Vacation Rentals By Owner In Windsor, ON

Located in the heart of Walkerville, this 2-bedroom reconstructed hotel room is the perfect choice for couples or travelling executives looking for a comfortable and convenient stay. The property offers onsite parking, and complimentary wifi throughout your stay. For a quick coffee or a delicious meal, Taloola Cafe is conveniently located on the ground floor. The hotel is situated near the Hiram Walker & Sons Distillery, and steps from great places to eat, drink and be merry!brbrFormerly a hotel, the Crown Inn is a late 19th century, four-storey, red brick structure with both Queen Anne and Romanesque Revival style design elements.brbrLocated on Devonshire Road in the heart of early WalkervillebrbrYou will enter the building via the front door. There is a lockbox beside the front door with a key on a retractable wire. Use the code we will send in a separate message to unlock the door and place the key back into the lockbox (make sure to change the numbers!)brbrWe`re not available to meet in person, but please reach out on the app so we can help you with any needs you may have.brbrThe building is currently under renovations. Be aware that there may be drywall and other renovation materials in the hallway. be assured that your unit is perfectly clean, so we ask you to pardon the mess. The building is being fully renovated to bring it back to it`s former glory as the Crown Inn, while adding a number of modern features to bring it to the 21st century.brOur house rules are indicated below, please review them carefully, as we set out strict measures for all rules listed. Thank you!`br1. No shoes to be worn inside the home.br2. Quiet hours start at 10 pm on weeknights and 11 pm on weekends.br3. No smoking on the property, including outside. If you must smoke, please find another location to smoke.br4. Pets must be registered.br5. No parties and/or large social gatherings. No events, birthdays, bachelor or bachelorette stays. Please be transparent and honest. Guests partying will be asked to vacate the property immediately without a refund.br6. We do a towel count and bed sheet count prior to you checking in. Kindly ensure none is taken out of the property.br7. Sheets and/or towels should not be stained. We understand there is normal wear and tear, but guest should do their utmost to keep towels and sheets the way they found them.br8. Check-in and Check-out times are MANDATORY unless scheduled and confirmed at a minimum of 24 hours in advance and if we are able to accommodate without double booking. Our cleaners are on tight schedulesbr9. All guests per night must be registered. Please be honest. We must coordinate cleaners and inventory based on the number of guests that occupy the unit.br10. Please leave all shoes at the front door and do not wear them throughout the house.br11. Please do not damage/take or loose anything on the property. Please do not leave any personal belongings behind during your stay. We will not be held responsible for lost/ misplaced or stolen items.br12. Lock all windows and doors if you are not home.br13. Turn off all lights when not in use.br14. If there is any maintenance issue, please contact us so we can send someone to fix it.br15. Garbage is not to be left inside the unit upon check-out. Please dispose off all garbage inside the unit to the outdoor bins.br16. Garbage, recycling, and organic wastes are to be disposed off properly and up to city regulations.br17. No Moving / Rearranging of the furniture.br18. No unplugging of electronics like TVs, cable boxes, lamps, Roku sticks, etc.br19. Our time of operation is Monday-Sunday from 9 AM-1:30 AM EST, and our check-in time is between 4 PM-11 PM

Bed & Breakfast

Executive 2BD 58` TV+Wifi+AC+Parking+Kitchen

Windsor, Ontario, Canada

Bed

Bath

Sleeps

Exceptional(1)

$107.78

A bright, private two-bedroom main-floor suite designed for a comfortable stay for up to 4 guests. Whether you are in town for work, visiting family, or need a convenient home base for a longer stay, you will enjoy a simple one-level layout with a full kitchen, cozy living room, dining area, and a standout bathroom that feels like a spa refresh at the end of the day.brbrThe suite is fully private with easy self check-in and a quiet setup that’s great for rest and routine. brbrLaundry: Guests have access to shared laundry 24/7. The washer and dryer are located in the unfinished basement utility area, accessed via a shared indoor stairwell.brbrIdeal for couples, small families, professionals, and extended stays—clean, practical, and comfortable from day one.

Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$218.14

Experience an elevated way of living at our opulent property that boasts an unrivalled location at the heart of the city. This residence invites you to delve into a world of sophistication and style, perfectly blending urban chic with homely comfort. Providing exceptional access to the city`s renowned sights, this luxurious abode promises both unmatched convenience and ultimate comfort to curate an unforgettable stay filled with unique city moments.br1. No shoes to be worn inside the home.brbr2. Quiet hours start at 10pm on week nights and 11pm on weekends.brbr3. No smoking indoors. Any cigarette butts are to be disposed of off the property. **Evidence of smoking inside the property will result in a $500.00 fine charged to guests**brbr4. Small pets are allowed for an additional fee. Any evidence of unannounced or unpermitted pets will be subject to a $500 fee.brbr5. No parties and/or large social gatherings. **There is a $250.00 surcharge charged to groups that are deceitful about the use of the house. Please be transparent and honest. Guests partying will be asked to vacate the property immediately without refund.**brbr6. Check-in and Check-out times are MANDATORY unless scheduled and confirmed at a minimum of 24 hours in advance and if we are able to accommodate without double booking. **$50.00/hour penalty will be applied if you fail to check-out by 11am or by the agreed upon check-out time. My cleaners are on tight schedules**brbr**Reservation Extension Policy:brbrGuests looking to extend their stay are welcome to do so, subject to availability. Please note, we require a 48 hour notice MINIMUM prior to checkout time to extend without penalty.brbrAll extension requests that are between 24-48 hours before checkout time are subject to an additional 50% of the cleaning fee to reschedule cleaners.brbrAny extension request that is less than 24 hours before checkout time will be subject to an additional cleaning fee.brbrPlease note that all additional fees must be paid first before an extension is confirmed. brbr7. A surcharge of $100.00 per undeclared guest per night will be applied for unapproved guests. Please be honest. We must coordinate cleaners and inventory based on the number of guests that occupy the unit.brbr8. LOST KEYS are subject to a $500 replacement fee. Lost keys and fobs cause disruptions in operations and could affect following guest reservations. brbr9. If any personal property is damaged/lost/stolen or if the cleaning company requires additional time to clean up, you will be charged accordingly.brbr10. Lock all windows and doors if you are not home.brbr11. Turn off all light when not in use.brbr12. If there is any maintenance issue, please contact me directly so I can send someone to fix it.brbr13. Garbage bins are located outside the front door. Garbage bins should be brought out to the curb on Wednesdays after 6pm. brbr14. Waste is to be disposed of properly and sorted to city regulation in the garbage and recycling bins. **$50.00 surcharge charged to guest who fail to follow proper waste protocol. My cleaners will have to dedicate time to re-sort waste correctly.**brbr15. Please do not move furniture or décor. Furniture and décor is to remain in its original place at the time of check-out.brbr16. Guests are responsible for their own consumables after the initial reserve provided is used.

Spacious 4BR Little Italy Retreat

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$66.98

Upper Level 2 Bedroom Unit in the heart of Sandwich Town, Windsor. Family oriented neighbourhood, right beside Gordie Howe International Bridge which is the new bridge connecting to the United States.brbrThe 2 Bedroom apartment features a large Kitchen with dinning area, 2 fully furnished rooms, one with a Queen size bed and the other one with a modern sofabed that can become a twin or queen size bed. 55”flat screen smart TV. All dinnerware, cutlery and Kitchen ware and utensils also on deck. brFull bathroom with soap and shampoo.brRelax at our cozy 2 bedroom whenever you come down to Windsor and explore the beautiful town of Sandwich town.

2 Bedroom Cozy Accomodation

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$81.4

Beautiful two bedroom apartment with view of ambassador bridge on its own private balcony.brOne bedroom features a double bed with a walk in closet and the other has a tv and couch with a fire stick. There is a queen sized air mattress that can be used for extra guests. The living room has a dining table with fun games to play and the apartment also has a full kitchen and bathroom.

The Best Stay

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$134.72

This 4 bedroom 1.5 bath townhouse in Roseville Gardens (Windsor) makes the perfect short-term or long-term rental. This home comes furnished and has been updated throughout. Featuring a new kitchen, updated bathrooms, freshly painted and new heating and cooling system. Your rent would include all your utilities, high speed internet and once monthly maid service (for longer term stays).brbrIdeally situated near EC Row Expressway and within walking distance to major shopping areas. Close to Casino, close to downtown. Rent negotiable for longer term stays.brbr

4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks

Windsor, Ontario, Canada

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Sleeps

Select Dates for Price

Condo

Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.

Windsor, Ontario, Canada

Beautiful and elegant 3rd floor condo in prime location. 1100 square feet of luxury living with 2 bedrooms and 2 Bathrooms. Open concept, fully furnished, with modern appliances, Wi-Fi, and high speed internet.brbrIdeally situated close in Windsor, close to the water and beautiful park lands, with good shopping nearby.brbrPlease note that this property is offered for longer term stays only, a minimum of 4 months. Rates negotiable for longer term stays.

