Vacation rentals in Dresden

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Top-rated vacation rentals in Dresden

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

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

*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.

5.0 out of 5 average rating, 146 reviews

Guest favorite

A cozy cottage is nestled among vibrant autumn trees, with colors of orange and red visible in the leaves. A wooden deck extends from the cabin, and a fire pit surrounded by logs sits nearby, offering a tranquil outdoor space near the pond.

Farm stay in Tupperville

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.

4.93 out of 5 average rating, 318 reviews

Guest favorite

A welcoming seating area is displayed at the front near large windows. Two yellow chairs are positioned beside a small table, with a decorative piece on the wall above. A soft chandelier provides ambient lighting, enhancing the cozy atmosphere.

Guest suite in Dresden

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.

4.93 out of 5 average rating, 72 reviews

Top guest favorite

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

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.

4.94 out of 5 average rating, 206 reviews

Top guest favorite

The exterior deck is illuminated by soft outdoor lighting, providing a warm ambiance during the evening. A covered structure with overhead beams accentuates the space, complemented by a railing that surrounds the area. A quiet setting is enhanced by the surrounding natural landscape.

Guest suite in Dresden

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.

4.96 out of 5 average rating, 80 reviews

Guest favorite

A decorative plate is filled with assorted donuts, featuring vibrant icing and colorful sprinkles, situated on a light blue pedestal. A sign nearby invites guests to indulge in sweet treats, enhancing the charming atmosphere of the space.

Apartment in Thamesville

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!

4.98 out of 5 average rating, 130 reviews

Guest favorite

A cozy living area features a brown coffee table positioned in front of a comfortable yellow sofa. A flat-screen television is mounted on the wall, with light filtering through sheer window coverings. A mix of greenery and decorative elements adds a touch of life to the space.

Apartment in Chatham

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.

4.97 out of 5 average rating, 90 reviews

Guest favorite

Home in Dresden

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.

4.82 out of 5 average rating, 38 reviews

Guest favorite

Home in Chatham

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.

4.98 out of 5 average rating, 173 reviews

Guest favorite

The bedroom area features a spacious bed adorned with neutral-toned bedding and a teal accent pillow. A cozy armchair stands nearby, while light flows in through an open door leading to another room. Soft, wooden flooring enhances the inviting atmosphere.

Apartment in Chatham

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.

4.92 out of 5 average rating, 64 reviews

Guest favorite

The treehouse is situated elevated among the trees, accessed by a wooden staircase. Surrounding greenery flourishes, creating a natural setting. Firewood is stacked neatly beneath the treehouse, and the entrance is framed by large, open spaces that invite the surrounding woodland indoors.

Treehouse in Croton

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.

4.91 out of 5 average rating, 92 reviews

Top guest favorite

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

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. Pet's are allowed however there is an additional $25 fee per stay.

5.0 out of 5 average rating, 79 reviews