Vacation Rentals By Owner In Windsor, ON

$75.01

Spacious 2BR Private Suite & Entrance-Near Downtown & Bridge-Near Caesars & UOW

Windsor, Ontario, Canada

Welcome to Our Home! brbrOur newly renovated, fully private lower unit is designed to offer you a peaceful and one-of-a-kind stay.brbr✨ What You’ll Love:brbr2 Spacious Bedrooms with 3 Comfortable Beds – Perfect for families or small groups.brbrPrivate Entrance – Separate and secure access through the main door for your privacy.brbrModern Amenities – Thoughtfully renovated to meet your comfort needs.brbr Prime Location:brbrStay close to everything Windsor has to offer:brbrGrocery stores & gas stationsbrbrLocal eateries & shopping centersbrbrAmbassador Bridge for easy U.S. accessbrbrUniversity of WindsorbrbrCaesars Windsor CasinobrbrVibrant downtown areabrbrWhether you're visiting for work, leisure, or a quick getaway, our home is the perfect base for your Windsor experience. We look forward to hosting you!

2

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1

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6

Sleeps

$111.27

/ Nightly

Apartment

1655 Ford · MINT 3Bedroom Home Perfect for long stay!

Windsor, Ontario, Canada

Newly Renovated 3 bedroom House with private backyard on a quiet street in East Windsor. Master bedroom with queen size bed, two bedrooms with two twin beds in each. House includes washer and dryer, kitchen has fridge and stove with pots and pans, dishes, silverware and glassware. Large living room with Smart TV, Wifi , large comfortable sofa and two chairs. Beautiful sunroom in the back. Sleeps 6 comfortably.brbrNewly renovated Modern 3 bedroom home with sunroom and unique backyard space with bbq.brbrWhole property is accessible.brbrCan help and assist with anything you need and provide you with information needed to navigate the city.brbrQuiet street in beautiful east side. 10 min drive to downtown Windsor , Casino and tunnel to USA.brbrFree parking in the driveway and on the street.

3

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1

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6

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$78.97

/ Nightly

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219 · New Build Cozy 2 Bedroom Unit

Windsor, Ontario, Canada

Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, close to conveniences and in the downtown core. Perfect for long term stays.brbrLocated on a corner lot, in the downtown core, this unit is on the first floor and offers 2 bedrooms, dining area, full kitchen, living room and bathroom. The master bedroom features a 40 TV and a queen size bed, the second bedroom offers twin bunk beds.brbrThe private entrance is located off the back porch and has a keyless entry system for your security. Guests have access to the entire unit.

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$110.23

/ Nightly

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DREAM CATCHER INN

Windsor, Ontario, Canada

Our spacious 1,000 sq foot apartment, offers a warm, inviting, home away from home feeling with private entrance. It's located in the heart of the town of Tecumseh, Ontario. Less than 15 minutes to all Windsor locations and 30 minutes from Wine Country and all other Essex County attractions, conveniently located blocks from EC Row Expressway to get you where you need to be.brWFCU Centre and Lacasse Park 5 min. University and College 15 min.brBeer store, Tim Hortons, Grocery all walkable.

2

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1

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6

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$84.94

/ Nightly

Private Vacation Home

Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit

Windsor, Ontario, Canada

This unique place has a history behind it. It was built sometime in 18 century When you step in u get a mixed feeling of modernity & history together. Not to mention the breathtaking view of Detroit river. It's located near everything you might like to visit in Windsor. 2 mins from U Windsor, bridge to USA, downtown, Caesar casino and its right on the riverside. Also, all the good restaurants are near by. Come enjoy the view of the sun set & experience the history behind this beautiful place.

1

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3

Sleeps

$93.21

/ Nightly

Apartment

1034 Assumption · Newly renovated 3 bedroom unit

Windsor, Ontario, Canada

You will be close to everything when you stay at this newly renovated, centrally located 3 bedroom apartment. Just a few blocks from the River Front, Caesar's Casino, Windsor's Riverfront Terrace, the 5.17 km Riverfront Trail and Adventure Bay Family Water Park. Located in the city core, in a family-friendly area close to a grade school and a playground. Lots of street parking available and a back yard.

