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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!

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.

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!!

Three Fires Chalet

Three Fires Chalet is a luxurious retreat nestled in southeastern Ontario, offering modern design, upscale amenities, and serene natural beauty. Ideal for families, friends, or intimate retreats, guests enjoy spacious living, spa-inspired comforts, and breathtaking views. Whether for quiet reflection or joyful gatherings, Three Fires invites deep connection—to nature, to each other, and to oneself. (WE ARE NOT LOCATED ON THE LAKE, IT IS ACROSS THE STREET. PUBLIC ACCESS IS 3 MINS AWAY)

Walnut Grove- Sand Lake on the Rideau Lakes

Situated in old growth forest, with stunning views of the Rideau from the large private deck. A magnificent waterfront, with fabulous swimming and kayaking, this is a family friendly, pet friendly, cottage that accommodates 9 people. Huge Screened Porch (8x 34) Double Comfy Ikea Futon, Easy chairs, Table & chairs (kid play area or dining). Stunning southeast view of Sand lake and the Rideau Waterway. A cupboard with lots of games, and toys.

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.