Bed

Bath

Sleeps

$149.13

Cozy 1 bedroom suite in Walkerville, Windsor. Perfect for solo travellers, couples, and business travelers. The home features a large kitchen, living area, bedroom, and washroom with a washer and dryer. 5 minutes from Windsor University, grocery stores, and restaurants. 10 minutes from Central Parks Athletics and Devonshire Mall. 15 minutes from WCFU Centre, Windsor Airport, NextStar Energy, Flex-Ion Battery Plant, and the Ford Plant. Relax in comfort and enjoy easy access to all the essentials!brbrThis suite features a large kitchen/dining area, living room, a full bathroom, and a bedroom. All bedrooms have closet space and both washrooms have a vanity, toilet, and a shower or bathtub.brbrThe living room is tastefully furnished and decorated with a sofa bed, a comfy armchair, and a 50-inch smart TV installed with Bell`s Fibe TV, Netflix, Youtube, and other streaming platforms (please use your streaming account). Our internet is powered by Bell`s Gigabit Fibe 1.5 Gbps high-speed internet.brbrThe dining area features a round dining table and 4 comfortable dining chairs. brbrThe bedroom features a sturdy queen sized bed with a memory foam mattress, bedside tables with lighting, and ample closet space.brbrThe kitchen is fully equipped with a fridge, oven, microwave, toaster, coffee machine and a long countertop for extra space while cooking.brbrOur washroom is very spacious and comes stocked with shampoo, hair conditioner, body wash, and hand soap. The washer and dryer are located in the washroom.brbrYour unique security code will be sent to you before your arrival. This code will be active for the duration of your stay and can be used to freely lock and unlock the front door.brbrYou will have access to all areas of the house.brbrFeel free to send me a message if you have any questions.br1. No shoes to be worn inside the home.brbr2. Quiet hours start at 10pm on week nights and 11pm on weekends.brbr3. No smoking indoors. Any cigarette butts are to be disposed of off the property. **Evidence of smoking inside the property will result in a $500.00 fine charged to guests**brbr4. Small pets are allowed for an additional fee. Any evidence of unannounced or unpermitted pets will be subject to a $500 fee.brbr5. No parties and/or large social gatherings. **There is a $250.00 surcharge charged to groups that are deceitful about the use of the house. Please be transparent and honest. Guests partying will be asked to vacate the property immediately without refund.**brbr6. Check-in and Check-out times are MANDATORY unless scheduled and confirmed at a minimum of 24 hours in advance and if we are able to accommodate without double booking. **$50.00/hour penalty will be applied if you fail to check-out by 11am or by the agreed upon check-out time. My cleaners are on tight schedules**brbr**Reservation Extension Policy:brbrGuests looking to extend their stay are welcome to do so, subject to availability. Please note, we require a 48 hour notice MINIMUM prior to checkout time to extend without penalty.brbrAll extension requests that are between 24-48 hours before checkout time are subject to an additional 50% of the cleaning fee to reschedule cleaners.brbrAny extension request that is less than 24 hours before checkout time will be subject to an additional cleaning fee.brbrPlease note that all additional fees must be paid first before an extension is confirmed. brbr7. A surcharge of $100.00 per undeclared guest per night will be applied for unapproved guests. Please be honest. We must coordinate cleaners and inventory based on the number of guests that occupy the unit.brbr8. LOST KEYS are subject to a $500 replacement fee. Lost keys and fobs cause disruptions in operations and could affect following guest reservations. brbr9. If any personal property is damaged/lost/stolen or if the cleaning company requires additional time to clean up, you will be charged accordingly.brbr10. Lock all windows and doors if you are not home.brbr11. Turn off all light when not in use.brbr12. If there is any maintenance issue, please contact me directly so I can send someone to fix it.brbr13. Garbage bins are located outside the front door. Garbage bins should be brought out to the curb on Wednesdays after 6pm. brbr14. Waste is to be disposed of properly and sorted to city regulation in the garbage and recycling bins. **$50.00 surcharge charged to guest who fail to follow proper waste protocol. My cleaners will have to dedicate time to re-sort waste correctly.**brbr15. Please do not move furniture or décor. Furniture and décor is to remain in its original place at the time of check-out.brbr16. Guests are responsible for their own consumables after the initial reserve provided is used.

The Serene Walkerville Stay

Windsor, Ontario, Canada

Bed

Bath

Sleeps

Exceptional(20)

$212.28

Beautiful riverside home within minutes of Caesars Windsor Casino, downtown Windsor, Ambassador bridge, Tunnel, UWindsor campus, Sandwich town, and more.brSnooker table (pool also playable), Sun Room with electric fireplace, br4 Queen beds and couches(extra air mattress also available if needed). brLarge dining table and balcony on second level bedroom with views of the Detroit skyline and Ambassador bridge.brbrEnjoy a walk along the riverfront, bars and restaurants in Sandwich town and downtown Windsor, watch some shows at Caesars Windsor Casino, and just 10 mins from Walkerville.brbrPets on a case by case basis.