3

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1

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5

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$177.17

/ Nightly

Private Vacation Home

SUPER Spacious Escape w/Pool Table, Outdoor Patio, Large Kitchen & Amenities!

Windsor, Ontario, Canada

Discover the perfect blend of comfort and entertainment in this spacious, modern home! brbrEnjoy a massive 1600 sq.ft open-concept living area, with a sleek pool table, plush seating, and a fully stocked kitchen ideal for gatherings. Step out to a large private patio with a BBQ—great for dining or lounging. Unwind in the large 4-piece bathroom and retreat to cozy bedrooms after a day of adventure. brbrLocated minutes from Caesars, the Aquatic Centre, University of Windsor, and Detroit skyline views!brbr• Extremely clean and deep sanitized before & after every staybrbr• The house is SENIOR-FRIENDLY (everything is on a single floor except the washer and dryer which are located in the basement)brbr• Long PRIVATE driveway (fits two cars!)brbr• Modern-themed homebrbr• Very open and spaciousbrbr• Brand new premium quality pool tablebrbr• Breathtaking backyard with two covered patios, a gazebo, BBQ, premium LED lighting and state-of-the-art Rattan patio furniturebrbr• Living area w/Smart TV, pool table, Wi-Fi, Computer Desk & Reading Area, 3 bedrooms, a large bathroom, a very big and useful kitchen and more!brbr• High-end, modern furniture prioritizes your comfortbrbr• ALWAYS deep cleaned before you arrivebrbr• FREE Parking (Long driveway fits 2-3 cars!)brbr• FREE Netflix and Crave and Prime Videobrbr• Washer and dryer are located downstairs. Detergent is provided too!brbr• Near Downtown Windsor, Ambassador Bridge (connects to Detroit), Aquatic Centre, Caesars Casino, University of Windsor, Gyms, Pubs, Restaurants, Grocery Stores, Convenience Stores and more!

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1

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8

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$67.56

/ Nightly

Apartment

Sky Cove | Skyline + River Vibes

Windsor, Ontario, Canada

Sky Cove is your easy, comfortable landing spot in Windsor. Clean, cozy, and set up for both short visits and longer stays.brbrWhat’s included:brbrPrivate spacebrbrParking on-site (driveway)brbrLarge-screen TV with NetflixbrbrKitchenette with the essentialsbrbrFood, shopping, and banks within ~2 kmbrbrQuick drive to Riverside / riverfront

1

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1

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2

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$171.46

/ Nightly

Apartment

Luxury Unit Windsor (4-plex) 5 minutes to Ambassador Bridge

Windsor, Ontario, Canada

Welcome to our stylish retreat in a brand-new four-plex! This spacious two-bedroom unit is perfect for both short and extended stays, offering comfort and modern amenities. Ambassador bridge is 5 minutes away.brbrIn our unit you'll find a bright living room with contemporary furnishings. brbrThe unit includes a fully equipped kitchen.br brBoth bedrooms are spacious and filled with natural light. The unit includes two elegantly designed bathrooms (1 shower).brbrGuests are able to park right at front

2

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1

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4

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$99.11

/ Nightly

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245 Elliott · Centrally located 3BDRM home in CityCore!

