Windsor Vacation Rentals from $175: 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

1. Hampden Apartments - The Louis

Eton

Lucy

$165 nightly

Aug 30 - Aug 31

Total with taxes and fees

Comfort Apartment, 2 Bedrooms, Non Smoking

2. Hampden Apartments - The George

Windsor City Centre

Alison

$242 nightly

Sep 6 - Sep 7

Total with taxes and fees

3. Willow Court Farm

Windsor

Anne

$204 nightly

Sep 6 - Sep 7

Total with taxes and fees

4. Spacious Apartment with Private Garden By Tempstay

Windsor City Centre

Sherry N.

$277 nightly

Aug 31 - Sep 1

Total with taxes and fees

5. Hampden Apartments - The William

Eton

Ian

$158 nightly

Sep 17 - Sep 18

Total with taxes and fees

6. 1BR|Parking|Doorstep Of Windsor Castle|By Tempstay

Windsor City Centre

Richard J.

$262 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. Hampden apartments - The Richard

Windsor City Centre

Pamela

$253 nightly

Sep 6 - Sep 7

Total with taxes and fees

8. Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

Windsor City Centre

"The house was very clean and a great location! We appreciated the provided fans throughout the house. Bathroom was well kept with shower toiletries available. We had to reach out to the host on the day of check in for access codes. We had to search for the Wifi information when there was no response for days from the host. Parking is not included, but there is a paid lot nearby. Since we stayed during the hot summer, the smells from trash were hard to tolerate. Overall, we would stay here...

Susan

$373 nightly

Sep 2 - Sep 3

Total with taxes and fees

9. Luxury 2 Bedroom Apartment

Clewer North

$239 nightly

Aug 31 - Sep 1

Total with taxes and fees

10. Hampden Apartments - The Henry

Windsor City Centre

Jeremy

$245 nightly

Aug 31 - Sep 1

Total with taxes and fees

11. A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Old Windsor

John W.

$175 nightly

Sep 2 - Sep 3

Total with taxes and fees

12. Chic Studio Steps from Windsor Castle

Windsor City Centre

Ogonnaya L.

$186 nightly

Sep 7 - Sep 8

Total with taxes and fees

13. Central Windsor Gem | 1BR Penthouse + Balcony

Windsor City Centre

Steven K.

$256 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Colnbrook

$136 nightly

Sep 8 - Sep 9

Total with taxes and fees

15. Windsor Gem: 1 Bed|1 Bath| Free Parking

Windsor City Centre

Michelle P.

$318 nightly

Sep 20 - Sep 21

Total with taxes and fees

16. Copper Castle & Petting Farm near Legoland

Windsor

HAYLEY

$248 nightly

Sep 28 - Sep 29

Total with taxes and fees

17. Fabulous Central Windsor Town House

Windsor City Centre

Abdullah

$394 nightly

Sep 6 - Sep 7

Total with taxes and fees

18. 1BR Gem, Private Parking - VAT Q - By Tempstay

Clewer East

Anne J.

$242 nightly

Sep 1 - Sep 2

Total with taxes and fees

19. Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

Windsor City Centre

$513 nightly

Aug 29 - Aug 30

Total with taxes and fees

20. Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Eton

jennifer j.

$218 nightly

Sep 6 - Sep 7

Total with taxes and fees

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Top Windsor Hotel Reviews

Macdonald Windsor Hotel

10/10 Excellent

"Service was fantastic from everyone at the hotel, the best part of the stay! The parking is expensive but secure which was reassuring and very central."

De Vere Beaumont Estate

8/10 Good

"Negatives: Lack of air-con in the room, poor changing facilities for the swimming pool (no privacy) and the Wi-Fi stopped working on our second evening, right through to the following morning. Positives: Family room was spacious, great food/drink selection at breakfast and the swimming pool itself was decent (and warm)."

The Crown And Cushion

10/10 Excellent

"Nice old pub with rooms. Stairs are steep and may be tricky with a heavy case. Decent carpark behind the pub, Nice cooked breakfast. The pub was shut when we returned about 21:30 but you can use the cark park entrance with the key provided. Very handy for Windsor High Street and the boat to the race track."

Oakley Court

10/10 Excellent

"Oakley Court is a beautiful hotel. The interiors manage to achieve both a sense of opulence and a feeling of being one’s own, at home. The spaces work equally well for a day time hang out but also provide cosy corner and fireplaces to sit alongside in the evening. Staff have a good balance of providing everything you need whilst still offering you privacy. We stayed in a Manor House room which are large on proportion, have a small seating area and lovely views of the gardens and river. We were also lucky enough to stay when the sun was shining and able to loose (willingly) hours to a watching the world go by on the lawn alongside the River. It gives a real sense of peace. The main Oakley Court menu is good but they also host guest chefs. Beyond the hotel there are a number of Michelin and Gastro style pubs that are a short taxi ride away. I’ve listed them on Instagram @takenbytoria It’s a would recommend and would return (hopefully soon)."

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 $175 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 40 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 Louis

2. Hampden Apartments - The George

3. Willow Court Farm

4. Spacious Apartment with Private Garden By Tempstay

5. Hampden Apartments - The William

6. 1BR|Parking|Doorstep Of Windsor Castle|By Tempstay

7. Hampden apartments - The Richard

8. Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

9. Luxury 2 Bedroom Apartment

10. Hampden Apartments - The Henry

11. A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

12. Chic Studio Steps from Windsor Castle

13. Central Windsor Gem | 1BR Penthouse + Balcony

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

15. Windsor Gem: 1 Bed|1 Bath| Free Parking

16. Copper Castle & Petting Farm near Legoland

17. Fabulous Central Windsor Town House

18. 1BR Gem, Private Parking - VAT Q - By Tempstay

19. Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

20. Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Macdonald Windsor Hotel

Find out more about Windsor

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