Condo vacation rentals in Essex County

Find and book unique condos on Airbnb

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Popular amenities for Essex County condo rentals

Weekly condo rentals

A charming two-story house is depicted, featuring beige siding and a welcoming front porch. A large tree with vibrant autumn leaves stands prominently in the foreground, complementing the clear blue sky. The house's balcony adds character, along with nearby structures suggesting a quiet neighborhood.
Condo in Windsor
4.52 out of 5 average rating, 770 reviews

482# Two-bedroom apartment near the border tunnel

EllaRating, 5 stars2 weeks ago
Exactly as described and convenient for us as we were in Windsor on business. Enjoyed sitting outside on the second level porch. We were given very clear information and instructions on unit. Good value for two bedrooms with cozy sitting area, bathroom and usable kitchen. Thank you!
Guest favorite
The spacious living area features a large plush sectional sofa and a fold-out futon couch. An 86-inch smart TV is mounted on the wall, while an office desk with a chair is positioned nearby. Large windows allow ample natural light to fill the room.
Condo in Windsor
4.94 out of 5 average rating, 18 reviews

Executive Condo. 3BR, King Bed w/ Ensuite

AndreaRating, 5 stars2 months ago
I highly recommend staying at MJ’s executive condo. The bnb is very spacious and comes with everything you might need, making it a comfortable and convenient place to stay. Celebrating my birthday here was extra special, and the condo definitely added a memorable touch to the experience. MJ was an excellent host—communicative throughout our stay and quick to respond to any questions. They did their best to accommodate an early check-in and even allowed us to stay a bit longer, which we really appreciated. Their gentle reminders and clear expectations helped keep the place well-organized and respected, which speaks to how well they manage the property. I would gladly stay here again!
The hallway features a neutral tile floor and is illuminated by a ceiling light fixture. Doorways lead to different areas, including a room with a large window and a bathroom. A floral painting and a white console table with decorative elements are displayed along the wall.
Condo in Windsor
4.6 out of 5 average rating, 562 reviews

Three bedroom house in a very quiet area.

RitikRating, 5 stars2 weeks ago
It was a great place to stay and it was clean as well.
Superhost
A modern bathroom features sleek grey marble tile, a walk-in glass shower, and a round mirror above a minimalist vanity with a stylish faucet. Storage is provided by a tall white shelf beside the toilet, while bright lighting enhances the spacious feel.
Condo in Windsor
4.83 out of 5 average rating, 6 reviews

Modern Riverside Escape | Stylish & Cozy Stay

ElijahRating, 5 stars2 weeks ago
Great host, very responsive. My parents enjoyed their stay. Would definitely recommend booking with them!
Guest favorite
A modern bathroom is depicted, featuring a walk-in shower with glass doors. A dark wood vanity with a large mirror and countertop sink is present. Light-colored tiles line the floor and walls, enhancing the spacious feel. A toilet is positioned beside the vanity.
Condo in Windsor
5 out of 5 average rating, 8 reviews

Prime Location | Near River/Uni/Casino & Downtown

FavesRating, 5 stars2 weeks ago
Salim’s place was lovely! While the building itself felt a bit old and made some rickety sounds, I would absolutely return especially for the bathroom. It was stunning: beautifully designed, well-lit, and tastefully built. I also really appreciated the bookshelf in the house, it had a great selection of books that added a cozy and thoughtful touch. The only thing that was a bit challenging was the Samsung stovetop. It took some time to figure out, so I wasn’t able to cook as much as I had planned. Thank you, Salim, for opening your home to us. The swan towels were such a charming and welcoming detail!
An exterior view of a charming two-story house showcases a stylish combination of white and brick siding. A large tree with vibrant autumn leaves complements the scene, while clear blue skies create a bright atmosphere. The entrance features steps leading up to a welcoming porch.
Condo in Windsor
4.53 out of 5 average rating, 664 reviews

702# Apartment near the border tunnel and casino.

DarinaRating, 5 stars3 weeks ago
Shiyun was very helpful, providing clear instructions to get into the home. The place was spacious and just what we expected. We had a great stay.
Top guest favorite
A modern electric fireplace is mounted on the wall, featuring a sleek black surface and a glowing bed of purple and blue crystals. The flames appear to dance above the crystals, enhancing the cozy ambiance of the space.
Condo in Amherstburg
4.98 out of 5 average rating, 113 reviews

Navy Yard Flats (Flat B) - Historic Amherstburg

LeanneRating, 5 stars4 weeks ago
Our stay in the Navy Yard Condo B was great in every respect. The beds and bedrooms were comfortable, the kitchen was easy to navigate and very well equipped, and the sitting room had nice comfortable furniture. From there and the balcony we enjoyed a great view of the lovely street and river. We parked right beside the Salty Dog restaurant both nights. We walked to No Frills, to the beer store and to dinner one night. The location was perfect. The condo was halfway between our visits to Windsor and to the wineries! Jason was a responsive and attentive host. We'll be back for sure!
An old house with a blend of brick and siding is showcased against a clear blue sky. A large tree with vibrant autumn leaves provides a splash of color. The house features a balcony and a staircase leading to the entrance, surrounded by seasonal foliage.
Condo in Windsor
4.55 out of 5 average rating, 730 reviews

480# Two-bedroom apartment near the border tunnel

GuadalupeRating, 5 stars2 weeks ago
This is our second time in the place and as always work perfectly for us. Shiyun is always very fast to respond to our text and we will Be back again! Thanks for having us!

