A historic stone castle with multiple towers and arched windows.

Windsor Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Windsor vacation rentals

A white door with a sign reading "Cavendish House" and a fire access sign above it.

1. Cavendish House

Cavendish House
5.0 star property
Windsor City Centre
9.8 out of 10, Exceptional, (80 reviews)
"Fantaqstic Stay, I've been back a few times. Parking also, pays for itself."
United Kingdom
Anil
$244 nightly
The price is $293
Oct 16 - Oct 17
Total with taxes and fees
Cavendish House
A neatly made bed with a grey quilt, a tray with croissants and orange juice, and a window with a view of houses.

2. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (47 reviews)
"Handy for town centre and offers parking which is a must in Windsor .as a big tourist attraction parking is quickly taken up and expensive .apartment has all amenities and spotlessly clean"
United Kingdom
Colin
Hampden Apartments - the Diana
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.

3. 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
$268 nightly
The price is $268
Oct 21 - Oct 22
Total with taxes and fees
Hampden Apartments - The George
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

4. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (217 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
$176 nightly
The price is $212
Oct 14 - Oct 15
Total with taxes and fees
Willow Court Farm
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

5. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.0 out of 10, Wonderful, (20 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
$126 nightly
The price is $151
Oct 13 - Oct 14
Total with taxes and fees
Hampden Apartments - The William
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.
$269 nightly
The price is $269
Oct 19 - Oct 20
Total with taxes and fees
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
A modern bedroom with a large bed, a desk, and a sliding door leading to a balcony.

7. Central Windsor Gem | 1BR Penthouse + Balcony

Central Windsor Gem | 1BR Penthouse + Balcony
Windsor City Centre
8.4 out of 10, Very good, (5 reviews)
"Fantastic location, very spacious comfortable and clean apartment. We enjoyed sunshine on the balcony in the winter which was lovely. Easy walk to Windsor Castle and street parking over the weekend was easy. Would thoroughly recommend. "
United Kingdom
Steven K.
$310 nightly
The price is $310
Oct 15 - Oct 16
Total with taxes and fees
Central Windsor Gem | 1BR Penthouse + Balcony
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.

8. 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.
$249 nightly
The price is $249
Oct 14 - Oct 15
Total with taxes and fees
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A modern living room with a sofa, a dining table, and a large window.

9. 2BR House, Walk to Windsor Castle + Parking for 1

2BR House, Walk to Windsor Castle + Parking for 1
Windsor City Centre
10.0 out of 10, Exceptional, (5 reviews)
"The property location allows for a short walk to Windsor Castle, Eton, and all the shops and restaurants in Windsor."
United States
Don K.
$369 nightly
The price is $369
Oct 18 - Oct 19
Total with taxes and fees
2BR House, Walk to Windsor Castle + Parking for 1
A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

10. 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.
$308 nightly
The price is $308
Oct 13 - Oct 14
Total with taxes and fees
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
A modern living room with a grey sofa, a dining table with chairs, and a large window with shelves.

11. Your Windsor Retreat | 1Bed/1Bath + Free Parking

Your Windsor Retreat | 1Bed/1Bath + Free Parking
Windsor City Centre
8.0 out of 10, Very good, (2 reviews)
"We had a lovely time and found the flat was was in a great area and clean and suited us perfectly!"
Australia
Toni
$228 nightly
The price is $228
Nov 9 - Nov 10
Total with taxes and fees
Your Windsor Retreat | 1Bed/1Bath + Free Parking
A modern bedroom with a bed, bedside table, lamp, and a TV.

12. Chic Studio Steps from Windsor Castle

Chic Studio Steps from Windsor Castle
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Very Clean, property manager was very responsive and kind. Excellent customer service. I’ll stay here again."
United States
Ogonnaya L.
$245 nightly
The price is $245
Oct 23 - Oct 24
Total with taxes and fees
Chic Studio Steps from Windsor Castle
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

13. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
United Kingdom
Susan
$178 nightly
The price is $214
Oct 16 - Oct 17
Total with taxes and fees
Copper Castle & Petting Farm near Legoland
A modern living room with a sofa, a lamp, and a small table.

14. Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony

Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony
Slough
$233 nightly
The price is $233
Oct 15 - Oct 16
Total with taxes and fees
Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony
A modern living room with a grey sofa, a glass coffee table, and a white armchair.

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

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
$348 nightly
The price is $348
Oct 18 - Oct 19
Total with taxes and fees
Steps from Windsor Castle | 2BR + Private Parking
A modern living room with a sofa and armchair, a coffee table, and a kitchen area with cabinets and appliances.

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

Windsor Gem: 1 Bed|1 Bath| Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"Great looking apartment. "
United States
Michelle P.
$241 nightly
The price is $241
Oct 13 - Oct 14
Total with taxes and fees
Windsor Gem: 1 Bed|1 Bath| Free Parking
Living area

17. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
$341 nightly
The price is $341
Oct 13 - Oct 14
Total with taxes and fees
3Bed Cosy home in the heart of Windsor/Contractors
A red brick building with arched windows and a sign reading "Côte Brasserie".

18. The best Windsor Castle and river Thames Panoramic views

The best Windsor Castle and river Thames Panoramic views
Eton
$492 nightly
The price is $492
Oct 13 - Oct 14
Total with taxes and fees
The best Windsor Castle and river Thames Panoramic views
A spacious living room with a large window, a dining area with a wooden table set for four, and a kitchen area with a sink and countertop.

19. Central Windsor Gem | 2 Bed, 2 Bath, Free Parking

Central Windsor Gem | 2 Bed, 2 Bath, Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (3 reviews)
"Top quality accommodation in ideal location. Host communication excellent."
United Kingdom
Martin S.
$307 nightly
The price is $307
Nov 1 - Nov 2
Total with taxes and fees
Central Windsor Gem | 2 Bed, 2 Bath, Free Parking
A balcony with a white chair, a small table, and a floor lamp.

20. Charming 1BR Apartment | Parking Included

Charming 1BR Apartment | Parking Included
Windsor City Centre
$302 nightly
The price is $302
Oct 28 - Oct 29
Total with taxes and fees
Charming 1BR Apartment | Parking Included
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

Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

8/10 Good
"The cleanest place ive ever stayed in. Convenient location and very good breakfast. The gentleman on reception was excellent. My room was stylish, bed extremely comfortable and the bathroom modern and beautiful. Although I had to wait half an hour for my room there was fresh lemon water and a nice area to sit and relax. My only disappointment was not being in the main hotel, as a single traveller I didn't feel altogether comfortable being taken to a separate building to find my room. I felt a bit isolated once in my room and was sad that the view from my window was just the opposite wall which compounded my feelings of being cut off. There was also a strange step down and immediate step up as you entered the building I was staying in, this needs filling in as such a nuisance, nearly tripped on way in."
Lydia 1-night trip
Posted 2 hours ago
Sir Christopher Wren Hotel

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 $212 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.