Chalet vacation rentals in Kingston

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.

CHarming CHippewa CHalet

My house sits in one of the most scenic spots along the shore of the St. Lawrence River, looking out on the 1,000 Islands and International Channel beyond. The water is just a stone's throw from the house. Perfect for those who like to spend time on the water whether it be in a motorboat, kayak, paddle board, on water-skis, etc. You can do it all right here. Or you can watch it all happening from a 180 Degree screened in porch. There are decks at the front and back . The floor plan is open

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. Place is best for those who love and understand the outdoors, camping and hiking but looking for a short getaway with some great modcons. 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

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!!

Cherry Stays - Japandi Beach Cottage

Bienvenue au Japandi Beach Cottage, Situé sur la plage privée du Cherry Beach Resort, dans le Comté du Prince-Édouard, ce chalet offre un cadre naturel propice au calme et au ressourcement. À quelques minutes de Sandbanks, de Picton, des vignobles et des vergers, vous profitez aussi de la piscine chauffée, des jeux d’eau et des espaces familiaux du resort. Le laisser-passer estival pour le parc Sandbanks est inclus. Une escapade lumineuse pour ralentir et créer de précieux souvenirs.

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.

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 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.

Lakewood on Opinicon Lake- Chaffey's Lock

This rustic log cabin is in a private setting on the very popular Opinicon Lake. The screened-in porch across the front of the cottage provides a comfortable vantage point to view the beauty of the lake. Enjoy fishing and water sports from this private cottage set back in the trees! Sit and watch the stars as you roast marshmallows in the fire pit by the lake, or visit the historic towns in the area.