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Holiday houses in Pain Court

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Top-rated holiday rentals in Pain Court

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Guest favourite
A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.
Cottage in Kingsville
4.91 out of 5 average rating, 275 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Top Guest favourite
A charming red barn-like structure is highlighted against a twilight sky, featuring a welcoming entrance. A cozy firepit is surrounded by seating, while a gazebo with outdoor furniture invites relaxation. Lush green grass and decorative stone borders enhance the serene outdoor space.
Barn in Thamesville
5 out of 5 average rating, 123 reviews

*Unique Barndominium Getaway with private sauna*

A personal retreat or a romantic getaway awaits you! The barn/studio open concept is adorably decorated with antique finds and modern amenities. During the day explore the countryside and discover farmers’ markets and unique shops and bakeries just a short drive away. Or just stay in and relax in the private outdoor barrel sauna followed by a spa-like shower with the 16" rainhead. Peaceful evenings will have you relaxing by the campfire with unforgettable sunsets and beautiful star filled skies.

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
4.96 out of 5 average rating, 121 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
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-Kent
4.93 out of 5 average rating, 192 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.

Guest favourite
Two seating chairs are positioned facing the tranquil blue waters of Lake Erie. A small table rests between the chairs, holding a pitcher and cups. The grassy area adds a natural touch to the serene lakeside setting.
Cottage in Blenheim
4.86 out of 5 average rating, 111 reviews

Lakeside Haven with *HOT TUB* Addictive Serenity!

Discover the charm of The Bluff- Lakeside Haven Cottage. A hidden gem situated on 2 acres nestled atop a private beach on the shores of Lake Erie, this modular cottage offers beautiful picturesque sunset views.  Enjoy your morning coffee overlooking the bluff, spend lazy afternoons listening to the rhythm of the waves, and wrap up your day by the cozy outdoor fireplace. Golf, beaches, shopping, restaurants and more all within 10-25 mins. away make this lakeside retreat the ideal getaway!

Guest favourite
Guesthouse in Chatham
4.82 out of 5 average rating, 50 reviews

Affordable one-bedroom apartment

Discover comfort and convenience in our affordable 1-bedroom unit, perfectly located in the heart of Chatham. Whether you're visiting for business, leisure, or a little of both, we've designed a space that feels just like home. 🏡 What You'll Love: ✅ Self Check-in for a smooth arrival 🚪 Private Entrance to your own lower level unit, no shared spaces 🚗 Free Street Parking Relax, recharge, and enjoy your stay in a space that’s thoughtfully prepared just for you.

Top Guest favourite
A small wooden cabin is nestled among lush trees on a grassy lawn. In front, a picnic table with benches invites outdoor dining, while a charcoal BBQ sits nearby. A white car is parked on a gravel area, with the road and landscape visible in the background.
Cabin in Merlin
4.95 out of 5 average rating, 111 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.

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.
Apartment in Chatham
5 out of 5 average rating, 33 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. We also have a games room below including a golf simulator, pac-man/galaga video game, ping pong table, bumper pool table and pop-a-shot that can be rented separately and with supervision for $25 an hour.

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, 114 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!

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
4.84 out of 5 average rating, 348 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.

Guest favourite
Home in Chatham
4.99 out of 5 average rating, 146 reviews

Charming Craftsman! All the comforts of Home.

Welcome to this unique, historic Chatham home! It has been fully renovated with a modern and industrial 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.

Superhost
The living room features multiple large windows allowing natural light to fill the space. A comfortable sectional sofa with a soft throw is complemented by a round coffee table. A TV is mounted on the wall opposite the seating area, and a coat rack is positioned nearby.
Apartment in Chatham
4.8 out of 5 average rating, 201 reviews

Old William's Radiant Apartment

Quiet, freshly renovated lower unit apartment in a fourplex - 1 bedroom & 1 bathroom, - Self-check-in The space LIVING ROOM - TV with Netflix and YouTube BEDROOM - Queen bed KITCHEN - All the kitchen items required for cooking your favourite meal - Dining room table - Enjoy a complimentary hot cup of coffee or tea in the morning BATHROOM ‣  Marble tiled bathtub

Popular amenities for Pain Court holiday rentals

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