Mont Tremblant Rentals - Vacation Rentals in Windsor

Another Sunset by the Bay: Waterfront - 2-Bedroom From US $162
         

Windsor Airport Accommodation From US $48
         

10.0 (1 Review)
House
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  • Balcony/Terrace
Wenzler's Landing Bed & Breakfast From US $151
         

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

10.0 (60 Reviews)
House
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'PELEE SHORES' Point Pelee Lakefront Vacation Cottage From US $276
         

Sunsets by the Bay - Your Waterfront Oasis From US $199
         

10.0 (48 Reviews)
House
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Luxury Places to Stay in Windsor

Over 676+ Luxury Places to Stay in or Near Windsor
South Windsor VILLA Great for parties and events From US $2,519
         

7 Bedrooms, 5.5 Baths, Salt water pool, Hot Tub, Beach From US $1,821
         

Villa Ibiza From US $1,583
         

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The Carrington Cove Lake Retreat From US $934
         

Top-Rated Vacation Rentals with a Pool in Windsor

Over 49+ 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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  • Pet Friendly
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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  • Pet Friendly
Caesars Windsor - A Caesars Rewards Destination From US $152
         

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8.6 (3165 Reviews)
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  • Pool

Pet-Friendly Vacation Rentals in Windsor

Over 164+ Pet-Friendly Vacation Rentals in or Near Windsor
Island View Escape in Historic Amherstburg ! From US $212
         

10.0 (15 Reviews)
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  • Pet Friendly
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)
Apartment
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Cozy waterfront cottage From US $217
         

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

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

10.0 (4 Reviews)
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  • Pet Friendly
Modern 2BR with Remote Workspace, Patio, BBQ & Gym From US $310
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Windsor on PetFriendly.io

Large Vacation Homes & Villas in Windsor

Over 62+ Large Vacation Homes & Villas in or Near Windsor
Cozy 9 beds 15 persons house with Tesla Charger From US $188
         

New
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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)
Cottage
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  • TV

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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  • Pet Friendly
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)
Hotel
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  • Pet Friendly
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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  • Pet Friendly

Windsor Varoom and Airbnb Places to Stay Under $200

Over 444+ Windsor Varoom and Airbnb Places to Stay Under $200
PhoNest Lake House... Simple Serenity From US $163
         

9.0 (1 Review)
House
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  • Child Friendly
Omstead's On Erie From US $138
         

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10.0 (73 Reviews)
Bed & Breakfast
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Beautifully renovated home in historic Walkerville. From US $143
         

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

10.0 (11 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Modern 3‑BR Riverside Retreat, 2 Lounges, Near Casino & Riverfront. From US $144
         

Instantly Bookable Vacation Homes in Windsor

Over 327+ Instantly Bookable Vacation Homes in or Near Windsor
OASIS ON THE LAKE From US $258
         

10.0 (25 Reviews)
Cottage
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  • TV
3 Bedroom basement unit with free parking and wifi From US $152
         

6.8 (3 Reviews)
House
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  • Pet Friendly
Cozy Lake front Retreat From US $480
         

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

10.0 (19 Reviews)
Apartment
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  • Parking
  • TV
Casa Azul - Cozy Lakefront Cottage near Point Pelee From US $221
         

Tree Top Lakehouse! - Breathtaking Views & Sunsets From US $448
         

10.0 (14 Reviews)
Cottage
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  • Parking
  • TV

About Windsor Vacation Rentals

With more than 685 Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Monttremblantrentals 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 Monttremblantrentals 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 932.34 ft² on average, with prices averaging $193 a night.

Monttremblantrentals 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
Vacation Homes 296
Holiday Apartments 192
Cottages 89
Hotels with Suites 67
B&B 13
Villas 6
Cabin Rentals 5
Others 3

Use these Quick Filters to Find a Vacation Rental in Windsor

Pro Tip: Monttremblantrentals makes it easy to compare the best listings on Monttremblantrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Monttremblantrentals 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