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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windsor vacation rentals

A building with a sign reading "Queen Elizabeth Arch" and a "One way" street sign.

1. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.2 out of 10, Wonderful, (23 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
$128 nightly
The price is $154
Nov 15 - Nov 16
Total with taxes and fees
Hampden Apartments - The William
A self-check-in area with a wooden interior, a statue, and two barrels labeled 'Willow Court Farm'.

2. 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
$153 nightly
The price is $184
Nov 15 - Nov 16
Total with taxes and fees
Willow Court Farm
A living room with a fireplace, sofa, and dining area.

3. 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.
$242 nightly
The price is $242
Nov 15 - Nov 16
Total with taxes and fees
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
A dining area with a wooden table, chairs, a vase with flowers, and a mirror on the wall.

4. 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.
$261 nightly
The price is $261
Nov 16 - Nov 17
Total with taxes and fees
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
A bedroom with a bed, bedside table, lamp, and a towel rack.

5. Spacious Apartment with Private Garden By Tempstay

Spacious Apartment with Private Garden By Tempstay
Windsor City Centre
8.6 out of 10, Excellent, (4 reviews)
"I traveled to Windsor with my husband and 17 year old daughter. This apartment has a good layout with two separate bedrooms and is within walking distance of train station, shops, restaurants and the castle. We had a great stay."
United States
Sherry N.
$259 nightly
The price is $261
Nov 15 - Nov 16
Total with taxes and fees
Spacious Apartment with Private Garden By Tempstay
A traditional building with a staircase leading to the entrance, a parked car, and a sign indicating a hotel.

6. 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, (4 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.
$300 nightly
The price is $300
Dec 9 - Dec 10
Total with taxes and fees
2BR House, Walk to Windsor Castle + Parking for 1
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.
$217 nightly
The price is $217
Dec 9 - Dec 10
Total with taxes and fees
Central Windsor Gem | 1BR Penthouse + Balcony
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.

8. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (39 reviews)
"A very well positioned, bright apartment with plenty of space and amenities. We really enjoyed our stay and recommend "
United Kingdom
Helen
$205 nightly
The price is $205
Nov 18 - Nov 19
Total with taxes and fees
Hampden Apartments - The George
A modern living room with a sofa and armchair, a coffee table, and a kitchen area with cabinets and appliances.

9. 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.
$197 nightly
The price is $197
Nov 23 - Nov 24
Total with taxes and fees
Windsor Gem: 1 Bed|1 Bath| Free Parking
A modern living room with a sofa, a dining table set for four, and a kitchen area with a refrigerator and cabinets.

10. 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, (4 reviews)
"Absolutely wonderful 1st floor apartment on the quaint high street between Eton and Windsor Castle. Great amenities. Close to everything"
United States
janet
$216 nightly
The price is $216
Nov 22 - Nov 23
Total with taxes and fees
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A brick building with a patio area featuring two wicker chairs and a small table.

11. Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton

Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton
Windsor City Centre
$194 nightly
The price is $194
Nov 25 - Nov 26
Total with taxes and fees
Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton
A modern house with a glass door entrance, a hammock, and a green lawn.

12. 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
$103 nightly
The price is $116
Nov 14 - Nov 15
Total with taxes and fees
Heathrow Windsor Apart Hotel
A modern kitchen with a dining area, a sofa, and a TV.

13. Your Perfect 1-Bed Escape in Windsor By Tempstay

Your Perfect 1-Bed Escape in Windsor By Tempstay
Windsor City Centre
$283 nightly
The price is $286
Dec 9 - Dec 10
Total with taxes and fees
Your Perfect 1-Bed Escape in Windsor By Tempstay
A building with a castle-like facade, featuring a wooden door with a coat of arms, a knight statue, and a small garden area with potted plants.

14. 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)
"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
$163 nightly
The price is $195
Nov 17 - Nov 18
Total with taxes and fees
Copper Castle & Petting Farm near Legoland
A balcony with a white chair, a small table, and a floor lamp.

15. Charming 1BR Apartment | Parking Included

Charming 1BR Apartment | Parking Included
Windsor City Centre
$273 nightly
The price is $273
Dec 6 - Dec 7
Total with taxes and fees
Charming 1BR Apartment | Parking Included
A modern living room with a grey sofa, a glass coffee table, and a white armchair.

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

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
$328 nightly
The price is $328
Nov 30 - Dec 1
Total with taxes and fees
Steps from Windsor Castle | 2BR + Private Parking
A living room with a sofa, coffee table, and dining area with chairs and a table.

17. Stylish 2BR Steps from Windsor Castle & High St 🏰

Stylish 2BR Steps from Windsor Castle & High St 🏰
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"Great location m, walking distance to everything in Windsor. The hosts were very responsive to all questions. In the Summer this apartment gets very hot and we needed to use fans to stay cool. I’d book again and maybe just avoid hot months."
United States
Suzi
$352 nightly
The price is $355
Nov 30 - Dec 1
Total with taxes and fees
Stylish 2BR Steps from Windsor Castle & High St 🏰
A modern kitchen with white cabinets, a stainless steel sink, and a window with a view of greenery.

18. Central Windsor 1 Bed Apt & Parking - By Tempstay

Central Windsor 1 Bed Apt & Parking - By Tempstay
Clewer East
6.0 out of 10, (2 reviews)
"It suited us perfectly. The traffic noise was a nuisance but communication with the letting agent was excellent."
United Kingdom
Angela M.
$222 nightly
The price is $224
Nov 16 - Nov 17
Total with taxes and fees
Central Windsor 1 Bed Apt & Parking - By Tempstay
A modern bedroom with a large bed, bedside tables, a tray with breakfast items, and a view through a window.

19. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"Superb apartment very good location far enough away from noise close enough to walk to centre. Apartment could fo with a little TLC. To bring back up to superb throughout. Overall a great stay"
United Kingdom
Dave
$211 nightly
The price is $211
Nov 15 - Nov 16
Total with taxes and fees
Hampden Apartments - The Henry
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
8.8 out of 10, Excellent, (3 reviews)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
$271 nightly
The price is $271
Nov 15 - Nov 16
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

Holiday Inn Express Windsor by IHG

Holiday Inn Express Windsor by IHG

10/10 Excellent
"Staff were amazing couldn’t do enough for us, the food was lovely and the hotel was generally well maintained and spotless would thoroughly recommend and will book again when we visit Windsor"
Samantha 1-night trip
Posted 23 hours ago
Holiday Inn Express Windsor by IHG

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 $179 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.