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Windsor vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Windsor

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost
Apartment in The Core
OLDE WALKERVILLE Windsor Ontario
Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.
$78 per night
Superhost
Home in West Side
Stunning Top Tier Modern Home Is Ready To Host You
Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!
$104 per night
Superhost
Apartment in The Core
Downtown Chic / Newly Renovated
Close to River Walk (1 block) Located in CANADA Detroit Convention Center / Comerica Park / New Little Caesars (Red Wing Arena) 1 Block to Bus Service to all Detroit functions from this residence. PARKING FREE RIGHT OUTSIDE YOUR DOOR! Aquatic Centre/Art Gallery-1 Block. Caesars Palace Casino just a short walk down the River Walk = Netflix
$99 per night

Stay near Windsor's top sights

Comerica Park212 locals recommend
Little Caesars Arena160 locals recommend
Ford Field164 locals recommend
Caesars Windsor102 locals recommend
Campus Martius Park182 locals recommend
Hart Plaza66 locals recommend

Other great vacation rentals in Windsor

Superhost
Cottage in Windsor
Cottage on the water w/ Kayaks, Canoe, Pedal Boat
$96 per night
Superhost
Guest suite in Windsor
Lakeshore Executive Suite (pool & private sauna)
$91 per night
Superhost
Guest suite in Windsor
Glenn & Deb’s Place
$74 per night
Superhost
Apartment in The Core
Victoria Ave/ Simply Perfect Studio
$52 per night
Superhost
Home in The Core
Stylish Apt Near Downtown- Ideal for Long Stays!
$59 per night
Superhost
Home in The Core
Cozy home, central location
$92 per night
Superhost
Guest suite in The Core
Spacious Wonder
$49 per night
Superhost
Guesthouse in Windsor
Cozy 1 Bed Basement Studio Apt
$48 per night
Superhost
Guesthouse in Windsor
Cozy Guesthouse in South Windsor
$44 per night
Superhost
Home in The Core
Historic Walkerville Lux Home
$118 per night
Superhost
Home in Windsor
Comfy dream • 2 beds • Netflix • work desk
$113 per night
Superhost
Apartment in The Core
ROOF TOP 2-Bedroom PentHouse ! ! !
$124 per night

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Windsor