We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windsor Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
Show more
50 rentals in Windsor.
Sort by:
Tripadvisor Sort
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
University
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cool Apartment in a house with exclusive backyard access
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2 Bedroom condo in downtown
City Centre
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Bootleggers Bunker in Historic Walkerville 2BD/1BA
Walkerville
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
IACC Centers Hotel Downtown Windsor
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cute and Modern Basement Apartment
Walkerville
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Resting Place for Travels
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Bootleggers Bunker in Historic Walkerville 2BD/1BA
Walkerville
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Private, Accessible Ground-Level Luxury Suite in Grosse Pointe
Jefferson Chalmers
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Motown BNB . Experience Detroit in style.
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Windsor rentals sent straight to your email!
Remodeled Detroit Condo Suite
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
ChaCha's Place Retreat
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautifully designed warm and cozy Detroit artist hideaway!
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Motor City Must Stay
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming Grosse Pointe Flat in The Village
Jefferson Chalmers
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Alexandria's Motor City Condo Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming Grosse Pointe Flat in the Village, #2
Jefferson Chalmers
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Cochrane House Luxury Historic Inn
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2nd Floor Residential
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Entire pet friendly single home. 3 Bedrooms.Sleeps up to 10 people.
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Unique Lower Flat in Detroit Home
3 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stunning Huge Vintage Loft Minutes From Downtown!
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stunning Huge Vintage Loft Minutes From Downtown!
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
3 Beautiful Bedrooms in a Bungalow
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Botticelli Club - Pure Comfort - Cozy Downtown Loft
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Botticelli Club - Modern - Upscale Luxurious Loft
Mexicantown
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern studio #1 - Queen bed.
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern studio #2 - Queen bed
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern studio #4 - Queen bed
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern studio #5 - Queen bed
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern studio #3 - Queen bed
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Spacious Luxury home, 5 min to Detroit golf club/ 4 car free parking!
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Great 6 bedroom peaceful family retreat in the University district
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Midtown Apartment to Downtown Fun
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stylish Home with Unique Loft
North End
3 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Stunning Huge Vintage 4 BDRM/2BATH Loft Minutes From Downtown!
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
NEW! Eclectic Abode w/ Sunroom - 2 Mi to Downtown
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Modern Urban Escape 2 Mi to Downtown Detroit!
North End
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Hip Midtown Detroit Hub, Walk to Woodward Ave
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Jefferson Chalmers Getaway
Jefferson Chalmers
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Peck Park Midtown Cozy Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Comfy Urban Downtown Detroit Loft
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Fully Furnished 1 Bed 1 Bath Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Quaint Detroit Escape: 7 Mi to Comerica Park!
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
That Cozy Studio
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lovely Loft- Downtown Detroit
North End
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Collective House (Cannabis Friendly)
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury Loft Located DOWNTOWN DETROIT
North End
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Charming and Stylish Loft on Detroit River
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Botticelli Club - Contemporary - Best Sleep Ever
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
1