Holiday rentals with outdoor seating in Wellington

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Wellington

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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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
4.92 out of 5 average rating, 141 reviews

Charming Cottage + Winter Promotion near Beach!

Winter Promotion: Flexible check-ins, free night and more - Enquire with us before booking! 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 or relaxing on Sandbank's sandy beaches, our cottage puts you at the center of it all!

Guest favourite
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

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, 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.

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, 137 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

Guest favourite
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!

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, 206 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

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.

Top guest favourite
A spacious deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.
Cottage in Prince Edward
4.96 out of 5 average rating, 169 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

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
4.94 out of 5 average rating, 175 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 modern kitchen space is highlighted by light cabinetry and a sleek stone countertop. Pendant lights hang above a dining area with woven chairs. A vase of dried flowers adds texture to the scene, complemented by carefully arranged kitchen essentials.
Cottage in Prince Edward
4.97 out of 5 average rating, 150 reviews

Parkway Lake House: Modern retreat w/ hot tub

Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Top 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
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]

Popular amenities for outdoor seating rentals in Wellington

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Avg. price$240 SGD$224 SGD$228 SGD$293 SGD$288 SGD$341 SGD$375 SGD$374 SGD$312 SGD$271 SGD$248 SGD$230 SGD
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Quick stats about holiday rentals with outdoor seating in Wellington

  • Total holiday rentals

    Explore 70 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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!