A historic stone castle with multiple towers and arched windows.

Windsor Holiday Rentals

Q: What are some of the best holiday rentals that Windsor has to offer?

3 Bed House Sleeps 5 - Parking, Garden, Pets : This holiday home rental outside of Windsor 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 that you can cook with friends or family.

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Dates

November 2026

December 2026

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Our top choices for Windsor holiday rentals

A modern building with dark siding, a glass door entrance, and two potted plants.

1. Willow Court Farm

Windsor

Anne

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a grey sofa, a dining table with chairs, and a large window with shelves.

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

Windsor City Centre

Toni

A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

3. Hampden Apartments - The William

Eton

Tony

includes taxes & fees

15 Nov - 16 Nov

A living room with a fireplace, sofa, and dining area.

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

Windsor City Centre

Sue G.

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, bedside table, lamp, and a towel rack.

5. Spacious Apartment with Private Garden By Tempstay

Windsor City Centre

Sherry N.

includes taxes & fees

11 Nov - 12 Nov

A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

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

Windsor City Centre

David T.

includes taxes & fees

11 Nov - 12 Nov

A modern bedroom with a large bed, a skylight, and a blue accent wall.

7. Heathrow Windsor Apart Hotel

Colnbrook

Jennifer

includes taxes & fees

25 Nov - 26 Nov

A modern kitchen with a central island, recessed lighting, and a view to the outside.

8. Stunning Central Windsor Town House

Windsor City Centre

Lisa

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a sofa, a dining table, and a large window.

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

Windsor City Centre

Don K.

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

10. Hampden Apartments - The Henry

Windsor City Centre

Dave

includes taxes & fees

15 Nov - 16 Nov

A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

11. Copper Castle & Petting Farm near Legoland

Windsor

HAYLEY

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a grey sofa, a glass coffee table, and a white armchair.

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

Windsor City Centre

includes taxes & fees

30 Nov - 1 Dec

A spacious living room with a dark sofa, a wooden coffee table, and a patterned rug.

13. Luxury 2 Bedroom Apartment

Clewer North

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

14. Fabulous Central Windsor Town House

Windsor City Centre

Abdullah

A living room with a black sofa, a patterned rug, a wooden coffee table, and a bookshelf filled with books.

15. The best Windsor Castle and river Thames Panoramic views

Eton

includes taxes & fees

11 Nov - 12 Nov

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 City Centre

Michelle P.

includes taxes & fees

22 Nov - 23 Nov

A historic building with a central courtyard, a fountain, and a clock tower.

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

Clewer East

Isabel

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a sofa, ottoman, and a round wooden table.

18. 3Bed Cosy home in the heart of Windsor/Contractors

Windsor City Centre

includes taxes & fees

16 Nov - 17 Nov

A cozy room with a brick fireplace, hanging light bulbs, and a skylight.

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

Windsor

includes taxes & fees

12 Nov - 13 Nov

A dining area with a wooden table, chairs, a bowl of apples, a vase with flowers, a coat rack, and a spiral staircase.

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

Windsor City Centre

includes taxes & fees

22 Nov - 23 Nov

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Find holiday rentals that suit your style

Top Windsor Hotel Reviews

Willow Court Farm

Windsor

10/10 Excellent

We only stayed here for one night but loved it! Timely communication, good directions and the welcome was very friendly. The kids (and adults) loved all the animals and being able to visit them when they liked. The welcome box of groceries was awesome and very well used. The cabin is quite new so the fit-out is fresh (the bathroom could use a mirror beside the basin). Top marks for providing the kids bunk, which they loved, but must be a nightmare to make up! Extensive range of...

Karen

A cozy bedroom with a bed, bedside tables, a clock, and a window with curtains.

Park Farm Bed and Breakfast

Park

10/10 Excellent

Tara

An outdoor seating area with tables and chairs by a river, a bridge, and buildings in the background.

Sir Christopher Wren Hotel

Windsor City Centre

10/10 Excellent

Debbie

A hotel room with a large bed, a seating area with a table, and a view of the city through large windows.

Goswell House

Windsor City Centre

10/10 Excellent

Joanne

A carousel horse with a sign that reads "PLEASE DON'T MOUNT WITHIN 10 feet."

The Winning Post

Windsor

10/10 Excellent

Susan

An outdoor dining area with round tables and chairs, surrounded by glass walls and a clear sky.

Holiday Inn Express Windsor by IHG

Windsor City Centre

10/10 Excellent

Nikki

A modern hotel entrance with a neon sign, glass doors, and a seating area visible inside.

Moxy Slough

Slough

10/10 Excellent

Peter

A modern living room with a fireplace, comfortable seating, and a large TV.

Residence Inn Slough

Slough

10/10 Excellent

John

A hotel room with two beds, a nightstand with a lamp, a ceiling fan, and a window with curtains.

AJ Lodge

Slough

10/10 Excellent

Friendly service on arrival. Offered to carry our bags up the stairs which was lovely. Booked a separate bathroom but was upgraded to an en-suite room. Room but noisy as right on the road but slept well enough. Next time would ask for a different room. Plenty of parking. Restaurants close by As well as supermarket, used as a base for going into Windsor the next day and location was perfect for this. Would stay again.

Anonymous traveller

A room with a four-poster bed, a fireplace, a television, and a wooden ceiling.

The Ostrich Inn

Colnbrook

10/10 Excellent

mary

A hotel room with a view of a historic castle.

Macdonald Windsor Hotel

Windsor City Centre

10/10 Excellent

Mark Jason David

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.

Hampden Apartments - The George

Windsor City Centre

10/10 Excellent

Dennis

An outdoor seating area with tables and chairs under string lights, a large tree, and a building with a sign in the background.

The Royal Adelaide Hotel

Windsor City Centre

10/10 Excellent

Jayne

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as NZ$210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday 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 holiday.

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.

Frequently Asked Questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to LEGOLAND® Windsor, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Windsor has to offer?

3 Bed House Sleeps 5 - Parking, Garden, Pets: This holiday home rental outside of Windsor 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 that you can cook with friends or family.

How many holiday rentals are there in Windsor?

Choose from 30 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

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

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.

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Activities in Windsor
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Windsor Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor holiday rentals

1. Willow Court Farm

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

3. Hampden Apartments - The William

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

5. Spacious Apartment with Private Garden By Tempstay

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

7. Heathrow Windsor Apart Hotel

8. Stunning Central Windsor Town House

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

10. Hampden Apartments - The Henry

11. Copper Castle & Petting Farm near Legoland

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

13. Luxury 2 Bedroom Apartment

14. Fabulous Central Windsor Town House

15. The best Windsor Castle and river Thames Panoramic views

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

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

18. 3Bed Cosy home in the heart of Windsor/Contractors

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

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

Find holiday rentals that suit your style

Top Windsor Hotel Reviews

Willow Court Farm

10/10 Excellent

Find out more about Windsor

Windsor holiday rentals: An excellent choice for every season

How to find incredible deals on Windsor rentals

Frequently Asked Questions

Can I find a holiday rental in Windsor?

What are some of the best holiday rentals that Windsor has to offer?

How many holiday rentals are there in Windsor?

What’s there to see and do in Windsor?

What’s a holiday rental in Windsor like?

Explore a world of travel with Expedia