A historic stone castle with multiple towers and arched windows.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Windsor vacation rentals

A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

1. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (215 reviews)
"Very nice, comfortable room, nice to have the kitchen. Lots of space outside to eat and relax! The kids loved the animals and that it’s clise to Legoland! The restaurant near by was really nice too and also easy to get around without a car."
Canada
Anne
$166 nightly
The price is $199
Sep 30 - Oct 1
Total with taxes and fees
Willow Court Farm
A modern living room with a flat-screen TV, a sofa, and a coffee table. There is a kitchen area with a dining table and bar stools.

2. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location, walking distance to shops, restaurants, the theatre and of course the castle. The apartment was clean on arrival and had everything we needed for our stay. "
United Kingdom
Alison
$239 nightly
The price is $239
Oct 21 - Oct 22
Total with taxes and fees
Hampden Apartments - The George
A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

3. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay great location. Apartment was clean and prepared for our visit. The property could use a few repairs but altogether it was a great place to stay. "
United States
Jeremy
$266 nightly
The price is $266
Oct 1 - Oct 2
Total with taxes and fees
Hampden Apartments - The Henry
A modern living room with a flat-screen TV mounted on a wooden wall, a window with curtains, a wooden bench, and a framed picture on the wall.

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

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
Eton
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous flat in a perfect location. There were so great places to walk to, including Windsor Castle. Highly recommend this place!"
United States
jennifer j.
$221 nightly
The price is $221
Oct 14 - Oct 15
Total with taxes and fees
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

5. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
$416 nightly
The price is $499
Oct 13 - Oct 14
Total with taxes and fees
Fabulous Central Windsor Town House
A living room with a fireplace, sofa, and dining area.

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

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
Windsor City Centre
8.0 out of 10, Very good, (1 review)
"Great location, clean, the only fault in the listing is the steps in the apartment. There was great communication with the host."
United States
Sue G.
$500 nightly
The price is $500
Sep 30 - Oct 1
Total with taxes and fees
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

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

Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Windsor City Centre
8.0 out of 10, Very good, (4 reviews)
"Great house. Perfect location. A wonderful stay."
United States
David T.
$309 nightly
The price is $309
Oct 1 - Oct 2
Total with taxes and fees
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Living area

8. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
$348 nightly
The price is $348
Sep 30 - Oct 1
Total with taxes and fees
3Bed Cosy home in the heart of Windsor/Contractors
A modern living room with a sofa, coffee table, and dining area.

9. Modern apartment in the vicinity of Heathrow/Windsor/Slough

Modern apartment in the vicinity of Heathrow/Windsor/Slough
Colnbrook
10.0 out of 10, Exceptional, (3 reviews)
"Very attractive apartment- new furnishings and appliances and state of the art bathrooms.Host was very helpful in meeting our requests and excellent communication.Also, wonderful location close to Heathrow and Windsor Castle."
United States
Laurie R.
$265 nightly
The price is $265
Oct 1 - Oct 2
Total with taxes and fees
Modern apartment in the vicinity of Heathrow/Windsor/Slough
A brick building with arched windows and a sign reading "Côte Brasserie".

10. Windsor Castle panoramic views. Stay in the heart of Royal history

Windsor Castle panoramic views. Stay in the heart of Royal history
Eton
$757 nightly
The price is $757
Oct 6 - Oct 7
Total with taxes and fees
Windsor Castle panoramic views. Stay in the heart of Royal history
A modern living room with a grey sofa, a glass coffee table, and a white armchair.

11. Steps from Windsor Castle | 2BR + Private Parking

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
$335 nightly
The price is $335
Oct 18 - Oct 19
Total with taxes and fees
Steps from Windsor Castle | 2BR + Private Parking
A balcony with a white chair, a small table, and a floor lamp.

12. Charming 1BR Apartment | Parking Included

Charming 1BR Apartment | Parking Included
Windsor City Centre
$304 nightly
The price is $304
Oct 2 - Oct 3
Total with taxes and fees
Charming 1BR Apartment | Parking Included
A red brick building with arched windows and a sign reading "Côte Brasserie".

13. The best Windsor Castle and river Thames Panoramic views

The best Windsor Castle and river Thames Panoramic views
Eton
$493 nightly
The price is $493
Sep 30 - Oct 1
Total with taxes and fees
The best Windsor Castle and river Thames Panoramic views
A cozy room with a brick fireplace, hanging light bulbs, and a skylight.

14. Epic location, large private sunset terrace. 500 years old with modern reno!

Epic location, large private sunset terrace. 500 years old with modern reno!
Windsor
$516 nightly
The price is $516
Oct 2 - Oct 3
Total with taxes and fees
Epic location, large private sunset terrace. 500 years old with modern reno!
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

15. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic accommodation and setting. We loved our stay in the copper castle. The hosts have thought of everything to make your stay as enjoyable as possible and the goats outside the accommodation are very friendly!"
United Kingdom
HAYLEY
$184 nightly
The price is $221
Oct 1 - Oct 2
Total with taxes and fees
Copper Castle & Petting Farm near Legoland
A modern bedroom with a large bed, a skylight, and a blue accent wall.

16. Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
$126 nightly
The price is $143
Oct 11 - Oct 12
Total with taxes and fees
Heathrow Windsor Apart Hotel
A modern kitchen with a blue accent wall, wooden staircase, and a dining area with a table set for four.

17. Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"Beautiful place to stay."
United States
Anonymous traveler
$292 nightly
The price is $292
Oct 1 - Oct 2
Total with taxes and fees
Heartwarming Windsor Cottage with Free Parking
A modern bedroom with a large bed, two bedside tables, and wall art.

18. Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Slough
10.0 out of 10, Exceptional, (1 review)
"Could not fault this place we have stayed in some expensive hotels and this beat those hands down. Amazing value. "
United Kingdom
david b.
$380 nightly
The price is $380
Oct 4 - Oct 5
Total with taxes and fees
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
A dining table with food, a glass of wine, and a waiter serving.

19. Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location and home for our stay. "
United States
George S.
$738 nightly
The price is $738
Sep 30 - Oct 1
Total with taxes and fees
Nr Windsor- Unique Cottage Stay for upto 14 guests
A historic building with a central courtyard, a fountain, and a clock tower.

20. Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
8.0 out of 10, Very good, (2 reviews)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
$285 nightly
The price is $285
Oct 4 - Oct 5
Total with taxes and fees
Character Victorian apartment close to Windsor town with secure parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Castle Hotel Windsor

Castle Hotel Windsor

10/10 Excellent
"We had a large modern room. In the Castle Mews. Great attention to detail in facilities. Breakfast was great. Staff very helpful and attentive."
Olaf 2-night trip
Posted 5 hours ago
Castle Hotel Windsor

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 $199 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.

Explore a world of travel with Expedia

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 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 30 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.