Vacation rentals in Dresden

*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.

Family · Value · Grill

Private Wilson's Cottage in the Woods

This charming PRIVATE cottage in the woods is all yours with WiFi, propane heat, fridge, cook top, microwave, large toaster oven, BBQ, basic cooking supplies,AC,NO RUNNING WATER inside cabin but tap outside, water cooler, 2 futons sleeps 4 on a beautiful pond. Perfect for romantic retreat, or a group of friends nature getaway.There is NO washroom at the cottage.The washroom facilities are in the tackroom in the barn and the ONLY shared space. It's a lovely camp like setting enjoyable year-round.

Location · Value · Condition

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.

Family · Value · Outdoor spaces

Waterfront River Retreat w/ Dock & Freighter Views

Welcome to your dream getaway! This spacious home sleeps 10 with 7 cozy beds and offers stunning 180° crystal blue waterfront views across from Russell Island. The modern design features a massive kitchen with plenty of dining space, perfect for family meals or celebrations. Many recent updates! Work remotely with a desk provided. Don’t miss the master bedroom balcony with gorgeous panoramic water views of the freighters that will leave you in awe. Relax, recharge, and enjoy your perfect escape!

Location · Family · Amenities

Modern Lakefront Escape

Welcome to this charming lakefront property offering a unique blend of modern amenities and cozy comforts ensuring an unforgettable stay. This lakeside retreat is perfect for families, couples, or friends seeking a relaxing escape. Explore the great outdoors, indulge in water activities, or relax in the hot tub taking in the view. Conveniently located just 10 minutes off the 401 and only 30 minutes from Leamington, Windsor and Chatham. You're never too far from local attractions and amenities.

Value · Family · Outdoor spaces

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.

Family · Location · Check-in

Executive Distintive Marigold Suites-Suite 1

We extend a warm invitation to our exquisite Airbnb situated in the enchanting town of Dresden, Ontario! Positioned within a community renowned for its cordiality and amicability, our Airbnb provides a snug sanctuary for wanderers seeking to immerse themselves in the finest offerings of small-town Ontario. Dresden boasts an inviting ambiance, where both locals and tourists can revel in the splendor of the surroundings and relish the graciousness of its inhabitants. 20 min drive to chatham.

Location · Family · Getting around

One bedroom apartment on Sydenham River in Dresden

Take a break and unwind in a private apartment at this peaceful oasis right on the Syndeham River. Private entrance (walk up small flight of stairs) to a private apartment on the side of the main house. Boat launch 100 m away (bring your own boat and dock it overnight right on the property). Walking distance to beautiful parks and trails. 23 min drive to Mitchell's Bay public beach on Lake St Clair (free parking and splash pad). Excellent fishing opportunities.

Family · Location · Biking

A sweet retreat away from home!

All things sweet - we love & we hope you do too! Your stay is right above our Ice Cream Parlour in downtown Thamesville! So you can be sure if your stay is in our "open" season we will be treating you to a free scoop! Candy machines fill this stay so be sure to bring a pocket full of quarters; as well as you will find a few quarters on us! We are so glad your staying in our unique, bright & fun retreat & we hope your stay is super SWEET!

Location · Value · Getting around

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!!

Value · Location · Sleep quality

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.

Location · Value · Condition

~Farmhouse Charm in CK~

Notice: if booking between September 15-30th, 2026. Please note the fridge is not keeping cool and we will have a cooler provided while we wait for the new fridge to come in. 15% discount will be provided if booking in that time frame. ‣  Quiet, freshly renovated upper unit apartment in a triplex - stairs required ‣  2 bedrooms with queen beds & 1 bathroom, in-suite laundry ‣  Self-check-in

Family · Location · Long stay