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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.

4.89 out of 5 average rating, 27 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, 143 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, 101 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, 206 reviews
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, 269 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, 390 reviews
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, 90 reviews
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

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.

4.95 out of 5 average rating, 66 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, 173 reviews
Guest favourite
The bedroom area features a spacious bed adorned with neutral-toned bedding and a teal accent pillow. A cozy armchair stands nearby, while light flows in through an open door leading to another room. Soft, wooden flooring enhances the inviting atmosphere.
Flat in Chatham

Cozy Retreat * Private suite with backyard patio

Welcome to Cozy Retreat - a modern and stylish one-bedroom suite with separate private entrance and driveway parking in Chatham! Located in a quiet residential neighborhood approximately 5 minutes drive to downtown, shops, restaurants and movie theater. Unwind in the backyard adjoining patio area with gazebo and charcoal bbq grill reserved for guests.

4.92 out of 5 average rating, 64 reviews
Top guest favourite
A comfortable living area features a sofa with two soft pillows, positioned in front of a round wooden coffee table. Natural light brightens the space, which includes an open layout leading to the kitchen in the background.
Flat in Chatham

Blue Forest

This apt has a brand new kitchen with all the cookware and utensils you will need. If cooking isn't in the cards we are centrally located to all the best restaurants in the area. This apt is a NON SMOKING unit and is located on a main street and can be noisy. Pet's are allowed however there is an additional $25 fee per stay.

5.0 out of 5 average rating, 79 reviews
Guest favourite
A modern kitchen features sleek dark cabinetry and a spacious countertop. Stainless steel appliances are positioned strategically, while a dining area with comfortable seating can be seen in the background. Natural light enters through large windows, enhancing the open and airy feel of the space.
Flat in Chatham

Welcome to Casa Cabot~Suite 2

Kick back and relax in this calm, stylish and very comfortable brand new two bedroom apartment. Five minute drive to your essentials such as grocery stores, restaurants, shopping. Explore the nearby walking trail.

4.94 out of 5 average rating, 71 reviews

Popular amenities for Chatham-Kent holiday rentals