Private condo rentals

A charming two-story house is depicted, featuring beige siding and a welcoming front porch. A large tree with vibrant autumn leaves stands prominently in the foreground, complementing the clear blue sky. The house's balcony adds character, along with nearby structures suggesting a quiet neighborhood.
Condo in Windsor
4.52 out of 5 average rating, 770 reviews

482# Two-bedroom apartment near the border tunnel

EllaRating, 5 stars2 weeks ago
Exactly as described and convenient for us as we were in Windsor on business. Enjoyed sitting outside on the second level porch. We were given very clear information and instructions on unit. Good value for two bedrooms with cozy sitting area, bathroom and usable kitchen. Thank you!
Guest favorite
The spacious living area features a large plush sectional sofa and a fold-out futon couch. An 86-inch smart TV is mounted on the wall, while an office desk with a chair is positioned nearby. Large windows allow ample natural light to fill the room.
Condo in Windsor
4.94 out of 5 average rating, 18 reviews

Executive Condo. 3BR, King Bed w/ Ensuite

AndreaRating, 5 stars2 months ago
I highly recommend staying at MJ’s executive condo. The bnb is very spacious and comes with everything you might need, making it a comfortable and convenient place to stay. Celebrating my birthday here was extra special, and the condo definitely added a memorable touch to the experience. MJ was an excellent host—communicative throughout our stay and quick to respond to any questions. They did their best to accommodate an early check-in and even allowed us to stay a bit longer, which we really appreciated. Their gentle reminders and clear expectations helped keep the place well-organized and respected, which speaks to how well they manage the property. I would gladly stay here again!
The hallway features a neutral tile floor and is illuminated by a ceiling light fixture. Doorways lead to different areas, including a room with a large window and a bathroom. A floral painting and a white console table with decorative elements are displayed along the wall.
Condo in Windsor
4.6 out of 5 average rating, 562 reviews

Three bedroom house in a very quiet area.

RitikRating, 5 stars2 weeks ago
It was a great place to stay and it was clean as well.
Superhost
A modern bathroom features sleek grey marble tile, a walk-in glass shower, and a round mirror above a minimalist vanity with a stylish faucet. Storage is provided by a tall white shelf beside the toilet, while bright lighting enhances the spacious feel.
Condo in Windsor
4.83 out of 5 average rating, 6 reviews

Modern Riverside Escape | Stylish & Cozy Stay

ElijahRating, 5 stars2 weeks ago
Great host, very responsive. My parents enjoyed their stay. Would definitely recommend booking with them!
Guest favorite
A modern bathroom is depicted, featuring a walk-in shower with glass doors. A dark wood vanity with a large mirror and countertop sink is present. Light-colored tiles line the floor and walls, enhancing the spacious feel. A toilet is positioned beside the vanity.
Condo in Windsor
5 out of 5 average rating, 8 reviews

Prime Location | Near River/Uni/Casino & Downtown

FavesRating, 5 stars2 weeks ago
Salim’s place was lovely! While the building itself felt a bit old and made some rickety sounds, I would absolutely return especially for the bathroom. It was stunning: beautifully designed, well-lit, and tastefully built. I also really appreciated the bookshelf in the house, it had a great selection of books that added a cozy and thoughtful touch. The only thing that was a bit challenging was the Samsung stovetop. It took some time to figure out, so I wasn’t able to cook as much as I had planned. Thank you, Salim, for opening your home to us. The swan towels were such a charming and welcoming detail!
An exterior view of a charming two-story house showcases a stylish combination of white and brick siding. A large tree with vibrant autumn leaves complements the scene, while clear blue skies create a bright atmosphere. The entrance features steps leading up to a welcoming porch.
Condo in Windsor
4.53 out of 5 average rating, 664 reviews

702# Apartment near the border tunnel and casino.

DarinaRating, 5 stars3 weeks ago
Shiyun was very helpful, providing clear instructions to get into the home. The place was spacious and just what we expected. We had a great stay.
Top guest favorite
A modern electric fireplace is mounted on the wall, featuring a sleek black surface and a glowing bed of purple and blue crystals. The flames appear to dance above the crystals, enhancing the cozy ambiance of the space.
Condo in Amherstburg
4.98 out of 5 average rating, 113 reviews

Navy Yard Flats (Flat B) - Historic Amherstburg

LeanneRating, 5 stars4 weeks ago
Our stay in the Navy Yard Condo B was great in every respect. The beds and bedrooms were comfortable, the kitchen was easy to navigate and very well equipped, and the sitting room had nice comfortable furniture. From there and the balcony we enjoyed a great view of the lovely street and river. We parked right beside the Salty Dog restaurant both nights. We walked to No Frills, to the beer store and to dinner one night. The location was perfect. The condo was halfway between our visits to Windsor and to the wineries! Jason was a responsive and attentive host. We'll be back for sure!
An old house with a blend of brick and siding is showcased against a clear blue sky. A large tree with vibrant autumn leaves provides a splash of color. The house features a balcony and a staircase leading to the entrance, surrounded by seasonal foliage.
Condo in Windsor
4.55 out of 5 average rating, 730 reviews

480# Two-bedroom apartment near the border tunnel

GuadalupeRating, 5 stars2 weeks ago
This is our second time in the place and as always work perfectly for us. Shiyun is always very fast to respond to our text and we will Be back again! Thanks for having us!

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