Windsor, Ontario, Canada

This welcoming 3-bedroom home in the city’s core offers everything you need for a comfortable stay. The home features a full kitchen, washer and dryer, full bathroom with tub, and a large, open living room with a TV - perfect for relaxing after a day of exploring.brbrEnjoy the comfort of Wi-Fi, AC, and forced-air gas heating. The home includes five beds making it ideal for families or groups.brbrClose to all downtown amenities, this home provides the perfect balance of comfort and convenience.brbrThis house has been renovated and freshly painted. It is bright and welcoming. The kitchen has fridge and stove, pots & pans, dishes, glasses and utensils. The bathroom features a full tub/shower, all towels and washer & dryer. The beds include all linens and blankets. The living room has plenty of seating and a large TV with netflix. Just a short walk to the grocery store and close to the Transit Windsor bus system.brbrGuests are provided with a keyless entry code for easy and convenient access and plenty of free street parking.brbrPublic TransitbrTransit Windsor operates buses with routes connecting to downtown Windsor, the University of Windsor and other parts of the city. You can access buses that connect to the Detroit-Windsor Tunnel bus, providing an easy cross-border option to downtown Detroit. brbrRideshare and TaxisbrRideshare services like Uber and Lyft are widely available in Windsor making it easy to travel.brbrThis unit is not shared with a private entrance.brbrThis house is in a residential area in the downtown core close to a grocery store.

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7

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$83.81

/ Nightly

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1037 Assumption · Brand new 1-bedroom house by the Riverfront

Windsor, Ontario, Canada

Cozy house includes 1 bedroom with 2 twin beds, bathroom, open concept kitchen/living room. Includes washer and dryer, bedding, towels, pots and pans, dishes, glassware and cutlery. Minutes away from downtown. Can sleep four but two is more comfortable. Enjoy easy access to everything from this centrally located home base.brbrCozy house includes 1 bedroom with 2 twin beds. Bathroom includes full size tub/shower. Linens and towels provided. Open concept kitchen/living room includes washer and dryer, pots and pans, dishes, glassware and cutlery. Full size fridge, microwave and stove with oven allows you to cook and store your own meals. Sit down and relax watching the big screen TV with wifi. Minutes away from downtown and a couple blocks from the Detroit River with its scenic views. Sleeps four but two comfortably. Enjoy easy access to everything from this centrally located home.brbrGuests have the entire house to themselves, including convenient en suite laundry and free parking in the driveway. Enjoy your morning coffee or evening unwind time on the large front porch.brLocated just one block from Riverside Drive, this home sits in the heart of Walkerville — one of Windsor’s most vibrant and historic neighborhoods. You’ll be within walking distance to popular restaurants, cafés, and shops, as well as the scenic Windsor Riverfront Trail, perfect for walking, jogging, or cycling while taking in the impressive views of Detroit’s skyline.brbrYou can contact me anytime if you need anything. :-)brbrBeautiful Walkerville, Neighbourhood is mainly residential with a mixture of multi family and single family dwellings. Walking distance to all the popular restaurants nearby.brbrFree parking on site a block away from Riverside Drive with bike trails and bus routes nearby.brbrCultural Attractions brbrDieppe Gardens - a beautiful spot along the waterfront with manicured gardens, memorials, peacefull seating areas and stunning views of the Detroit skyline.brArt Gallery Windsor-Essex - Art gallery showcasing incredible works from local and international artists.brbrDining and NightlifebrbrThere is a diverse selection of dining options from cozy cafes to interntional cuisine and local pubs. There is a vibrant nightlife downtown including bars, lounges and nightclubs. brbrHistorical CharmbrbrHistoric Assumption Church, one of the oldest Ctholic churches in Ontario with beautiful architecture. brbrClose to Olde Walkerville, a charming district known for its rich history, boutique shopping, unique dining experiences and Walkerville homestead.

1

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1

Bath

4

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$82.13

/ Nightly

Apartment

804 · New Build Bright 2 Bdrm Unit

Windsor, Ontario, Canada

Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, close to conveniences and in the downtown core. Perfect for long term stays.brbrLocated on a corner lot, in the downtown core, this unit is on the first floor and offers 2 bedrooms, dining area, full kitchen, living room and bathroom. The master bedroom features a 40 TV and a queen size bed, the second bedroom offers twin bunk beds.brbrThe private entrance is located off the front porch and has a keyless entry system for your security.

