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

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.

4.9 out of 5 average rating, 29 reviews

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

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.

4.95 out of 5 average rating, 146 reviews

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

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.

4.96 out of 5 average rating, 103 reviews

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

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.

4.84 out of 5 average rating, 102 reviews

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

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.

4.94 out of 5 average rating, 208 reviews

Top guest favourite

A comfortable bedroom with two queen beds, each dressed in white bedding. A bedside table between the beds holds a lamp. Soft natural light enters through the window, covered by sheer and dark curtains. Wall art adds a touch of decor to the space.

Townhouse in Chatham

Clean, comfortable home to yourself! -Right unit

Welcome to Chatham! We have a new building fully furnished for you to enjoy. Upper level living room with 50” smart tv. There is a desk to conduct business at, a full kitchen, sofa bed and a half bath. Lower level has a bedroom with a queen bed, and a second bedroom with two queen beds. Full laundry facilities, and a full bathroom. Both bedrooms have 43” smart TVs. High speed internet available throughout the unit. Brand new mattresses, bedding and towels.

4.96 out of 5 average rating, 273 reviews

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

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!!

4.97 out of 5 average rating, 103 reviews

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

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

4.85 out of 5 average rating, 394 reviews

Top 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

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.

4.97 out of 5 average rating, 95 reviews

Superhost

A well-lit bedroom features a spacious bed covered with a light-colored quilt. Flanking the bed are two windows allowing natural light to filter in. A nightstand on one side holds a lamp and personal items, while a chair and a basket add to the room's functionality.

Flat in Chatham

~Farmhouse Charm in CK~

Notice: if booking between September 15-30th, 2026. Please note the fridge is not keeping cool and we will have a cooler provided while we wait for the new fridge to come in. 15% discount will be provided if booking in that time frame. ‣ Quiet, freshly renovated upper unit apartment in a triplex - stairs required ‣ 2 bedrooms with queen beds & 1 bathroom, in-suite laundry ‣ Self-check-in

4.84 out of 5 average rating, 139 reviews

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

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.

4.99 out of 5 average rating, 156 reviews

Guest favourite

Home in Chatham

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.

4.98 out of 5 average rating, 176 reviews