Windsor Rentals
From $218 per night (USD)VRBO
New 4BR |Main Floor -Ensuite |Group & Family |Free Parking | Weekend & Long-Stay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
✨ Premium 4BR • 3.5 Bath • New‑Build Home Perfect for Large Groups & Gatherings - Winsor Getaway A modern, brightly li ...
From $218 per night (USD)VRBO
From $201 per night (USD)Expedia
3BR Modern New Home By the Ambassador Bridge & Gordie Howe International Bridge.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your comfortable, stylish home base in historic Sandwich Town, Windsor, WEST, ON. Ideally located for work tr ...
From $201 per night (USD)Expedia
From $176 per night (USD)VRBO
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious Living Area - Thoughtfully designed with plush seating, a large smart TV,fireplace & elegant décor. Gourmet Kit ...
From $176 per night (USD)VRBO
From $356 per night (USD)Expedia
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to your home away from home in the heart of Windsor! This spacious and modern 4-bedroom, 3-bathroom property is ...
From $356 per night (USD)Expedia
From $255 per night (USD)VRBO
Brand New Riverside Retreat | Stylish 2BR +Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New luxury unit located next to Riverside Drive. Not your typical BNB, all high-end sheets and furniture. - High ...
From $255 per night (USD)VRBO
From $158 per night (USD)Expedia
Stylish Newly Renovated 2BR Retreat in Quiet Windsor Area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stylish newly renovated 2-bedroom upper unit located in a quiet Windsor neighborhood. Thoughtfully design ...
From $158 per night (USD)Expedia
From $276 per night (USD)VRBO
Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
🏡✨ Stylish Downtown Windsor Stay | Walk to Caesars 🎰 Cozy, modern home near waterfront, dining & nightlife 🌆 Sleeps ...
From $276 per night (USD)VRBO
From $186 per night (USD)Expedia
Beautiful gem with amazing view on the riverside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
To make a master piece you need the right materials, design and creativity.All of those 3 elements were present when thi ...
From $186 per night (USD)Expedia
From $199 per night (USD)VRBO
The Windsor Two Level Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Two-Level Retreat is a modern and comfortable 3-bedroom stay in a quiet Windsor neighborhood, just minutes from down ...
From $199 per night (USD)VRBO
From $120 per night (USD)Expedia
Stylish 2BR 1 Bath Haven with WiFi & Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stunning Stylish 2BR 1 Bath Haven with WiFi & Parking ✓ 2 spacious bedrooms + 1 full washroom ✓ 1 car pa ...
From $120 per night (USD)Expedia
- From $140 per night (USD)
VRBO
I'm gonna breathe if I'm alive.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Feed birds, squirrels and pet animalsFeeding birds, squirrels and pets is much more beautiful thanFeeding birds, squirre ...
From $140 per night (USD)VRBO
From $357 per night (USD)VRBO
TOP Rated Home: Cozy & Spacious Family Home w/Fireplace, Sunroom and Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*HEATED POOL IS OPEN APRIL 1 - OCT 31 Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern ...
From $357 per night (USD)VRBO
From $169 per night (USD)VRBO
Full House 3 bedrooms 2 Washrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your home away from home! This spacious full house features 3 comfortable bedrooms and 2 washrooms, perfect f ...
From $169 per night (USD)VRBO
From $181 per night (USD)Expedia
3bed Family abode in East Windsor / Tecumseh Rd
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Keep it simple at this peaceful and centrally located place. ✨ Space Features: Spacious Living Area: Relax in our open ...
From $181 per night (USD)Expedia
From $121 per night (USD)VRBO
Newly renovated 1 bed 1 bath #UPPER floor unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Centrally located in uptown Windsor, near all amenities. The entire apartment was recently renovated in 2024. Great for ...
From $121 per night (USD)VRBO
From $87 per night (USD)VRBO
482# Cheapest Great Home, Walk to Casino Tunnel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Few minutes to Caesar's Casino and downtown You are a few minutes ' walk of the Detroit Riverside Park。 My listings clos ...
From $87 per night (USD)VRBO
From $124 per night (USD)VRBO
Bright 2 beds, 1 bath home with large yard and close to Airport and Shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a fully renovated 2-bedroom, 1-bath home in quiet East Windsor. Perfect for families or professionals, this clean, ...
From $124 per night (USD)VRBO
From $143 per night (USD)VRBO
Cozy 1BR Retreat Near University of Windsor and Ambassador Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious and comfortable 1-bedroom unit featuring a queen-size bed, comfortable couch, 75” TV, full kitchen, dining area ...
From $143 per night (USD)VRBO
From $106 per night (USD)VRBO
Modern 3-Bed, 2-Bath in South Windsor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your relaxing getaway in South Windsor, Ontario, a quiet and family-friendly neighbourhood close to everythi ...
