Villas For Holidays - Vacation Rentals in Windsor

7BR house 19 ppl DT Windsor WD Free Parking From US $423
         

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10.0 (2 Reviews)
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Modern Luxurious Stay From US $223
         

10.0 (1 Review)
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Full house, 3 BDR, 2WR, free Parking , extra beds From US $83
         

South Windsor VILLA Great for parties and events From US $2,519
         

Villa Ibiza From US $1,583
         

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Luxury Places to Stay in Windsor

Over 679+ Luxury Places to Stay in or Near Windsor
7 Bedrooms, 5.5 Baths, Salt water pool, Hot Tub, Beach From US $1,821
         

The Carrington Cove Lake Retreat From US $934
         

Perfect for your families From US $887
         

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Top-Rated Vacation Rentals with a Pool in Windsor

Over 48+ Top-Rated Vacation Rentals with a Pool in or Near Windsor
Main Unit luxury South WindsorOasis From US $260
         

10.0 (2 Reviews)
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Hyatt Place Windsor From US $130
         

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9.4 (442 Reviews)
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DoubleTree by Hilton Windsor Hotel & Suites From US $136
         

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9.2 (1044 Reviews)
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Hampton Inn & Suites by Hilton Windsor From US $109
         

8.8 (1023 Reviews)
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Hyatt Place Windsor From US $152
         

8.7 (122 Reviews)
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Caesars Windsor - A Caesars Rewards Destination From US $152
         

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8.6 (3165 Reviews)
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Pet-Friendly Vacation Rentals in Windsor

Over 164+ Pet-Friendly Vacation Rentals in or Near Windsor
Self contained 2 level apartment with 4 bdrms & 2 bathroom From US $163
         

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10.0 (2 Reviews)
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Parkside Flat #5 - Seacliff Beach Suites From US $167
         

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10.0 (3 Reviews)
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Island View Escape in Historic Amherstburg ! From US $212
         

10.0 (15 Reviews)
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Cozy waterfront cottage From US $217
         

10.0 (14 Reviews)
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Sunrise Retreat - Lakefront Cottage w/Hot Tub From US $214
         

10.0 (11 Reviews)
Cottage
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Luxury at its finest From US $401
         

10.0 (4 Reviews)
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See More Pet-Friendly Vacation Rentals in Windsor on PetFriendly.io

Large Vacation Homes & Villas in Windsor

Over 57+ Large Vacation Homes & Villas in or Near Windsor
Cozy 9 beds 15 persons house with Tesla Charger From US $188
         

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Luxurious and Fashionable Home | Sleeps 8 From US $359
         

9.8 (16 Reviews)
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Lakeside home with 4 bedrooms and 2 baths! From US $346
         

9.8 (6 Reviews)
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80 Feet of Private Lakefront House From US $244
         

9.2 (5 Reviews)
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Wheelchair Accessible Vacation Homes in Windsor

Over 28+ Wheelchair Accessible Vacation Homes in or Near Windsor
Access to the beach and riverside trail. From US $88
         

9.6 (15 Reviews)
Condo
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TownePlace Suites by Marriott Windsor From US $161
         

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8.9 (208 Reviews)
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Residence & Conference Centre - Windsor From US $159
         

8.2 (400 Reviews)
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DoubleTree by Hilton Windsor, ON From US $124
         

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8.6 (586 Reviews)
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TownePlace Suites by Marriott Windsor From US $138
         

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9.2 (709 Reviews)
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Holiday Inn Express Windsor Waterfront by IHG From US $131
         

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8.5 (1029 Reviews)
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Windsor Varoom and Airbnb Places to Stay Under $200

Over 448+ Windsor Varoom and Airbnb Places to Stay Under $200
Another Sunset by the Bay: Waterfront - 2-Bedroom From US $162
         

Windsor Airport Accommodation From US $48
         

10.0 (1 Review)
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Wenzler's Landing Bed & Breakfast From US $151
         

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10.0 (120 Reviews)
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Bunker by the Bay - Perfect Couples Getaway From US $98
         

10.0 (60 Reviews)
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Sunsets by the Bay - Your Waterfront Oasis From US $199
         

10.0 (48 Reviews)
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Beautifully renovated home in historic Walkerville. From US $143
         

10.0 (27 Reviews)
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Luxury Escape for Professionals with high speed WiFi. From US $112
         

10.0 (11 Reviews)
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Instantly Bookable Vacation Homes in Windsor

Over 331+ Instantly Bookable Vacation Homes in or Near Windsor
'PELEE SHORES' Point Pelee Lakefront Vacation Cottage From US $276
         

3 Bedroom basement unit with free parking and wifi From US $152
         

6.8 (3 Reviews)
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Close to Point Pelee National Park From US $442
         

10.0 (37 Reviews)
Cottage
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OASIS ON THE LAKE From US $258
         

10.0 (25 Reviews)
Cottage
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Cozy Lake front Retreat From US $480
         

10.0 (22 Reviews)
Cottage
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Suite 15 · A Simply `Suite` Escape! From US $244
         

10.0 (19 Reviews)
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About Windsor Vacation Rentals

With more than 6 Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villasforholidays and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villasforholidays Windsor, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windsor. Places to stay near Windsor are 4690.87 ft² on average, with prices averaging $872 a night.

Villasforholidays makes it easy and safe to find and compare vacation rentals in Windsor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windsor

Type Count
Villas 6

Use these Quick Filters to Find a Vacation Rental in Windsor

Pro Tip: Villasforholidays makes it easy to compare the best listings on Villasforholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villasforholidays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windsor.

Weather in Windsor

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F