Holiday rentals in Chatham-Kent

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Top-rated holiday rentals in Chatham-Kent

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Chatham
4.89 out of 5 average rating, 27 reviews

Stylish 3BD Downtown | Patio

This restored century home blends heritage charm + modern design. Featuring a chef’s kitchen, two cozy bedrooms with Ghostbed mattresses (one king/one queen), a stylish office with daybed (twin/king), and a generous porch, this downtown retreat is perfect for couples, small families, or remote work. Thoughtful artwork + luxe finishes, fast Wifi, and loads of natural light. Cafés, shops, and dining are steps from your door. Ideal for travelling professionals, healthcare staff, and longer stays.

Top guest favourite
A comfortable living area features large windows with wooden frames, allowing natural light to fill the space. A modern blue sofa is accompanied by a patterned throw pillow and a cozy gray armchair. A sleek coffee table sits atop a decorative rug, contributing to the inviting ambiance.
Flat in Chatham
4.95 out of 5 average rating, 144 reviews

Trendy 1-Bedroom Apartment Downtown Chatham!

Freshly renovated and beautifully furnished Downtown Chatham Apartment. The apartment is located in a unique 100-Year-Old Victorian with 10' ceilings. The apartment is walking distance to downtown. A perfect retreat for those visiting Chatham for Business or Pleasure. Fully Stocked Kitchen and Bathroom has everything you need. Linens, Soap, and Coffee provided! Free parking spot for guests. High-Speed Wifi Included. Electronic keyless entry for convenience. Queen bed with HAVEN Mattress.

Top guest favourite
A bright and airy kitchen is equipped with modern appliances and a large island, featuring bar seating. A billiards table occupies a central area, surrounded by expansive windows. A cozy living space includes plush seating and a gentle color palette. A private hot tub is visible, offering relaxation.
Home in Lakeshore
4.96 out of 5 average rating, 101 reviews

Modern Lakefront Escape

Welcome to this charming lakefront property offering a unique blend of modern amenities and cozy comforts ensuring an unforgettable stay. This lakeside retreat is perfect for families, couples, or friends seeking a relaxing escape. Explore the great outdoors, indulge in water activities, or relax in the hot tub taking in the view. Conveniently located just 10 minutes off the 401 and only 30 minutes from Leamington, Windsor and Chatham. You're never too far from local attractions and amenities.

Top guest favourite
An open-plan living area showcases a wooden dining table with eight chairs on a patterned area rug. Nearby, additional seating and a large wall-mounted fan can be seen. Soft overhead lighting enhances the space's brightness and feels welcoming for guests.
Guest suite in Chatham-Kent
4.84 out of 5 average rating, 101 reviews

Trail House

Enjoy easy access to: - Rondeau Park: 12 minutes - Greenview Park and Zoo: 1 minute - University of Guelph Ridgetown Campus: 9 minutes - Ridgetown Golf and Curling Club: 8 minutes - Tulip Farm Opens May 2, 2025. Hat Trick Farms. 13 min - and a 2 km hike or drive will bring you to the cliffs of Lake Erie. The available unit is the newly and fully finished basement level of a ranch house with tenants living above. Much much more than a room within a home. The only shared space is the entrance.

Top guest favourite
A comfortable white sofa is adorned with an array of patterned throw pillows in black and white tones. A small vase holding fresh flowers centers a rustic coffee table, complemented by stacked books. Natural light filters through partially open blinds, enhancing the cozy atmosphere.
Home in Chatham
4.94 out of 5 average rating, 207 reviews

HOME WHEN YOU CAN'T BE HOME

Welcome to our charming, cosy, renovated older home in walking distance of downtown shops and restaurants, Capitol Theatre, Municipal office, Hospital. We are an hour's drive from Rondeau Park, Point Pelee, Jack Miner's Bird Sanctuary, Amherstburg and Windsor, London, Detroit airports. Explore historic Dresden and Buxton. Golf courses abound in the area. And of course, Cascades Casino. StoneCottage is an absolute favourite of EVERY guest who has stayed. I invite you to read the reviews.

