Windsor Vacation Rentals from $173: Search Short-Term Rentals

Q: What's the top vacation rental in Windsor?

3 Bed House Sleeps 5 - Parking, Garden, Pets : You might want to consider this vacation home rental near Windsor, which offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Our top choices for Windsor vacation rentals

Comfort Apartment, 2 Bedrooms, Non Smoking | 2 bedrooms, desk, iron/ironing board, travel crib

1. Hampden Apartments - The George

Windsor City Centre

Alison

$240 nightly

Aug 20 - Aug 21

Total with taxes and fees

Apartment, 1 Bedroom | 1 bedroom, iron/ironing board, WiFi (free), bed sheets

2. Hampden Apartments - the Diana

Windsor City Centre

Meghan

$183 nightly

Aug 19 - Aug 20

Total with taxes and fees

Deluxe House | Private kitchen | Full-size fridge, microwave, oven, stovetop

3. Stunning Central Windsor Town House

Windsor City Centre

Lisa

$481 nightly

Aug 19 - Aug 20

Total with taxes and fees

Deluxe Apartment | Private kitchen | Full-size fridge, oven, stovetop, dishwasher

4. Hampden Apartments - The Louis

Eton

Lucy

$173 nightly

Aug 27 - Aug 28

Total with taxes and fees

Deluxe Cabin, Garden View | Desk, laptop workspace, iron/ironing board, WiFi (free)

5. Copper Castle & Petting Farm near Legoland

Windsor

Susan

$257 nightly

Sep 2 - Sep 3

Total with taxes and fees

Apartment, 2 Bedrooms | Living area | Flat-screen TV

6. Hampden apartments - The Richard

Windsor City Centre

Pamela

$257 nightly

Sep 6 - Sep 7

Total with taxes and fees

Deluxe Apartment | 1 bedroom, blackout drapes, iron/ironing board, WiFi (free)

7. Hampden Apartments - The Edward

Windsor City Centre

david

$161 nightly

Aug 27 - Aug 28

Total with taxes and fees

8. Fabulous Central Windsor Town House

Windsor City Centre

Abdullah

$477 nightly

Aug 27 - Aug 28

Total with taxes and fees

9. Willow Court Farm

Windsor

Eva

$204 nightly

Sep 6 - Sep 7

Total with taxes and fees

Deluxe Studio | Desk, laptop workspace, blackout drapes, soundproofing

10. Heathrow Windsor Apart Hotel

Colnbrook

Jennifer

$112 nightly

Sep 13 - Sep 14

Total with taxes and fees

Comfort Apartment, 2 Bedrooms, Non Smoking | 2 bedrooms, desk, iron/ironing board, cribs (free)

11. Central Apartment Facing Windsor Castle

Windsor City Centre

Keith

$265 nightly

Aug 28 - Aug 29

Total with taxes and fees

12. Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Colnbrook

$140 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. Coventina

Wraysbury

$2,671 nightly

Aug 20 - Aug 21

Total with taxes and fees

1 bedroom, WiFi (free), individually decorated, individually furnished

City of Westminster

steve

$164 nightly

Aug 27 - Aug 28

Total with taxes and fees

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Top Windsor Hotel Reviews

The Crown And Cushion

10/10 Excellent

"It’s a 500 year old property so the floors are very uneven and creaky but this just adds to its charm. The room was lovely, good facilities and breakfast was very good. The position of the pub is excellent, just a few minutes walk from the river so very easy for the boat to the races or a walk into central Windsor. The staff were very helpful and pleasant. Not modern, no aircon but delightful."

Macdonald Windsor Hotel

8/10 Good

"We booked a 2 night stay at the hotel with car parking and breakfast. The Bajan man booking your car in was by the far the most upbeat and friendly member of staff. He was great! The reception staff were professional but not particularly friendly or welcoming. The rooms were lovely, huge bathroom and the beds extremely comfortable. Breakfast was nice, nothing out of the ordinary. The staff were keen to clear it away though before 10am. We asked for croissants as there were none out, to be told they had run out. Another customer asked for orange juice and again was told there was none. The breakfast staff didn't go to any extra effort to be helpful. Overall would go back but probably wouldn't pay for breakfast."

The Royal Adelaide Hotel

8/10 Good

"Pros: Friendly, helpful staff. Excellent breakfast 7-10am and many choices. Comfortable seating in bar area, and open till 1am. Night porter on duty. Daily - Room cleaned, bed made and fresh towels, water, biscuits, milk etc replenished. Toiletries and tissues in bathroom. TV with many channels. Cons: Disability access and steps, especially for a mobility scooter. One of the access doors was often blocked by parked cars, or unavailable as room in use for a conference, and the ramp was ineffective, so scooter usually had to be carried up the steps, which was a nuisance as was I there for one week. Room 20 was very dark, perhaps partly because of the frosted glass on the bottom window, probably because it was overlooked by I think, was a courtyard, but not sure as I couldn’t see. Not many available rooms with shower cubicle instead of shower over bath. However, although these were problems for me, they were overcome, and I enjoyed my stay."

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Windsor

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we have vacation rentals in Windsor close to LEGOLAND® Windsor, or you can choose a more secluded option if you want a relaxing stay. Visitors like the array of shops and scenic riverfront in Windsor. While you're here, grab a bite or have a drink at the top-notch restaurants and lively bars.

What's the top vacation rental in Windsor?

3 Bed House Sleeps 5 - Parking, Garden, Pets: You might want to consider this vacation home rental near Windsor, which offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Windsor?

Choose from 34 Expedia vacation rentals in Windsor for a memorable vacation.

What’s there to see and do in Windsor?

LEGOLAND® Windsor and Queen Mary's Dolls' House are a couple of family-friendly sights, whereas cultural attractions include Theatre Royal and Frogmore House. You’ll find favorite places to visit like Wembley Stadium and Warner Bros. Studio Tour London in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Windsor. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.

Windsor Vacation Rentals

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Check prices for these dates

Our top choices for Windsor vacation rentals

1. Hampden Apartments - The George

2. Hampden Apartments - the Diana

3. Stunning Central Windsor Town House

4. Hampden Apartments - The Louis

5. Copper Castle & Petting Farm near Legoland

6. Hampden apartments - The Richard

7. Hampden Apartments - The Edward

8. Fabulous Central Windsor Town House

9. Willow Court Farm

10. Heathrow Windsor Apart Hotel

11. Central Apartment Facing Windsor Castle

12. Slough - Sleeps 3 - Petfriendly - Riverside - Bay

13. Coventina

14. Thames Retreat

15. Vancouver Studios

16. Kula London Kensington

17. Fraser Suites Queens Gate

18. Bob W London Earl's Court -Warwick Road

19. No 1 The Mansion Apartments by Mansley

20. 108 Shirland Road

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

The Crown And Cushion

Find out more about Windsor

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