House holiday rentals in Wellington

Find and book unique houses on Airbnb

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 $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,270 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

    30 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!

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 serene sleeping area is illuminated by natural light entering through large, open windows. Soft blue and white stripes adorn the bed. The water of Lake Ontario is visible just beyond the windows, with clouds reflected in its surface.
Home in Prince Edward

The Trimble Lake House, Ontario

Chic, stylish and well appointed. Welcome to The Trimble Lake House! Steps from the water, any closer and you would be in it. The view from almost every window is of Lake Ontario. Every square inch of this home has been mindfully renovated with attention to detail and quality. Situated in the heart of historic and charming Wellington in Prince Edward County with its many restaurants, cafes and shops. Central to many wineries, Sandbanks Provincial Park and many other points of interest.

FamilyLocationAmenities

4.98 out of 5 average rating, 103 reviews
Guest favourite
Home in Prince Edward

Walk to Beach and Downtown: Wellington PEC Cottage

Stay in the heart of Wellington - steps to the beach, Drake Devonshire, downtown restaurants, and everything Prince Edward County has to offer. Nestled on a peaceful side street, our charming cottage features a cozy fireplace, a fully equipped kitchen, & a large private backyard with BBQ & chiminea. Perfect for families, couples, and groups looking to explore Sandbanks Provincial Park, wineries, breweries and local gems. You're at the center of it all! Relax, unwind, and enjoy your getaway!!

ValueLocationSleep quality

4.92 out of 5 average rating, 172 reviews
Guest favourite
Home in Prince Edward

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

ValueLocationEV charging

4.97 out of 5 average rating, 232 reviews
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

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.

FamilyLocationView

5.0 out of 5 average rating, 281 reviews
Guest favourite
Home in Prince Edward

The Badger House PEC

Licensed Short Term Accommodation - ST-2020-0027 R2 Come enjoy everything The County has to offer at our peaceful 3 bedroom home, located in the heart of Wellington, PEC. The property offers a beautiful large front porch with views of the water. A spacious backyard, equipped with a BBQ, back deck and patio furniture. Large driveway that can accommodate up to 6 vehicles. We're a 10min walk to The Drake, a 10min drive to several local wineries, and a 25min drive to Sandbanks Provincial Park.

FamilyLocationView

4.93 out of 5 average rating, 122 reviews
Superhost
A spacious living area features a large window allowing natural light to illuminate the room. A red couch sits across from a modern television, while a comfortable reclining chair complements a soft area rug. Greenery adds a touch of nature to the serene atmosphere.
Home in Prince Edward

The Fox Loft

I'm new with views 🤩. Just sitting on the couch relaxing and looking over to the west on a forest of love next to the property will make you forget your busy life. On the deck you have a view of lake Ontario, Wellington and its massive open fields. Your only 2 minutes away from multiple wineries, beaches, Downtown Wellington and all the amazing restaurants and shops it has to offer! Have a fire or get comfortable after a long day at the beach or sideways after a wine tour 😉.

ValueLocationIndoor spaces

4.84 out of 5 average rating, 102 reviews
Top guest favourite
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

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.

ValueFamilyParks

4.98 out of 5 average rating, 260 reviews
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

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.

ValueFamilyTV

4.98 out of 5 average rating, 251 reviews
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 Prince Edward county

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.

LocationFamilyParks

4.99 out of 5 average rating, 282 reviews
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 County

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

LocationFamilyComfort

4.96 out of 5 average rating, 314 reviews
Guest favourite
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

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 3 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. Valid STA License [ST-2019-0017]

FamilyValueLayout

4.91 out of 5 average rating, 493 reviews
Top guest favourite
Home in Prince Edward

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

FamilyLocationSleep quality

4.98 out of 5 average rating, 152 reviews

Popular amenities for house rentals in Wellington

Private house rentals

Top guest favourite
A bright seating area features a gray sofa adorned with several patterned throw pillows. Sunlight streams through large bay windows, creating a warm atmosphere. A small coffee table sits nearby, with a decorative plant positioned next to it, providing a touch of nature indoors.
Home in Prince Edward

Clover House - Pet Friendly w Hot Tub & Beach Pass

ValueFamilyAmenities

4.96 out of 5 average rating, 122 reviews
Top guest favourite
The bedroom features a cozy queen bed dressed in soft linens, paired with a decorative throw. A charming nightstand stands beside the bed, and a vintage dresser is positioned across from a window, allowing natural light to illuminate the space.
Home in Prince Edward

Picton Getaway - Walk to Main St - Sandbanks Pass

LocationFamilyHiking

4.97 out of 5 average rating, 163 reviews
Top guest favourite
A light-filled living area showcases two wooden armchairs positioned beside a low coffee table. A contemporary pendant light hangs overhead, while a large window provides natural light. In the background, a spacious dining area is visible with a long table surrounded by various chairs.
Home in Prince Edward

EILLAND BLUE: Family Retreat In The County

FamilyLocationParks

4.97 out of 5 average rating, 173 reviews
Top guest favourite
A spacious living area features a blend of modern and vintage design, with a brown leather sofa and white armchairs positioned around a rustic wooden coffee table. Natural light floods the space through large windows, complemented by warm wood floors and exposed wooden beams.
Home in Prince Edward

The Owens House - Heritage Home at Picton Harbor

LocationFamilyCleanliness

5.0 out of 5 average rating, 197 reviews
Top guest favourite
A spacious bedroom is presented with a dark wood bed, topped with a layered white and gray bedding set. Nightstands with striped lamps are positioned on either side. Natural light filters through a window, while a round mirror adds a subtle accent to the wall.
Home in Prince Edward

Kellar House by the Dunes. Walk to the Sandbanks!

ValueLocationTV

4.92 out of 5 average rating, 118 reviews
Top guest favourite
The exterior of the Carriage House is showcased, featuring a welcoming entrance with a covered porch. The white wood siding contrasts with the dark roof, while greenery surrounds the property, contributing to its tranquil setting. A gravel path leads to the entrance, enhancing accessibility.
Home in Prince Edward

The Lake St. Carriage House (Year Round Hot Tub)

FamilyValueDecor

4.98 out of 5 average rating, 310 reviews
Top guest favourite
Home in Prince Edward

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

FamilyLocationBiking

4.99 out of 5 average rating, 278 reviews
Top guest favourite
Red outdoor chairs are positioned on a grassy area near the water, providing a relaxing view of Lake Ontario. A wooden railing lines the edge, while gentle waves can be seen lapping against the shoreline.
Home in Prince Edward

Sakura Cottage - Serenity on Wellington Waterfront

FamilyLocationDecor

4.95 out of 5 average rating, 55 reviews