Chalet holiday rentals in Prince Edward

Chalet On The Bay at Waupoos w/ Hot Tub

Relax and unwind at Chalet On The Bay in beautiful Waupoos. Located just 10 minutes from Picton the property is ideally situated as a hub for accessing all the County has to offer. A new home w/ hot tub that features cathedral ceilings, loft style master and all modern finishes with a rustic feel. A great space for family outings, wine touring or a getaway with friends. Please note we DO NOT have access to water off of our property and don't allow parties or pets. Home is on private road.

Evergreen Log Home with Hot Tub + Pool

The Evergreen is a cozy, modern 4-season log home with 2 bedrooms & an office. This family home boasts open-concept living and a tranquil 2.5-acre private yard with a hot tub! Fire pit, above-ground pool, BBQ and screened-in gazebo open seasonally. The Evergreen is a safe, inclusive space where everyone is welcome! This is an older home, not a hotel; we love its imperfections and we hope you do too! Firewood not included, BBQ unavailable in winter months. Our pool reopens in late spring 2025.

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.

Perfect Holiday Getaway Awaits!

We are the biggest & most private lot in this sought after area. Lots of Beautiful views at this relaxing high end property. Come enjoy entire place all to yourself. Go to the best beaches in Ontario (just minutes away), explore Millennium trail, play pool or watch sunsets. Have a fire, BBQ or relax in the soaker tub. There is also a hot tub but is not included. It may be available to book. Laundry room is included only for booking over 5 days. Age requirement to book of over 25 years.

Hay Bay waterfront retreat - Sunshine’s cottage

New renovated 1.5 bathrooms+ water filtration system !! A cozy waterfront cottage in the quiet Hay Bay area. Perfect for a family gateway and reunion. This cottage offers beddings, high quality hotel style mattresses and stainless steel kitchen appliances. Enjoy this charming and peaceful cottage nestled on 3 acres of waterfront land. Take in the amazing lake view from every window and a renowned fishing spot steps from the cottage. The sunrise, sunset and night sky are incredible!

5 mins to Sandbanks / Close to Wineries / Spacious

MAXIMUM 8 ADULTS, PLUS CHILDREN. NO EXCEPTIONS. Under The County’s STA bylaw, we are legally permitted to accommodate a maximum of 8 adults, plus children. Enjoy 3000+ sq ft of bright, open-concept cottage with high vaulted ceilings. The backyard is spacious too! 5 acres total. 4 Bedrooms (includes 3 king beds!) + 3 full baths. Whether it's a family vacation, couples getaway, girls weekend – we have tons of space.

The Chalet @ Angeline's Inn

The Chalet at is a quaint cabin nestled in the back gardens at Angeline's Inn in Bloomfield. This spot is a perfect escape for those wishing to feel immersed in nature with a rustic feel but with luxury amenities. Angeline's Inn proud to offer a unique design boutique experience. We're committed to excellence in service, style, and a passion for County heritage preservation. License # 221-0116

Country Chalet, Hottub & Winter Hideaway

Modern Chalet with all the city comforts nestled on 60 acres of private land, including woods, private-lake experience, private forest and rolling hills. Have an action-packed day outdoors and return to a glass of wine by the fire while you enjoy the spectacular views from the great room. Hiking, cycling, off road trails, and a spring fed swimming pond

Nature lovers' place on the Moira River

Leave your worries behind and connect with nature at this elegant and serene retreat that will charm you in any season.