House holiday rentals in Wellington

4.99 out of 5 average rating, 241 reviews

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

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.

4.92 out of 5 average rating, 109 reviews

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)

4.96 out of 5 average rating, 200 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

4.99 out of 5 average rating, 204 reviews

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) .

Guest favourite

4.94 out of 5 average rating, 199 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.

4.98 out of 5 average rating, 231 reviews

The Red Brick House - Wellington

An original, circa 1860s county home, The Red Brick House combines old world heritage with contemporary design. The bright, welcoming space, sleeps up to six, and is in a prime location just steps away from both Wellington Beach and the Drake Devonshire. While you’re here you can hop on a bike at the rental shop across the street, go explore the beautiful wineries, restaurants, shops, and more. The central location means that you’re close to it all.

Guest favourite

4.98 out of 5 average rating, 248 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.

Superhost

Home in Consecon

4.95 out of 5 average rating, 353 reviews

Hygge House, Cozy Boutique Guest House

Maximum 2 adults and up to 2 children (aged 9 and under). Inspired by the Danish word "Hygge", this little guest house is cozy, modern, and has everything you need for a quiet and peaceful getaway in the County. Nestled in rural Consecon, you'll get to unwind and recharge, all the while being just minutes away from grabbing a coffee, heading to the beach, or winery hopping in Hillier. Licence number ST-2019-0349 R2

Superhost

4.88 out of 5 average rating, 222 reviews

Spacious family and group getaway w/ 5BR and pool

The Grand Buda-PEC is a beautiful and spacious home within walking distance to the Drake Devonshire, Wellington Beach and a short drive to Sandbanks Provincial Park. This five bedroom home is the perfect place to spend quality time with friends and family. In the heart of Prince Edward County, you have access to wineries, beaches, culinary experiences, and more! We can’t wait to host you!

Guest favourite

4.96 out of 5 average rating, 178 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)