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 · Location · Bathroom

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.

Family · Location · Decor

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 · Laundry

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.

Value · Location · Cleanliness

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.

Location · Family · Walkability

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 · Family · Kitchen

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.

Value · Location · Air conditioning

~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 · Value · Parks

Executive, Elegant Marigold Suites- Suite 2

Welcome to our charming Airbnb nestled in the picturesque town of Dresden, Ontario! Located in a community known for its warmth and friendliness, our Airbnb offers a cozy retreat for travelers looking to experience the best of small-town Ontario. Dresden boasts a welcoming atmosphere where locals and visitors alike can enjoy the beauty of its surroundings and the hospitality of its residents.

Value · Location · Sleep quality

Crossing Manor

Welcome to our one-of-a-kind Victorian manor where history, mystery, and modern luxury collide. Once the town’s funeral home, this sprawling mansion has been reimagined into a dramatic 38-room retreat that promises an experience you’ll never forget. This is not just a stay — it’s an experience of history and imagination, where past and present merge to create something unforgettable.

Location · Family · Amenities

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.

Value · Location · Check-in

Long Creek Treehouse

This treehouse is an off grid rental, providing guests a unique experience with more than just the basic amenities. The treehouse provides wonderful views of the surrounding woodland, as well as a large on-site pond. Guests can enjoy fishing in the pond in the summer or skating on the pond in the winter. There are trails to explore through the forest.

Value · Family · Nearby