Top guest favourite
Cabin in Merlin
4.95 out of 5 average rating, 150 reviews

𖦹 Chakra Shack 𖦹 Bunkie on Lake Erie

Welcome to the Chakra Shack. A quaint and simple camping getaway off highway 3 (15 minutes from Blenheim, Ontario) intended to allow you a moment to realign with nature, and disconnect from the rest. A small 100sq ft cabin & outhouse, situated on 4 acres of wooded property. You are steps away from a raised overview of lake erie. The sounds of the waves accompany you in immersing yourself in the present moment, and create a wholesome and charming camping experience.

Top guest favourite
A charming gray brick exterior of the property is highlighted by two symmetrical windows and a white front door. The landscaped area features a variety of greenery, with small shrubs and neatly arranged stones lining the entrance, providing a welcoming appearance.
Flat in Chatham
4.97 out of 5 average rating, 101 reviews

Back at the Bachelor

Back at the Bachelor is a unique little space. Cozy and close to downtown amenities. It has a fully equipped kitchen with all the necessary cookware and utensils. There are many restaurants within walking distance and there is a local brewery just behind our property. The Capitol Theatre and Cultural Centre are very close as well if you are looking for local entertainment. You can always just relax in the space and make yourself at home!!

Top guest favourite
A charming wooden cottage features a metal roof and a welcoming porch adorned with hanging plants. The surrounding yard is lush and green, showcasing well-maintained shrubs and colorful flower beds, contributing to a serene and inviting outdoor environment.
Cabin in Chatham-Kent
4.85 out of 5 average rating, 392 reviews

The Bay's Breeze , Free Boat Launching

Boater's paradise, free boat ramp 4 blocks away. Located 10 minutes from Willow Ridge Golf Club, Erieau, Rondeau Provincial Park. Quiet, peaceful camping atmosphere. Very long driveway. There is kayak rental place with in walking distance. Check in is 3pm & Checkout time is 11am. Minimum 3 night stay on holiday weekends. We allow 4 people maximum at all times, no kids under 12, no tents. No Wifi. Bicycles available upon request

Guest favourite
A cozy living area features a brown coffee table positioned in front of a comfortable yellow sofa. A flat-screen television is mounted on the wall, with light filtering through sheer window coverings. A mix of greenery and decorative elements adds a touch of life to the space.
Flat in Chatham
4.97 out of 5 average rating, 91 reviews

The Crow's Nest

Welcome to The Crow's Nest! Newly renovated 2 bedroom suite in Chatham, the city of crows. A short walk to both downtown and the hospital. This tastefully decorated, spacious home is ready for your next visit. In suite laundry, all new appliances, fresh bathroom, private back yard. New heat pumps and radiant heat ensure year round comfort. Private entrance to this main floor apartment in a duplex.

Guest favourite
The spacious living room features two light-colored sofas facing each other across a central coffee table. A modern chandelier hangs above, and large windows allow ample natural light. A sleek fireplace is situated beneath a wall-mounted television, complemented by artistic wall decor.
Home in Port Alma
4.95 out of 5 average rating, 66 reviews

Luxurious Retreat in Port Alma

Welcome to our luxurious 3-bedroom retreat nestled in the serene beauty of Port Alma! This upscale haven offers everything you need for a memorable stay, blending modern comforts with elegant touches. As you step inside, you'll be greeted by the spacious and elegantly designed interior. With 3 bedrooms, 2.5 baths, and ample living space, this home ensures comfort for up to 8 guests.

Top guest favourite
A charming log cabin is set amid lush greenery, featuring a sloped roof and wooden deck steps leading to the entrance. A circular fire pit area is surrounded by red outdoor chairs, inviting relaxation in a natural setting.
Cabin in Rodney
4.99 out of 5 average rating, 154 reviews

Maple Lane Luxury Cabin

Come, disconnect, and rejuvenate in our secluded Lux Log Cabin nestled deep in the heart of a lush forest. Immerse yourself in towering trees cozy up beside the fireplace or unwind in the hot tub set on the banks of a babbling brook. Every detail has been carefully chosen to create an atmosphere of luxury , comfort and elegance while you let the melody of nature soothe your soul.

Guest favourite
Home in Chatham
4.98 out of 5 average rating, 175 reviews

Charming Craftsman! All the comforts of Home.

Welcome to this unique, historic Chatham home! It has been fully renovated with a modern design, while the beautiful original wood mouldings and floors have all been restored. This home is just a short walk to downtown, so whether you're vacationing with family, here for business, or just passing through, you will be close to everything at this centrally located gem.

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