Vacation rentals with outdoor seating in Wellington

4.98 out of 5 average rating, 209 reviews

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 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 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

4.97 out of 5 average rating, 158 reviews

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 Prince Edward

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.

Guest suite in Prince Edward

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.

5 out of 5 average rating, 122 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

4.98 out of 5 average rating, 115 reviews

An outdoor seating area is visible, featuring several wooden adirondack chairs arranged around a picnic table. A large umbrella provides shade over the table, while the wooden house is seen in the background, flanked by green trees and garden space.

Guesthouse in Bloomfield

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

4.98 out of 5 average rating, 198 reviews

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

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

The studio features a spacious bed with an earthy-toned duvet, complemented by a wooden headboard. A cozy seating area with a vibrant yellow couch is visible in the background, alongside decorative wall elements and plants that add a touch of greenery.

4.9 out of 5 average rating, 203 reviews

Modern open concept farmhouse studio w/parking

Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

Guesthouse in Prince Edward

An orange bicycle is positioned near the entrance of a quaint guest house, accompanied by a small table with a black umbrella. The exterior features protective siding and a welcoming door, with greenery surrounding the patio area and a colorful piece of art displayed on the wall.

4.96 out of 5 average rating, 262 reviews

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you! Kitchenette, (CONTINENTAL BF, water, milk, coffee, tea, various small boxes of cereal and juice) TV, WI-FI 6E, Fresh sheets, towels, and quiet at night! Chic Town of Wellington has wineries, nightlife, good restaurants and a local beach just a few minutes away! Book now, singles welcome too!

4.96 out of 5 average rating, 159 reviews

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

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)!

Superhost

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.

4.95 out of 5 average rating, 155 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.

A private outdoor patio is visible, featuring two green lounge chairs and a matching table under a bright umbrella. A potted plant with pink flowers adds a touch of color. Lush greenery surrounds the area, creating a serene environment.

4.93 out of 5 average rating, 258 reviews

Lovin' the County! Perfect location!

Beautiful, brand new two bedroom, two bathroom private space in modern home. Great location! Fully furnished 1800 square foot open concept space with all the extras (A/C, cable, WIFI). Lots of outdoor greenery with private backyard, fire pit and dining area included in rental. Walking distance to the Wellington beach, restaurants, market, and ice cream shops. Close to other beaches & wineries. Wheelchair friendly.

4.97 out of 5 average rating, 138 reviews

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

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

A spacious living area is illuminated by natural light streaming through large sliding doors. A comfortable leather couch is positioned beside a modern gas fireplace, offering a relaxing space. A television and a vibrant piece of artwork enhance the contemporary decor.