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$156.5

Welcome to your relaxing getaway in South Windsor, Ontario, a quiet and family-friendly neighbourhood close to everything. This modern three-bedroom, two-bath home blends comfort and convenience with a bright open layout, stylish décor, and a peaceful backyard retreat.brbrYou'll be just minutes from St. Clair College, the University of Windsor, Devonshire Mall, and major routes like E.C. Row Expressway and Highway 401, making it easy to explore Windsor or cross into Detroit. After a busy day, unwind in cozy bedrooms, cook in the fully equipped kitchen, or enjoy an evening on the patio.brbrWhether you are in town for work, study, or a weekend escape, this South Windsor stay offers modern comfort in a welcoming community, making it the perfect home base for your visit.

Modern 3-Bed, 2-Bath in South Windsor

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$118.78

Enjoy the comfort of this bright, contemporary 2-story semi-detached house, a lovely space to relax for visitors or working professionals.brbr✔ 2 memory foam queen beds + sofabr✔ Work station with ergonomic chairbr✔ High speed Wi-Fi internetbr✔ 50” smart TV + Netflixbr✔ Laundry machinesbr✔ Cookware & cutlerybr✔ Free parking for up to 2 cars in one linebrbrLocationbr✔ 3 min drive to Ottawa street with shopping and restaurantsbr✔ 9 min drive to downtown Windsorbr✔ Steps away from bus stopsbrbrThe spacebr✔ The home is a semi-detached house and has 2 floor levels.br✔ 2 bedrooms are on the upper floor. Each has a queen bed that sleeps 2.br✔ Living room, bathroom, and kitchen are on the main floor.br✔ The front entrance has a few steps of stairs.br✔ Parking is available for 2 vehicles in a straight line next to the house. br✔ The front door has a keypad lock.brbrDetails to notebr♦ There is no dishwasher in the unit.br♦ You will hear the sound of vehicles driving past the house.br♦ This semi-detached house shares a wall with another household living on the other side, so you may hear noise coming from the other side (e.g. walking, talking, stairs, etc).br♦ There is a cemetery across the street where you might see visitors placing flowers.br♦ We provide a limited starter set of basic supplies such as toilet paper, liquid soap, paper towel, dishwashing detergent, salt/pepper/sugar, tea, and coffee. Guests are responsible for items beyond what’s provided.br♦ While we mow the lawn in our backyard, the landscaping of the edges may not be perfectly trimmed. Thanks for your understanding!

Navy gold dream - 2 bedroom house w/ work station

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$101.01

Spacious and comfortable 1-bedroom unit featuring a queen-size bed, comfortable couch, 75” TV, full kitchen, dining area, fast WiFi, and free outdoor parking. brbrLocated just a 3-minute walk from the University of Windsor, with restaurants, bus stops, banks, pharmacies, and convenience stores nearby. brbrConvenient access to Highway 401 and the Ambassador Bridge to the US. Perfect for students, working professionals, business trips, vacations, visiting family or friends, and both short-term and long-term stays.

Cozy 1BR Retreat Near University of Windsor and Ambassador Bridge

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$67.74

This Cozy 2 Bedroom Basement Suite features large private bathroom with large standing shower with seating. Also large dinning table with tableware and all Kitchen utensils needed. Cooktop to make fast good meals, microwave, fridge and coffee maker with pods to enjoy your morning breakfast. This place is located in a family oriented neighborhood and it's a really quiet stay for those who want to relax while still being in the city. 5 minutes away from Walmart, LCBO, the mall and many other restaurants to explore.