2

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1

Bath

4

Sleeps

$91.04

/ Nightly

Apartment

1036 Assumption · Bright 3 BDRM Unit Perfect for Longer Stays

Windsor, Ontario, Canada

Enjoy easy access to everything from this perfectly located downtown home. This clean, bright, and fully remodeled 3-bedroom apartment offers modern comfort in the heart of the city — close to the Casino, restaurants, and just steps from the scenic Riverfront.brbrA city park and playground are only a few steps away, perfect for families or guests who enjoy the outdoors.brbrTake advantage of a our discount for stays over 28 days!brbrEnjoy your stay in this newly renovated three-bedroom unit located in the heart of Walkerville. You’ll be just steps away from the park, basketball court, riverfront, and Casino, and within walking distance to all the nearby restaurants and cafés.brbrConvenient keyless entry allows for easy 24/7 self check-in and access.brbrEn suite laundry, park and basketball court right out back. This unit has 3 bedrooms with 4 beds, bathroom with tub/shower, full kitchen, dining room with dining table and private exit to the back yard.brbrFeel free to call me if you need anything. :-)brbrNestled right in Walkerville, walking distance to all the popular restaurants and Walkerville theater. Block away from Riverside enjoy beautiful, walks on the river and enjoy the Detroit skyline.brbrFree parking for your car bike trails on Riverside just a block away close to bus routes.brbrNeighbourhood Highlightsbrbr1. Proximity to the WaterfrontbrJust a short walk away, enjoy scenic views of the Detroit River at Windsor's famous Riverside Drive.brThe Windsor Riverfront Trail is perfect for walking, jogging, or cycling with stunning views of Detroit's skyline.brbr2. Cultural AttractionsbrDieppe Gardens: A beautiful spot along the waterfront with manicured gardens, memorials, and peaceful seating areas.brArt Windsor-Essex (AWE): A nearby art gallery showcasing incredible works from local and international artists.brbr3. Dining and NightlifebrThe neighbourhood is home to diverse dining options, from cozy cafes to international cuisine and local pubs.brVibrant nightlife options, including bars and lounges, are just a short stroll or drive away.brbr4. Historical CharmbrLocated near historic Assumption Church, one of the oldest Catholic churches in Ontario, with beautiful architecture.brbrClose to Olde Walkerville, a charming district known for its rich history, boutique shopping, and unique eateries.brbr5. AccessibilitybrConveniently located near public transit, making it easy to explore other parts of Windsor.

3

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5

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$117.29

/ Nightly

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902 - Stylish Waterfront Executive Condo

Windsor, Ontario, Canada

Enjoy a stylish stay in this centrally located executive waterfront condo. Relax on one of two private balconies and watch ships glide by, or unwind by the fireplace in the cozy living room. Featuring modern finishes, beautiful water views, and a prime location, this condo offers the perfect blend of comfort and sophistication. Cooking utensils, fresh linens, and underground parking are included.

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$44.91

/ Nightly

Private Vacation Home

Affordable Downtown Private Room in a House (Ferdowsi)

Windsor, Ontario, Canada

Enjoy easy access to everything from this perfectly located home base.brbrYour bedroom is on the main floor, facing the backyard. It has a comfortable queen bed, closet, and desk. The house is steps away from the coffee shops, bus stops, grocery stores, and beautiful Jackson Park. It is located in the heart of town, close to the border tunnel, University of Windsor, and highways.brbrGuests have full access to the shared living room, dining room, kitchen, full bathroom, laundry room, and driveway parking.

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$124.25

/ Nightly

Private Vacation Home

Lux. Modern Blue Heron Home Fireplace, Garage, Pet-Friendly, easily accessible!

Windsor, Ontario, Canada

This space was designed to be a home away from home for those traveling to Windsor. Located in a friendly, family neighbourhood on the boarder of Tecumseh and East Riverside. Parks, Blue Heron pond, Ganatchio Trail, beach and marina all close by! For those looking for a place to stay while working at the Battery Plant, this place is for you! Weekly and monthly rentals are available ! All sports fans and families, luckily for you, WFCU and Tecumseh arena are just around the corner!

