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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.

The Chalet @ Angeline's Inn

The Chalet at is a quaint cabin nestled in the back gardens at Angeline's Inn in Bloomfield. This secluded retreat faces the lush meditation labyrinth and medicine wheel and boasts the best view of the property. 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.

Hay Bay waterfront retreat- Sunshine’s cottage

NEW 2025 ! 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!

Cedar Ridge - a Naturalists Retreat

Quiet, very rural cottage retreat. Sounds of nature, overlooking the river in a setting perfect for reflection, relaxation and unwinding. The property is located on 350 acres of land, surrounded by NY State forest. Within walking distance is the main house which will sleep 12 people. Easy access to the river, swimming, kayaking, bike paths, walking trails and nature. A small cabin comes with this property, perfect for writing, reflecting, painting or reading. Solitude and rejuvination.

Lake House on Cole Lake

Bring the gang to the lake house. Sit back, relax & enjoy! It's a great place to make new memories with friends & family. Approximately 3,500 sq ft, 4 season home with a hot tub, a granny suite, 2 full kitchens, 3 sitting areas, 5 bedrooms & a large deck. We are on a quiet lake great for fishing, swimming & boating. We have 3 kayaks, a canoe, a play park for the kids and lots of green space to enjoy. Finish the day off with a campfire down at the lake. Your next family getaway awaits!!

Waterfront Lodge Retreat w/ Hot Tub

Situated on the Salmon River this private newly custom built lodge features wooden beam ceilings on the main floor giving it a warm & cozy feeling. A short drive to local beaches and provincial parks. Enjoy the landscape out back around the fire pit overlooking the river. Lounge in the hot tub overlooking the river and stargaze at night. Truly a getaway in nature to unwind & reconnect with friends and family. LCBO, bakery, diner, pharmacy & grocery store all within 5 minutes drive.

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 Wolfe Lake House - Great Wifi by Westport

Located on Wolfe Lake in the coveted South Frontenac Region (Right by the famous town of Westport), the Wolfe is a year round oasis with modern amenities to ensure that you and your friends and family enjoy your get-a-way from life! Located just 3 short hours from the GTA with fast wifi speeds that make working from home a breeze. For summer 2025 we are accepting 7 day bookings from Sunday to Sunday.

Norwegian Woods - Private Waterfront,66 Acres!

4 Bedroom 2.5 Bathrooms with room for 7 guests. Welcome to your dream vacation destination! After an incredible 27 months of meticulous planning and construction, we invite you to experience the epitome of relaxation in our stunning 2-floor family chalet/retreat. This state-of-the-art masterpiece boasts 2,500 square feet of modern luxury designed for year-round enjoyment.