Vacation rentals in Wellington

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Top-rated vacation rentals in Wellington

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Top guest favourite

Apartment in Wellington

4.95 out of 5 average rating, 447 reviews

The Village Suites - THE VINEYARD

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Top guest favourite

Guest suite in Wellington

5 out of 5 average rating, 127 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

Top guest favourite

Bungalow in Picton

4.92 out of 5 average rating, 424 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

Top guest favourite

Bungalow in Hillier

4.99 out of 5 average rating, 202 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

Apartment in Picton

4.9 out of 5 average rating, 205 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.

Guest favourite

Cottage in Prince Edward

4.96 out of 5 average rating, 162 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

Guesthouse in Wellington

4.98 out of 5 average rating, 266 reviews

Little Ben Prince Edward County

Located ten feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence Number ST-2019-0358

Top guest favourite

Apartment in Prince Edward

4.99 out of 5 average rating, 360 reviews

Bark Guesthouse in Prince Edward County

Bark Guesthouse (Licence # ST-2020-0243) is a newly built guesthouse in Prince Edward County, set on a 2-acre property surrounded by vineyards. Within walking or biking distance of 20 plus wineries, lavender farm and a short drive to the villages of Wellington, Bloomfield and Picton. If you are looking to escape the city and enjoy a slower pace of life, then Bark Guesthouse might just be the place for you.

Guest favourite

Apartment in Wellington

4.95 out of 5 average rating, 133 reviews

Wellington Village Getaway Suite

Beautifully appointed private 2 bedroom second floor suite in a County farmhouse, surrounded by mature trees. Steps to Main Street, Creekside Cafe, East&Main Bistro, Midtown Brewery, the Drake Devonshire, Ideal Bike Rentals, The Millenium Trail, Wellington Market. A lovely beach, and a lakeside park, all just a short walk from your suite. You won't want to leave! Welcome! License # ST-2019-0321 R1

Guest favourite

Home in Wellington

4.95 out of 5 average rating, 177 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)

Guest favourite

Guesthouse in Wellington

4.8 out of 5 average rating, 163 reviews

Closing soon-Beachy Cabin

5 minute walk to waterfront. Private/beside main house. Kitchenette, new Memory Foam Queen bed. Bathroom 10 steps away in house. One person/owner lives in house. No smoking/pets. No cleaning fees. Short walk to shops, restaurants. Sandbanks Provincial Park, North Beach Provincial Park 15 min. drive. Surrounded by wineries - 5 minutes away.

Top guest favourite

Cottage in Prince Edward

4.98 out of 5 average rating, 133 reviews

The Schoolhouse PEC - Featured in Toronto Life

Experience a unique stay at The Schoolhouse in picturesque Prince Edward County. Dating back to 1875, this historic gem has been meticulously restored to blend its original charm with modern comforts, offering a memorable retreat for all guests and families. Follow us! On Insta at schoolhousepec Or schoolhousepec dot com