Semesterboenden med pool i Essex County

Cowbarn Cabin

We have converted this cow barn into a charming open concept country cabin, 5 mins from the 401. Relax with your morning coffee on the patio or on the raised pool deck watching the sun rise overlooking the countryside. Enjoy the warm glow of the gas fireplace while watching TV and sitting on the leather reclining loveseat. For the fishermen, you are 5 mins to 2 boat launches that enter the Thames River into Lake St. Clair, ample parking for vehicles, boats, trailers and outside hydro outlets.

Magical, Oasis Heated inground pool, hottub &fun

Discover a magical Airbnb oasis with an 20x40 heated in ground pool, spa hot tub, and enchanting lit backyard. Perfect for ANY event, or OUT OF TOWN WORKERS. 40 mins to windsor, and casino, 25 mins to Chatham. Lightly travelled highways. Home sleeps 9+ with additional space for cots. I have a queen air mattress also. Features include indoor and outdoor games, a spacious field, two BBQs, two patio tables, and pergola. # NOTE# POOL closes end OCT/ November depending on weather. Hottub year roun

The Ambassador Estate Inn

Welcome home to all our previous guests and greetings to all our new friends across the globe. A luxurious 7 bedroom estate property located on Windsor’s finest golf course and just minutes from both the Ambassador Bridge and the brand new Gordie Howe Bridge International Bridge. With all the amenities of a 5 star resort, yet the privacy and serenity of a large country estate, you need look no further than the Ambassador Estate Inn to make your vacation or business travel a memorable experience!

Casa Azul: Your Lake Erie Cottage Oasis

Welcome to Casa Azul This beautiful all-season Lakehouse is near Point Pelee National Park, Erie Shores Gold, and Country Club. Our lakehouse is a luxury 3-bedroom, 2-bathroom home on Lake Erie in Leamington Ontario. Completely renovated with modern amenities and furnishing keeping comfort in mind. The two sofa beds easily accommodate 10 guests in total. Inside is a fully equipped kitchen where you can cook all your delicious meals. A Hot tub awaits you outside. We look forward to hosting you

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Situé à Lakeshore, près de Windsor et Detroit, l'oasis parfaite pour un couple à la recherche d'une escapade tranquille. Un bain jacuzzi privé en fait l'endroit idéal en toute saison! La suite est entièrement équipée dont une cuisinette complète, Smart TV, etc. Il y a 1 BBQ privé à votre porte. Lors de votre séjour vous aurez accès, jour et nuit, à notre piscine d'eau salée. Ouverte de la mi mars au début novembre, elle est chauffée à 32°C (90°F). Le jacuzzi est accessible toute l'année.

Beautiful 2 bdrm Entire Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Cottage Escape by the Water

Perfectly positioned on the outskirts of the historic town of Amherstburg and with beautiful views of the Detroit river. A cozy cottage 5 mins from great restaurants, coffee shops and boutique shops of Amherstburg. Relax by the pool or head into town for a walk along the water front. This is the perfect relaxation spot for couples and families! Windsor/Essex is well known for the wonderful wineries/ breweries and sight seeing in that area and our Air BnB is not far from all that and more.

Waterfront Cottage | Private Pool |Lakeshore

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

Woodland Retreat with Pool, Sauna & Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.

Lake_House_OASIS

Escape to a stunning lakeside retreat on Lake Erie where luxury meets relaxation. Enjoy breathtaking views, a heated pool, and a hot tub—perfect by day or under the stars. The spacious 10-person bar with BBQ, ice machine, and mini fridges makes hosting effortless. Ideal for family getaways, special occasions, or weekends with friends, this one-of-a-kind escape delivers comfort, style, and unforgettable memories. ✨ —Point Pelee family pass and seadoo rental available upon request

Architectural Gem | Direct-Entry Pool

Welcome to Windsor’s hidden gem. This modern 2-bedroom retreat features a sunken living room, soaring patio doors, and a heated pool steps away. The pool is open year-round at 70°F; warmer settings available for an additional cost. The main floor offers an open layout with a sleek kitchen and tree-top terrace. Upstairs, unwind in a spa-inspired bedroom with a soaker tub, rainfall shower, and rooftop retreat. Two private terraces and unforgettable design, complete the experience.

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!