Holiday rentals in Dealtown

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.

Artisan's Cove at Water's Edge with Golf Simulator

Large ranch home on 3 acres split into 2 units. Playful art from local artists, sleeps up to 8, with 3 bedrooms and 2 full bathrooms & a pull out couch. 2 patio's and open-concept living, a full kitchen with dining, panoramic views of the glistening waters and unbelievable designer touches. Access to the private beach/ravine & Golf Simulator. 2 fire pits, a shared BBQ grilling station and a hot tub. Planning on spending time at the beach? Enjoy our kayaks, paddle board, hammock and volleyball

Blenheim Hideaway

Relax with the whole family at this peaceful place to stay. A charming getaway awaits you in the small but picturesque town of Blenheim, ON! Situated in the heart of Blenheim, our bright, spacious and pet friendly, 3-bedroom, 2-bathroom house is perfect for families and friends looking for a relaxing getaway. It offers a stylish and bright space that’s fully equipped with all the necessities you will need for your stay. We also have available a play yard, folding highchair and pet bowls.

Large Waterfront Home With View and Game Room

Large house on beautiful Lake Erie. Enjoy plenty of space for the family and friends in a tranquil setting with spectacular views of the lake. Four bedrooms gives everyone their own space, and an open concept living and dining area for comfortable together time. Downstairs you'll find the giant indoor hot tub for relaxation. Three bedrooms each have queen sized beds. The fourth bedroom has toddler bed as well as two single beds. The basement has a pull out sleeper couch.

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.

Lakefront Wellness Retreat - Sauna + Cold Plunge

Welcome to Lake & Sage — a thoughtfully designed lakefront retreat in the heart of Kingsville wine country. This bright, modern getaway blends warm natural design with wellness-focused amenities, stunning Lake Erie views, a barrel sauna, cold plunge, firepit, and inviting spaces for families, couples, and small groups. Whether you’re planning a relaxing escape, girls’ weekend, or wine country getaway, Lake & Sage offers a calm, beautifully curated stay.

Quaint Erie Breeze Guesthouse #2 steps to lake

Welcome to newly renovated Erie Breeze Guesthouse #2. Take a break and unwind at this peaceful oasis with views and direct access to public beach on Lake Erie. This tranquil apartment easily accommodates 4 guests with room to spare. The property backs onto the Chatham-Kent PUC which offers perfect Lake Erie access. NOTE: If you're travelling with friends/family this property offers two additional apartments. Check for availability

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

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20

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.