2

Bed

2

Bath

4

Sleeps

$81.14

/ Nightly

Apartment

221 · New Build Open 2 Bedroom Unit

Windsor, Ontario, Canada

Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, open, close to conveniences and in the downtown core. Perfect for long term stays.brbrLocated on a corner lot, in the downtown core, this unit is on the second floor and offers 2 bedrooms, dining area, full kitchen, living room and bathroom. The master bedroom features a 40 TV and a queen size bed, the second bedroom offers twin bunk beds.brbrThe private entrance is located off the back stairwell and has a keyless entry system for your security. Guests have use of the entire unit.

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$165.75

/ Nightly

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Beautifully renovated home in historic Walkerville.

Windsor, Ontario, Canada

Welcome to Adams Place in the center of beautiful historic Walkerville. brCommissioned in the booming times of Hiram Walker and Henry Ford, this newly renovated historic home has all the amenities for a comfortable vacation or business stay.brbrThis SECOND floor unit boasts a large balcony which overlooks the wonderful Willistead Park, which is the property surrounding Willistead Manor and contains over 300 trees of several varieties. Relax with a glass of wine and people watch under a perfect shade tree from this private perch. Enjoy casual walks in the beautifully landscaped gardens of the park or walk the hood and take in the historic mansions of yesteryear. End your day in this well equipped apartment, two large bedrooms with queen size beds and high thread count cotton linens. Two full bathrooms, upper floor bath has a reconditioned original claw foot tub / shower combination. Lower floor includes full contemporary bath, large family room with comfy reclining Lazyboy furniture , and for the active traveler a quaint gym.brbrAdam's Place is close to trendy Walkerville shops, restaurants, breweries, and the historic Hiram Walker Distillery. Within walking distance you can stroll Erie Street, Windsors Little Italy, which is lined with fabulous award winning restaurants and cafe's. Nearby Ottawa street is home to our Farmers Market.brAdam's Place is also a great starting point to explore Essex County Wineries and National Parks such as Fort Malden and Point Pelee. Of course the Casino and downtown Windsor nightlife is minutes away by car. This location is conveniently located minutes from the Detroit Tunnel, perfect for US visitors or Canadians looking for an International Vacation!br

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$92.82

/ Nightly

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The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!

Windsor, Ontario, Canada

Welcome to The Boho Oasis! Our studio apartment is fully stocked with luxurious furniture, a fully-equipped kitchen, and features farmhouse, industrial, and bohemian themes. Enjoy high-speed wifi, and space for one car on the driveway with private back entrance.brbrLocated in a quiet neighborhood with easy access to local restaurants, grocery stores, parks, and the Detroit River just 10-minute walk. Ideal for anyone seeking a trendy and comfortable stay!brbr The space:brLuxurious retreat in the heart of Windsor, Ontario. This stunning open-plan studio basement apartment features everything you need for a comfortable stay, including a fully stocked kitchen, ensuite bathroom, and a heavenly ultra-comfortable king-size bed.brbrIndulge in the tranquil atmosphere. The furniture is mostly black with dark wood or white, adding a touch of sophistication to the space. The ensuite bathroom is modern and features all the necessary amenities.brbr* Comes with a Smart TV with cable channels, streaming, and multiple apps preinstalled, such as Netflix, Disney+, Amazon Prime Video, Pluto TV, Roku Channel, Tubi TV, and many more channels pre-installed.br* Fast Wi-Fi connection.br* Nice hosts and neighbours.br* Private neighborhood.br* Clean apartment!brbr Guest access:brSelf-check in available. Guests have their own separate private entrance, with a digital lock, the password is reset every time. The host lives upstairs and is available to help with anything during daytime hours and via text.brbr About the NeighborhoodbrEXCELLENT LOCATION!! GREAT NEIGHBOURHOOD! QUIET COURT! YOU WON’T FIND A BETTER LOCATION!br- Quiet neighbourhood, very quiet and safe street (cul-de-sac).br- 10-minute walk to NoFrills Grocery Store.br- 6-minute walk to Shoppers Drug Mart or the local convenience store.br- 4-minute walk to McDonald’s, Subway, and other local restaurants.br- 8-minute drive to Tecumseh Mallbr- 14-minute drive to Devonshire Mallbr- 5-minute walk to the Detroit River! Beautiful views!br- Close to multiple parks! Walk to parks such as Reaume Park, Alexander Park, Coventry Gardens, Riverside Drive.br- 5-minute drive to Ford Test Track Park (10-minute bike ride)br- 12-minute drive to University of Windsor (or we’re next to Line 2 that can take you directly there).brbr GETTING AROUND:br- Private Back Entrancebr- Space for one car on the drivewaybr- 20-minute drive to the Windsor International Airport!br- 35-minute drive to Detroit International Airport (DTW).br- 24/7 DTW Airport Shuttle available for a fee.br- 10-minute drive to the Train Station. (Also close to the bus line that can take you there)br- Next to multiple bus lines and bike lanes on adjacent and parallel streets.brbr Other things to note:br* We do not provide Kleenex or washcloths. If you use washcloths, please bring your own.br* Apartments A and B are completely separate apartments, guests do not share them.br* There is no bathtub; shower only.br* There is no oven.

