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Holiday houses in Pain Court

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Top-rated holiday rentals in Pain Court

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

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Guest favourite
A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.
Cabin in Grosse Pointe Park
4.99 out of 5 average rating, 153 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

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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.
Apartment in Chatham
4.95 out of 5 average rating, 136 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.

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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, 202 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.

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Top Guest favourite
Apartment in Chatham
4.98 out of 5 average rating, 51 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

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Top Guest favourite
Cabin in Merlin
4.96 out of 5 average rating, 138 reviews

Chakra Shack ǐ 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.

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Top Guest favourite
A serene garden pathway is lined with vibrant orange lilies and lush greenery. A stone obelisk stands at the forefront, guiding toward a modern structure partially hidden among trees. Sunlight filters through the foliage, creating a peaceful atmosphere.
Home in Blenheim
5.0 out of 5 average rating, 20 reviews

Meadowcroft Estate - Loft House

Welcome to Meadowcroft Estate. Escape to the country and enjoy the tranquility of the Loft House. Immerse yourself in nature and enjoy walking on private bridges through our Carolinian Forest. Stop and enjoy a meal or drink in our outdoor dinning room. Steps away from Willow Ridge Golf Course, minutes to Blenheim, Shrewsbury, Rondeau and Erieau. Sleeps 4, two double beds in an open loft style sleeping area. Fully equipped kitchen, washer, dryer and WiFi.

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Top Guest favourite
A wooden staircase extends upwards from a gravel area, leading to a second-floor deck. The structure is clad in gray siding, and a railing borders the upper deck space. A gray brick wall is visible to the right of the stairs.
Apartment in Chatham
4.96 out of 5 average rating, 138 reviews

Upstairs Oasis

Your Oasis awaits you! It is a peaceful and centrally located place. Fully equipped kitchen with all the necessary cookware and utensils. If you choose to eat out you are not far from our local brewery and restaurants are a short walk away! After dinner you can explore the city's history, take in a show at one of our local theatres or you may choose to come back and simply relax! Make yourself at home!

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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.
Apartment in Chatham
4.96 out of 5 average rating, 85 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.

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Top 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, 62 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.

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Top Guest favourite
Home in Chatham
4.98 out of 5 average rating, 171 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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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.
Apartment in Chatham
4.91 out of 5 average rating, 57 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.

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Guest favourite
A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.
Home in Belle River
4.95 out of 5 average rating, 108 reviews

Lake Louise With hot tub

Relax with the whole family at this peaceful place to stay. With lake st Clair on one side and a canal with access to the lake on the other you’ll enjoy views from every side. Spacious and entirely updated you’re sure to relax and enjoy your stay. Bring your boat and park it right in the canal!

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