Holiday rentals in Pain Court

Little Country Charmer

Enjoy some relaxation while soaking up the country side in this one bedroom apartment located in the midst of a hobby farm. Watch the ducks and chickens roam free while you enjoy a unique outdoor space. The peaceful country view from the balcony upstairs is unique and very beautiful. The downstairs outdoor sitting room by the pool has a charm all its own. Firetable for use. You can also have a campfire in The Pavillion! There's firepit and pizza oven in the pavilion, very relaxing experience!

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.

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.

𖦹 Chakra Shack 𖦹 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.

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.

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!

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.

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.

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.

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.

Waterfront Studio, Lighthouse Cove Escape

Unwind at our 2-bed Studio Waterfront hideaway in Lighthouse Cove. Wake up to river views, unwind by the shared pool, then roast marshmallows at the fire pit. Open-concept kitchen Fast Wi-Fi & smart TV for movie nights BBQ grill and outdoor dining Free parking at the onsite marina Just 1 min to Lake St Clair boat launch—book your stay today!

Private Suite at Italian Winery

Welcome to the Owner's Suite at Paglione Estate Winery! Your private 1100 sq ft fully appointed accommodation above a bustling Italian-inspired winery in the heart of Southern Ontario's Essex County wine country. This is a front-row view of what life is like on the vineyard.