Cozy 2 Beds Basement Suite

Windsor, Ontario, Canada

Bed

Bath

Sleeps

Exceptional(6)

$246.77

Kick back and relax in this calm, stylish space. 2mins to Lasalle, 3mins to windsor crossing mall, 2mins to Hwy 401, 12mins to windsor casino, downtown windsor and border. brThis luxury 1 bedroom, 1 bath and a den smart home is located in most sought after area of south windsor. With lots of amenities like 20x40 pool, patio and fully equipped kitchen.brGuest AccessbrYou can self check in 24/7 with an access code to the lower level unit/basement.brOther things to notebrNoSmoking/NoVaping indoor. No Pets allowed. Any Extra Guest is $50 per guest per night. No unauthorized guest

Modern Spacious 1 bedroom and a den home (Lower Unit)

Windsor, Ontario, Canada

Bed

Bath

Sleeps

Exceptional(4)

$367.41

Incredible size pool, hot tub, serene Lakeview in the neighbourhood, good spot for family getaway with fully set up kitchen. Vacation spot backyard with everything you need including fire pit, grill and so on. Have fun with the whole family at this stylish place. 2mins to Lasalle, 3mins to windsor crossing mall, 2mins to Hwy 401, 12mins to windsor casino, downtown windsor and border. brThis luxury 4bedroom, 3bath smart home is located in most sought after area of south windsor. With lots of amenities like 20x40 pool, hot tub, patio, fully equipped kitchen.brGuest AccessbrYou can self check in 24/7 with an access code to main unit.brOther things to notebrNoSmoking/NoVaping indoor. No Pets allowed/ $50 per extra unauthorized guest/ no food and alcohol by the pool or hot tub.

Luxury getaway with pool and hot tub - family retreat

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$98.06

Enjoy a fully renovated 2-bedroom, 1-bath home in quiet East Windsor. Perfect for families or professionals, this clean, fully equipped space includes a bright living room, kitchen, and fast Wi-Fi. Free driveway and street parking make getting around easy. Conveniently located near Windsor Regional Hospital: Metropolitan Campus, Windsor Airport, Tecumseh Mall, easy access to EC Row Highway, and local parks. It’s a peaceful stay close to everything you need.brbrThe spacebrThis is the upper unit of a duplex house. The basement is a rental that is currently vacant.brbrOther things to notebrbrWe provide an initial supply of consumables for your convenience. Should you need more during your stay, we encourage you to bring or purchase your own.

Bright 2 beds, 1 bath home with large yard and close to Airport and Shopping

Windsor, Ontario, Canada

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Bath

Sleeps

$141.82

These brand new unique and stylish place to stay is one of a kind. Great for company stays. The space boasts grand high ceilings, beautiful boutique style decor, 3 bedroom with 3 private ensuite baths. The unit includes a full kitchen, washer & dryer and a beautiful balcony for some R&R. These units are purpose built for transient and out of town workers. Privacy and comfort are paramount in this unit . Come be one of the first, to stay in these beautiful spacious units !

New 10-18ft Ceilings Townhome-3 bed with 3 Ensuite Baths

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$219.93

What is better than Relaxing on a waterfront home in a prestige district, with a huge front and back yard to make your eyes move from the green grass to the aqua blue water. Very nice and quiet neighborhood, one for luxury and a lifestyle to rejuvenate and recharge your strength again.brInvite your friends and family to enjoy this natural life area facing the yachts, with the freedom of using your own boat or canoe on water, sharing the calm and picturesque waters of Lake St Clair.

Cozy waterfront hideaway for seekers to relax

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$143.46

JUST LISTED! Welcome to this 2-story semi-detached house, a comfy getaway to unwind for visitors or working professionals. Make yourself at home!brbr✔ 2 memory foam queen beds + sofabr✔ Work station with ergonomic chairbr✔ High speed Wi-Fi internetbr✔ 50” smart TV + Netflixbr✔ Laundry machinesbr✔ Dishwasherbr✔ Free parking for up to 2 cars in one line (narrow driveway)brbr✔ 3 min drive to Ottawa street with shopping and restaurantsbr✔ 9 min drive to downtown Windsorbr✔ Steps away from bus stopsbrbr✔ The home is a semi-detached house and has 2 floors.br✔ 2 bedrooms are on the upper floor. Each has a queen bed that sleeps 2.br✔ Living room, bathroom, and kitchen are on the main floor.br✔ The front entrance has a few steps of stairs.br

Comfy dream • 2 beds • Netflix • fast wifi

Windsor, Ontario, Canada

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Sleeps

Most popular vacation rentals in Windsor

$118.78

Navy gold dream - 2 bedroom house w/ work station

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$164.02

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$157.85

Condo

Luxury Condo Windsor/LaSalle Ontario

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$143.46

Comfy dream • 2 beds • Netflix • fast wifi

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$140.76

Bright & colorful downtown gem with free parking

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$140.53

Full House 3 bedrooms 2Washrooms

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$134.69

Bed & breakfast

Two Bedroom Luxury apartment in Walkerville.

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$134.14

3BR Modern New Home By the Ambassador Bridge & Gordie Howe International Bridge.

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$130.64

Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.

Windsor, Ontario, Canada

Bed

Bath

Sleeps

$104.35