Windsor Vacation Rentals from AED 202: Search Short-Term Rentals

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Our top choices for Windsor vacation rentals

A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

1. Windsor Manor

City Centre

Jacob

AED 1,076 total

includes taxes & fees

18 Nov - 19 Nov

A kitchen with a stainless steel refrigerator, a double sink, and a backsplash of gray tiles.

2. Windsor 1BR + Office | Business & Midterm Stays

Walkerville

harchetan

AED 650 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a fireplace, a sofa, a coffee table, and a dining area.

3. Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

City Centre

Stacy A.

AED 575 total

includes taxes & fees

17 Nov - 18 Nov

A living room with a glass table, a potted plant, a painting, a TV, and a window with curtains.

4. Affordable 1BHK close to Riverside, Casino, University & USA Border.

Bridgeview

Abby M.

AED 367 total

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a grey sofa, a white coffee table, and a flat-screen TV on a wooden stand.

5. Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

Walkerville

Mary M.

AED 386 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a large bed, two windows with curtains, a view of the city, and a small plant.

6. Walkerville 2BR Suite | Near Casino & Free Parking

Walkerville

Aidan

AED 820 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with a large island, stainless steel sink, and white cabinetry.

7. Cozy Modern Walkerville Basement Apartment

Walkerville

Robin W.

AED 395 total

includes taxes & fees

8 Dec - 9 Dec

A single-story house with a front porch, a mailbox, and a number "627" on the wall.

8. 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9

Walkerville

Valerie C.

AED 851 total

includes taxes & fees

1 Dec - 2 Dec

A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

9. Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

South Windsor

Mohamad C.

AED 620 total

includes taxes & fees

6 Dec - 7 Dec

A couple in a hot tub with candles, wooden walls, and windows.

10. Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨

City Centre

Trent Y.

AED 883 total

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with a leather sofa, a coffee table, and a TV mounted on the wall.

11. Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Walkerville

Nicole C.

AED 1,156 total

includes taxes & fees

9 Nov - 10 Nov

A white desk with a black mesh chair, a framed picture on the wall, and a door with a light switch and thermostat.

12. 6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style

East Windsor

Kruz

AED 420 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

13. Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

Devonshire

Pauline

AED 1,226 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, and a view of the outside.

14. Premium Stay Near Windsor Employers & Hospital

Ford City

Adam Y.

AED 814 total

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a black sofa, large windows, a flat-screen TV, and a dining area with a marble countertop.

15. Penthouse suite in heart of little Italy

Walkerville

Chris A.

AED 1,093 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a flat-screen TV, a fireplace, a round mirror, and a sofa.

16. Beautiful gem with amazing view on the riverside

Bridgeview

Jenni T.

AED 638 total

includes taxes & fees

6 Dec - 7 Dec

A hallway with a marble floor, a bed in the background, and a wall with circular patterns.

17. Clean and spacious 3BR DT Windsor Laundry and parking

City Centre

AED 811 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island.

18. Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Devonshire

Tony

AED 601 total

includes taxes & fees

9 Dec - 10 Dec

A modern living room with a blue sofa, grey armchairs, and a glass coffee table. There are framed pictures on the wall and a window with curtains.

19. Stylish 2bd DT Laundry and Parking

City Centre

AED 691 total

includes taxes & fees

15 Nov - 16 Nov

A narrow hallway with a refrigerator on the left, a door at the end, and a wall calendar on the right.

20. Cozy King Suite

Walkerville

AED 529 total

includes taxes & fees

9 Nov - 10 Nov

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Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Stonecroft Inn

South Windsor

10/10 Excellent

June

A cozy living room with a tufted sofa, a floral rug, a Christmas tree, and a painting on the wall.

Ye Olde Walkerville Bed & Breakfast

Walkerville

10/10 Excellent

LM

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

10/10 Excellent

Donald

An outdoor patio area with seating, a grill, and a fire feature.

TownePlace Suites by Marriott Windsor

Downtown Windsor

10/10 Excellent

Tonia

A staircase with a dark wooden handrail and a patterned carpet.

Sandwich Boutique Hotel

Sandwich

10/10 Excellent

Don’t let the lack of reviews throw you: some of the locals didn’t even realize the property was being rented out, so it’s just very new. Loved the character of the building and the owners are super nice! (Don’t be like us: the check in time is 3pm/check out is 10am, not 11am/11am like Expedia says!) Hurricanes and the Barrel House are great places to eat and the shortest possible walk away.

William

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

10/10 Excellent

LeRoy

A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

Four Points by Sheraton Windsor Downtown

Downtown Windsor

10/10 Excellent

Thomas

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

Best Western Plus Waterfront Hotel

Downtown Windsor

10/10 Excellent

Jack

Frequently Asked Questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Adventure Bay Family Water Park, or you can go with a secluded option if you want a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and live music.

What are some of the best vacation rentals in Windsor?

Premium Windsor Retreat |Perfect for Families, Groups & Long Stays+ Free Parking: Visitors give good reviews to this Windsor vacation home rental, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden. Some other homes for rent in Windsor include 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9 and Paradise Home - Your Home Away From Home.

How many vacation rentals will I find in Windsor?

With 111 Expedia vacation rentals, you're sure to find just the right place for your Windsor stay.

What’s there to see and do in Windsor?

Family-friendly attractions include Adventure Bay Family Water Park and Olde Walkerville Neighborhood, whereas Windsor Riverfront and East Riverside Park are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like Ford Field and Little Caesars Arena in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can book for short or long periods in Windsor. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.

Windsor Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor vacation rentals

1. Windsor Manor

2. Windsor 1BR + Office | Business & Midterm Stays

3. Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

4. Affordable 1BHK close to Riverside, Casino, University & USA Border.

5. Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

6. Walkerville 2BR Suite | Near Casino & Free Parking

7. Cozy Modern Walkerville Basement Apartment

8. 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9

9. Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

10. Hot Tub Retreat Near Downtown & Casino | Sleeps 8 | Cozy Luxury Stay for family✨

11. Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

12. 6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style

13. Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

14. Premium Stay Near Windsor Employers & Hospital

15. Penthouse suite in heart of little Italy

16. Beautiful gem with amazing view on the riverside

17. Clean and spacious 3BR DT Windsor Laundry and parking

18. Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

19. Stylish 2bd DT Laundry and Parking

20. Cozy King Suite

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Stonecroft Inn

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Windsor?

What are some of the best vacation rentals in Windsor?

How many vacation rentals will I find in Windsor?

What’s there to see and do in Windsor?

What’s a vacation rental in Windsor like?