Holiday rentals with a fire pit in Wellington

4.98 out of 5 average rating, 134 reviews

Oak Street Cottage - 3BRM with Backyard Retreat

Our cozy home is located in Wellington, a lakeside village in Prince Edward County. The Oak Street Cottage has everything you need to unwind, including a backyard retreat; featuring a fire pit, gourmet BBQ, and numerous places to lounge in the sun. Take a stroll to the Wellington Beach, where the water is so blue you'd think you're in the Caribbean or venture to the breathtaking Sandbanks beaches. And who could forget the number of wineries and breweries next door? Follow us @OakStreetCottage

4.97 out of 5 average rating, 162 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.

Guest suite in Prince Edward

4.99 out of 5 average rating, 329 reviews

Rockery Suite - Picton 4 min to Main St ParkPass

Our spacious & welcoming Rockery Suite (licensed) - an inviting, fully equipped apartment with private entrance. Located less than 5 minutes from downtown Picton, the harbour, fine & casual dining, cafes, pubs, breweries, galleries & studios, shopping & so much more. Or take a short scenic drive to local wineries, beaches, ski & walking trails, Sandbanks Park, Lake On The Mountain, Glenora Ferry, Bloomfield, Wellington. Endless year round possibilities. Come and explore Prince Edward County.

4.92 out of 5 average rating, 109 reviews

Home in Prince Edward

Beachside Surf Cottage

This amazing property has been a vacation rental for years, and is now the newest member of the Sandbanks Surf Cottage family. This listing consists of the Beachside Surf Cottage main house. It’s a beautiful 3 bedroom, 2 bath house on west lake waterfront facing the sand dunes at Sandbanks Provincial Park. (If you have a larger group than allowed for this property and are looking to rent both the main house and guesthouse, do that here https://airbnb.com/h/beachsidemainhouseandguesthouse)

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Cottage in Prince Edward

4.88 out of 5 average rating, 120 reviews

The Dunes Air B&B

Location, location!!! This super cute cabin is only a 2 minute drive to The Sandbanks Provincial Park, or a 15 minute walk! Bike to the park in under 10 minutes. located in a bustling community with live music & mini golf across the road. This adorable cottage in the county has everything you need to make your county visit perfect. TWO BRAND NEW A/C UNITS installed in August/2025 Picton is under 15 minutes away, making shopping trips, visits to breweries, wineries and restaurants a breeze!

4.98 out of 5 average rating, 119 reviews

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

4.99 out of 5 average rating, 202 reviews

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

4.99 out of 5 average rating, 204 reviews

Home in Prince Edward

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a waterfront bungalow with year-round hot tub. Direct water access to Lake Ontario with private 200 foot rock beach (via seasonal stairs from Victoria Day to Thanksgiving). Water views from the main room and primary bedroom. Close to the county's best wineries and the town of Consecon. Work space (monitor + desk), fast Starlink internet, outdoor campfire (with wood), kids playstructure, Tesla charger & 65" satellite TV. Fully-licensed STA (ST-2021-077) .

4.93 out of 5 average rating, 137 reviews

Charming Cottage in Wellington’s Heart near Beach!

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, breweries or distilleries, relaxing on Sandbank's sandy beaches or dining at award-winning restaurants, our cottage puts you at the center of it all!

4.99 out of 5 average rating, 163 reviews

Cottage in Prince Edward

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2025 (June 27-August 29) 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.

4.98 out of 5 average rating, 247 reviews

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.