
Holiday rentals in Chatham-Kent
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Top-rated holiday rentals in Chatham-Kent
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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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Chatham-Kent holiday rentals
Other great holiday rentals in Chatham-Kent

Charming cottage near beach & free EV charging.
4.77 out of 5 average rating, 87 reviews
Farm House Country Retreat
4.87 out of 5 average rating, 15 reviews
Klessens Cottage on Lake Erie, Canada
4.87 out of 5 average rating, 71 reviews
3BR Downtown Blenheim Suite{Sleeps 9}Full Kitchen
5.0 out of 5 average rating, 22 reviews
Rose Beach Retreat- birding, beach, relaxation
5.0 out of 5 average rating, 60 reviews
Back at the Bachelor
4.97 out of 5 average rating, 99 reviews
Pleasant View Cottage with Beach
5.0 out of 5 average rating, 57 reviews
Lake Erie Fall Escape - Fire pit Games Point Pelee
4.97 out of 5 average rating, 33 reviewsDestinations to explore
- Point Pelee National Park
- Ford Field
- Little Caesars Arena
- Comerica Park
- Detroit Zoo
- University of Windsor
- Huntington Place
- Fox Theatre
- Motown Museum
- Hollywood Casino at Greektown
- Wayne State University
- Renaissance Center
- Canatara Park Beach
- Detroit Historical Museum
- Masonic Temple
- Dequindre Cut
- Hart Plaza
- Motor City Casino
- Detroit Riverwalk Park
- Guardian Building
- Royal Oak Music Theatre
- Lake St. Clair Metropark
- Fisher Building
- Michigan Science Center





