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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Guest favourite
Flat in Chatham
4.82 out of 5 average rating, 17 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.

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, 133 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
Flat in Chatham
4.98 out of 5 average rating, 45 reviews

Sleek Brand New 1 Bedroom - Downtown Luxury!

Welcome to 15 Third Street – your stylish stay in downtown Chatham! This upscale one-bedroom apartment (Queen bed) pairs tasteful decor with modern comfort. Enjoy a full kitchen, high-speed Wi-Fi, and complimentary on-site parking. Step outside and you’re just moments from fine dining, boutique shops, and theatre, with groceries less than 5 minutes away Perfect for business trips, family visits, or a couple’s retreat. This is your spot to relax, recharge, and explore Chatham in style

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-Kent
4.97 out of 5 average rating, 263 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.

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
4.99 out of 5 average rating, 87 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 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, 78 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
Home in Chatham
5 out of 5 average rating, 8 reviews

Stunning 2 bedroom home

Enjoy a stylish experience at this centrally located place, walking distance to downtown Chatham, and many amenities. Have peace of mind in this very safe, family-friendly community. Located on one of the most beautiful streets in Chatham ! Equipped with everything you could need for an enjoyable stay. Enjoy coffee on the house to make your mornings as comfortable and easy as can be!

Top guest favourite
A charming cabin stands illuminated at dusk, surrounded by trees. Two red Adirondack chairs are positioned nearby a fire pit that radiates warmth, with logs crackling inside. The ambient lighting highlights the cabin's inviting facade, creating a serene outdoor gathering space.
Cabin in Rodney
4.99 out of 5 average rating, 137 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.

Top guest favourite
Home in Chatham
4.98 out of 5 average rating, 165 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.

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
4.9 out of 5 average rating, 50 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.

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
5 out of 5 average rating, 66 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.

Top guest favourite
A light-filled living area features a modern grey sofa and a vibrant blue chair, both positioned on hardwood flooring. Wall decor includes framed art and a green shelf, while plants add a touch of nature. A television and record player are present, enhancing the inviting atmosphere.
Home in Chatham-Kent
4.99 out of 5 average rating, 102 reviews

Modern Retro Country Retreat

A modern retro retreat on a historical highway. A fully renovated vintage mobile home sits on a large lot with fruit trees & flower beds. The home is light & bright, bask in the warmth of the sunroom while gazing across fields to Lake Erie or enjoy the covered gazebo on the backyard patio for privacy.

Popular amenities for Chatham-Kent holiday rentals

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