From $106 per night (USD)VRBO
From $163 per night (USD)Expedia
Spacious Home with King Beds, Backyard Patio & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home on Buckingham Drive in Windsor! This stylish 3-bedroom detached house offers the pe ...
From $163 per night (USD)Expedia
From $129 per night (USD)VRBO
Lowest Price Quiet Nbrhd Riverside 3BR Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully decorated, you will have complete privacy. This unit has a nice loft on the second floor and it can accommo ...
From $129 per night (USD)VRBO
From $100 per night (USD)VRBO
706# Cheapest Great Home, Walk to Casino Tunnel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
5 minutes walk to the casino. 3 minutes walk to Detroit Riverside Park. A 5-minute drive to the Windsor City Hall, the C ...
From $100 per night (USD)VRBO
From $84 per night (USD)VRBO
702# Cheapest Great Home, Walk to Casino Tunnel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
5 minutes walk to the casino. 3 minutes walk to Detroit Riverside Park. A 5-minute drive to the Windsor City Hall, the C ...
From $84 per night (USD)VRBO
From $156 per night (USD)VRBO
Baby Hotel By BYD
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
apartment-style accommodations with free WiFi, air-conditioning, and city views. The property provides family rooms, a d ...
From $156 per night (USD)VRBO
From $89 per night (USD)VRBO
1 Bed, 1 Wash, Wide kitchen & Dining, Big windows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious 1-bedroom. Modern washroom, ensuite laundry, and full kitchen. Just 5 minutes to the Detroit River and Ambassad ...
From $89 per night (USD)VRBO
From $183 per night (USD)Expedia
Walkerville 1BR | Parking + WiFi + Workspace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your comfortable home away from home in the heart of Walkerville, one of Windsor`s most vibrant and walkable ...
From $183 per night (USD)Expedia
From $213 per night (USD)VRBO
Walkerville Windsor | 3BR | 2 Private Apartments | Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay together with the comfort, space, and privacy of two separate apartments! Located in Walkerville, Windsor, this uni ...
From $213 per night (USD)VRBO
From $481 per night (USD)Expedia
4 Bedrooms, 3 Kitchens & 3 Bathrooms—Perfect for Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your private Walkerville, Windsor vacation rental, offering a unique setup for families, friends, business tr ...
From $481 per night (USD)Expedia
From $361 per night (USD)VRBO
3 Bedrooms, 2 Kitchens & 2 Bathrooms—Perfect for Groups
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay together with the comfort, space, and privacy of two separate apartments! Located in Walkerville, Windsor, this uni ...
From $361 per night (USD)VRBO
From $128 per night (USD)Expedia
Executive 2BR Lower Suite · Private & Spacious/Near US Border
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your private luxury retreat in one of Windsor’s most peaceful and desirable neighbourhoods. This beautifully ...
From $128 per night (USD)Expedia
From $147 per night (USD)VRBO
Cozy Modern Walkerville Basement Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2-bedroom, 1-bath basement apartment in Walkerville, Windsor. Enjoy a stylish full kitchen with island seating, s ...
From $147 per night (USD)VRBO
From $152 per night (USD)Expedia
Private 3BR Main Floor Suite by Airport, Border, St. Clair College | sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a comfortable stay in this private 3-bedroom main-floor suite in South Windsor, conveniently located near Highway ...
From $152 per night (USD)Expedia
From $359 per night (USD)VRBO
Entire home in Windsor, Canada Terrific 3-bedroom house in charming neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your stylish and serene 3-bedroom, 2-bathroom retreat, perfect for families or groups of up to 8. With 2 quee ...
From $359 per night (USD)VRBO
From $152 per night (USD)Expedia
Modern Comfort in Olde Walkerville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in Olde Walkerville – Windsor’s most historic and vibrant neighbourhood! This cozy retreat puts you steps from top ...
From $152 per night (USD)Expedia
From $74 per night (USD)VRBO
2 Bedroom Cozy Accomodation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Upper Level 2 Bedroom Unit in the heart of Sandwich Town, Windsor. Family oriented neighbourhood, right beside Gordie Ho ...
From $74 per night (USD)VRBO
From $163 per night (USD)Expedia
Olde Walkerville Wonder!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in Olde Walkerville – Windsor’s most historic and vibrant neighbourhood! This cozy retreat puts you steps from top ...
From $163 per night (USD)Expedia
From $391 per night (USD)VRBO
Enjoy Your Own Private Pool and Backyard Oasis in Windsor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your private Windsor getaway! Whether you're visiting for a family vacation, a weekend escape, work travel, ...
