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Cottage holiday rentals in Wellington

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Top-rated cottage rentals in Wellington

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Top guest favourite
A spacious outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.
Cottage in Prince Edward
4.98 out of 5 average rating, 105 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

Top guest favourite
A fresh bouquet of flowers is displayed in a grey vase on a neatly set table. In the background, colorful Adirondack chairs surround a fire pit, set on a grassy lawn, creating an inviting outdoor space for relaxation.
Cottage in Prince Edward
4.94 out of 5 average rating, 129 reviews

Entire Cottage Bloomfield Prince Edward County PEC

Welcome to The Wesley. Our boutique vacation rental is stocked with everything you will need for an unforgettable stay. Located in the centre of Prince Edward County, Bloomfield is home to fabulous restaurants, antique stores, quaint shops, bike rentals, and a spa—all within walking distance of The Wesley. The Millennium Trail is just up the road, so bring your bike and explore the 46 km trail as you cycle through picturesque landscapes. Condé Nast Traveler has PEC of the Best Places 2022-0011

Guest favourite
A cozy living area features an orange sofa and a dark sectional couch, adorned with patterned throw pillows. Large windows allow natural light to fill the space, complemented by indoor plants. A round coffee table is centered on a decorative rug, with a comfortable armchair nearby.
Cottage in Prince Edward
4.92 out of 5 average rating, 373 reviews

The Here & Now

The perfect PEC getaway. This 4 season cottage is great for anyone looking to unwind and relax in the peace and quiet of the County while enjoying the awesome views, wineries and restaurants in the area. Our property offers panoramic views of a bay and a private water access retreat. We are 15-30 min away from a variety of wineries, breweries, cider houses. Please note that this is an older house. It’s not perfect and isn’t a hotel. The stairs down to the lake aren’t usable during the winter.

Guest favourite
Cottage in Prince Edward
4.88 out of 5 average rating, 115 reviews

East Lake Cottage · Private Dock · Near Sandbanks

Waterfront cottage on East Lake with a private dock, minutes from Sandbanks Provincial Park. Beach days at Sandbanks (park pass included), paddle the canoe, fish off the dock, or fire up the BBQ and unwind by the firepit. A boat launch is just down the road if you're bringing your own boat. The cottage is comfortable, clean, and ideal for couples and small families who want to be on the water. When you're ready to explore wineries, farm stands, restaurants & Picton are all a short drive away.

Top guest favourite
Cottage in Prince Edward
4.98 out of 5 average rating, 235 reviews

The Miller Inn & Suites W/ Hot Tub & Beach Pass!

Welcome to The Miller Inn & Suites, newly built in October 2019. We are located in the heart of Prince Edward County (Wine Country) steps from Kin Sip Distillery, Stock & Row Cider/ Beer/ wine & seasonal cocktails. We are 20 minutes from the Sandbanks Beach, 5 minutes from downtown Bloomfield and 10 minutes from Picton or Wellington. These nearby towns include quaint shops, local restaurants, wineries, ciders & breweries. HOT TUB NOW AVAILABLE!! Municipality Licensed STA : ST-2020-0121

Top guest favourite
The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.
Cottage in Consecon
4.94 out of 5 average rating, 264 reviews

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223

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, 179 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)!

Top guest favourite
An outdoor seating area is framed by large glass doors, revealing a serene water view. Comfortable seating is arranged around a central table on a patterned rug, creating a perfect spot for relaxation while taking in the sights of the bay.
Cottage in Prince Edward
4.99 out of 5 average rating, 174 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2026 (June 20-August 28) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation. ST-2020-0226

Guest favourite
A serene lakeside view is captured during sunset, with soft pastel colors reflected on the water's surface. A grassy area leads to the lake, framed by a tree on the right and distant trees along the shoreline.
Cottage in Consecon
4.88 out of 5 average rating, 185 reviews

Private Lakeside Retreat in Prince Edward County

Spectacular licensed STA all-season bungalow in the perfect location to explore The County. We are on a quite private street and across the street is lakeside access to North Bay for relaxing, swimming, fishing or boating. This piece of paradise can be enjoyed by families or couples and is conveniently located with easy access off the highway, minutes away from North Beach, Strato's Pizzeria and of course wineries. #MT2021383

Superhost
The exterior of Ash Row Estate is highlighted, featuring a historic Victorian house with a red brick facade. Lush green grass surrounds the property, framed by tall trees. A welcoming path leads to the entrance, and the expansive sky showcases scattered clouds.
Cottage in Ameliasburgh
4.82 out of 5 average rating, 171 reviews

Gorgeous Victorian Farmhouse Minutes From Wineries

Enjoy our renovated chef inspired kitchen w/ drapers table & custom main floor bathroom w/ heated floors. Be captivated by PEC warm sunsets overlooking our hobby vineyard. This beautiful 1878 Victorian is situated on 38 acres on a quiet property. Comfortably sleeps up to 11 guests this farmhouse will help you connect with your family & friends. Minutes away from local vineyards, restaurants, antiquing, markets & beaches.

Superhost
A large arched window frames a serene view of the Bay of Quinte at sunset. Soft hues of pink and blue reflect on the water, while silhouettes of trees stand against the vibrant sky. The peaceful atmosphere invites relaxation and contemplation.
Cottage in Belleville
4.83 out of 5 average rating, 453 reviews

Prince Edward County Waterfront

Cozy Cottage in Prince Edward County on the Bay of Quinte with stunning sunset views. Private deck. Dock available seasonally and when water levels permit. Easy access to attractions in Prince Edward County; Sandbanks Beaches - pass available for your use while you stay, wineries, restaurants, boat launch nearby & other amenities. High Speed Internet included; for your peaceful getaway we have not included a TV.

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
4.98 out of 5 average rating, 162 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

Popular amenities for cottage rentals in Wellington

Quick stats about cottage rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $114 SGD per night before taxes and fees

  • Verified guest reviews

    Over 150 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wellington rentals

  • 4.6 Average rating

    Wellington stays receive an average rating of 4.6 out of 5 from guests

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