Holiday rentals with a pool in Prince Edward County

Pearadise on West Lake | Waterfront w/ Pool

Newly renovated family-friendly 4 bedroom house on 2 acre property on West Lake with small pear orchard and heated pool (open mid-May to mid-Sept). Centrally located between Wellington and Bloomfield, the property is steps from Wellington Farmer's Market (every Sat May to Oct), events at the Eddie and Wander Resort. Waterfront with a dock, large lawn with a play structure, waterside pergola with 12ft picnic table, large pool deck with dining and lounge seating and sweeping lake views throughout.

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

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.

Unique 2 Bedroom Resort Cottage in Prince Edward

Experience a cottage in a Resort setting minutes from Sandbanks beach! It's a perfect getaway for beachgoers, wine lovers, and families looking to create precious memories. Our cottage sits on a shared 80acre resort which includes 2 heated pools, a fitness center, basketball courts, tennis courts, putting green, a children's playground, and much more. Minutes from the town of Picton with countless shops and restaurants. Come and experience the beauty of Prince Edward County! Cheers! Riz&Eshan

The Stone Cottage on Hay Bay

Stay in a bespoke 1800s Stone Cottage. A fully-equipped, loft-style space with modern amenities and old-world charm set on a wonderful country property. Enjoy your private patio, and heated inground pool in summer, and cozy fireplace in winter. Whether you want to escape to the country or The County, this beautiful cottage is exactly what you didn't know you needed. Quick access to Napanee, Kingston and the free five-minute Glenora ferry that places you in the heart of Prince Edward County.

Downtown Picton, salt water pool

Our century home is located on a quiet street, walking distance to Picton's shops, cafes and restaurants. This 3 bedroom home retains its original charm, and features modern updates, including a fully equipped kitchen. In summer, enjoy our deck, gazebo and salt water pool. We are a short drive away from wineries and beaches. Our listing was updated due to a partial ownership change, previous reviews are in the photos! We are a licensed STA, with Prince Edward County - License # ST-2019-0193

A Modern Creekside Retreat in PEC (STA 2019-0276)

Escape to the County Creek House, a 3,000 sq ft, 4-bedroom, 2.5-bathroom haven designed for unforgettable gatherings. This design-forward gem is surrounded by 6 acres of private land backing onto a serene creek and conservation area, offers the ultimate blend of modern luxury and natural beauty. Perfectly located in the heart of Prince Edward County (PEC), you’re just minutes from world-class vineyards, provincial parks, sandy beaches, and the gourmet and antique treasures of The County.

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.

2 Bedroom Cottage with Resort Amenities

Relax with the whole family at this peaceful place to stay. This cottage is pet friendly and sleeps up to six people. With two bedrooms, a full bathroom and laundry amenities in the cottage. Two televisions with resort provided services and a third television and DVD player in the second bedroom. Backing onto the edge of the fenced property line and close to the parking area. The family pool, tennis courts, putting green and basketball courts are nearby for the whole family to enjoy.

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.

Evermore Guest House

*Pool closes Sept 29th . Sauna remains open !* This beautifully renovated 3 bedroom century home features a rustic bohemian style to bring out the natural artistic beauty of the County. Located just off Picton's Main St, this home will have everything you need within a few minutes walk. After exploring all that the County offers, unwind at home on your large back deck with new inground pool. We look forward to hosting you and making sure that you have the perfect getaway !

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.