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1

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$96.82

/ Nightly

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1032 Assumption · Trendy 3 BedRoom Perfect for Long Stays

Windsor, Ontario, Canada

Clean, Bright, Remodelled 3 Bedroom Apartment conveniently located in downtown core. Enjoy easy access to everything from this perfectly located home. Close to the Casino and steps away from the Riverfront! Huge discount for stays over 28 days!brbrNewly renovated three-bedroom in the heart of Walkerville. Steps away from the park basketball court riverfront and casino walking distance to all the restaurants nearby. Keyless entry to the unit provides check-in and access 24/7.brbrFeel free to contact me if you have any questions. I’m glad to help :)brbrNestled right in Walkerville, walking distance to all the popular restaurants and Walkerville theater. Block away from Riverfront enjoy beautiful, walks on the river and enjoy the Detroit skyline.brbrAmple free parking right on the street.brbrNeighbourhood Highlightsbrbr1. Proximity to the WaterfrontbrJust a short walk away, enjoy scenic views of the Detroit River at Windsor's famous Riverside Drive.brThe Windsor Riverfront Trail is perfect for walking, jogging, or cycling with stunning views of Detroit's skyline.brbr2. Cultural AttractionsbrbrDieppe Gardens: A beautiful spot along the waterfront with manicured gardens, memorials, and peaceful seating areas.brbrArt Windsor-Essex (AWE): A nearby art gallery showcasing incredible works from local and international artists.brbr3. Dining and NightlifebrThe neighbourhood is home to diverse dining options, from cozy cafes to international cuisine and local pubs.brVibrant nightlife options, including bars and lounges, are just a short stroll or drive away.brbr4. Historical CharmbrLocated near historic Assumption Church, one of the oldest Catholic churches in Ontario, with beautiful architecture.brbrClose to Olde Walkerville, a charming district known for its rich history, boutique shopping, and unique eateries.brbr5. AccessibilitybrConveniently located near public transit, making it easy to explore other parts of Windsor.brThe Detroit-Windsor Tunnel and Ambassador Bridge are minutes away for easy cross-border access to Detroit.brbr6. Community AmenitiesbrNearby grocery stores, convenience shops, and pharmacies make it easy to get everything you need.brParks and green spaces for outdoor recreation, including Mic Mac Park and Jackson Park a short drive away.

3

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6

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Vacation Rentals By Owner In Windsor, ON

$75.01

$111.27

$78.97

$110.23

$84.94

$93.21

$177.17

$67.56

$171.46

$99.11

$83.81

$82.13

$91.04

$117.29

$44.91

$124.25

$81.14

$165.75

$92.82

$96.82

Most popular vacation rentals in Windsor

$118.78

$164.02

$157.85

$143.46

$140.76

$140.53

$134.69

$134.14

$130.64

$104.35

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