From $391 per night (USD)VRBO
From $96 per night (USD)Expedia
Sky Cove | Skyline + River Vibes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sky Cove is your easy, comfortable landing spot in Windsor. Clean, cozy, and set up for both short visits and longer sta ...
From $96 per night (USD)Expedia
From $238 per night (USD)VRBO
SUPER Spacious Escape w/Pool Table, Outdoor Patio, Large Kitchen & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect blend of comfort and entertainment in this spacious, modern home! Enjoy a massive 1600 sq.ft open ...
From $238 per night (USD)VRBO
From $173 per night (USD)Expedia
Relaxing stay in Windsor (Ontario) near Ambassador Bridge
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A newly renovated and spacious lower portion located near Ambassador Bridge (Canadian side) and University of Windsor. ...
From $173 per night (USD)Expedia
From $126 per night (USD)VRBO
902 - Stylish Waterfront Executive Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish stay in this centrally located executive waterfront condo. Relax on one of two private balconies and wat ...
From $126 per night (USD)VRBO
From $107 per night (USD)Expedia
804 · New Build Bright 2 Bdrm Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, close to conveniences ...
From $107 per night (USD)Expedia
From $100 per night (USD)VRBO
219 · New Build Cozy 2 Bedroom Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, close to conveniences ...
From $100 per night (USD)VRBO
From $100 per night (USD)Expedia
221 · New Build Open 2 Bedroom Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally located place. This 2 bedroom unit is bright, clean, open, close to conveni ...
From $100 per night (USD)Expedia
From $133 per night (USD)VRBO
1655 Ford · MINT 3Bedroom Home Perfect for long stay!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Renovated 3 bedroom House with private backyard on a quiet street in East Windsor. Master bedroom with queen size ...
From $133 per night (USD)VRBO
From $107 per night (USD)Expedia
1037 Assumption · Brand new 1-bedroom house by the Riverfront
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy house includes 1 bedroom with 2 twin beds, bathroom, open concept kitchen/living room. Includes washer and dryer, b ...
From $107 per night (USD)Expedia
From $114 per night (USD)VRBO
1034 Assumption · Newly renovated 3 bedroom unit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
You will be close to everything when you stay at this newly renovated, centrally located 3 bedroom apartment. Just a fe ...
From $114 per night (USD)VRBO
From $121 per night (USD)Expedia
245 Elliott · Centrally located 3BDRM home in CityCore!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This welcoming 3-bedroom home in the city’s core offers everything you need for a comfortable stay. The home features a ...
From $121 per night (USD)Expedia
From $129 per night (USD)VRBO
1032 Assumption · Trendy 3 BedRoom Perfect for Long Stays
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Clean, Bright, Remodelled 3 Bedroom Apartment conveniently located in downtown core. Enjoy easy access to everything fro ...
From $129 per night (USD)VRBO
From $119 per night (USD)Expedia
1036 Assumption · Bright 3 BDRM Unit Perfect for Longer Stays
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy easy access to everything from this perfectly located downtown home. This clean, bright, and fully remodeled 3-bed ...
From $119 per night (USD)Expedia
From $85 per night (USD)VRBO
Cozy 2-Bedroom Basement Suite Near Battery Plant - East Windsor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our modern and comfortable 2-bedroom, 1-bathroom basement apartment, thoughtfully designed for business trave ...
From $85 per night (USD)VRBO
From $247 per night (USD)Expedia
3 bdr upper, prime location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our spacious 3bdr, 1 bath upper unit home located conveniently close to Devonshire Mall in Windsor, Ontario. ...
From $247 per night (USD)Expedia
From $172 per night (USD)VRBO
Cozy 4 Bedroom Home Near Tecumseh Mall
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Rental basis: Entire house or apartment Number of bedrooms: 4; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $172 per night (USD)VRBO
From $279 per night (USD)Expedia
Windsor 4BR | Little Italy | Garage + Fenced Yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your home away from home in Windsor’s vibrant Little Italy neighborhood. This spacious 4-bedroom, 2-bathroom ...
From $279 per night (USD)Expedia
From $136 per night (USD)VRBO
Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A bright, private two-bedroom main-floor suite designed for a comfortable stay for up to 4 guests. Whether you are in to ...
From $136 per night (USD)VRBO
From $282 per night (USD)Expedia
The Windsor Mainstay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a stylish experience at this centrally located place.Welcome to our newly built, 4-bedroom house in the heart of ...
From $282 per night (USD)Expedia
From $176 per night (USD)VRBO
The Windsor Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our brand-new modern 2-bedroom, 2-bath apartment in the heart of Windsor! This spacious suite features stylis ...
From $176 per night (USD)VRBO
From $140 per night (USD)Expedia
Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 3
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 ...
From $140 per night (USD)Expedia