

Quick stats about house rentals in Wellington

  • Total holiday rentals

    Explore 70 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $101 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 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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