A golf course with sand bunkers, a putting green, and a forest in the background.

Search Holiday Rentals in Windlesham

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Dates

November 2026

December 2026

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Our top choices for Windlesham holiday rentals

A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

1. HQ Aparthotel Farnborough

Rushmoor District

John

includes taxes & fees

8 Nov - 9 Nov

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

2. Willow Court Farm

Windsor

Anne

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a black coffee table, a glass jar with decorative items, a small potted plant, and a diffuser on the table.

3. Cozy Bracknell Apartment With Modern Amenities

Bracknell

Guy

includes taxes & fees

9 Nov - 10 Nov

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

4. Copper Castle & Petting Farm near Legoland

Windsor

Susan

includes taxes & fees

7 Nov - 8 Nov

A modern living room with a dining area, featuring a wooden floor, a glass table, black chairs, a brown leather sofa, and a cityscape painting on the wall.

5. Beverley House

Rushmoor District

includes taxes & fees

9 Nov - 10 Nov

A dining table set with plates, glasses, and a vase of flowers.

6. Modern 3BR Home with Free Parking | Sleeps 6 | Family & Business Friendly

Bracknell

includes taxes & fees

12 Nov - 13 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

8 Nov - 9 Nov

A house with a white door, a window, and a brick wall.

8. Cosy 1 Bedroom Apartment Private Access in Guildford

Guildford

Siobhan M.

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a large bed, a wooden door, a sliding glass door to a balcony, and a view of the outside.

9. Staines Riverside by Charles Hope

Staines

bhargav

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with dark cabinets, a wooden ceiling, and a large stove.

10. Cosy Cabin Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park

Horton

Bruce S.

includes taxes & fees

23 Nov - 24 Nov

A modern bedroom with a large bed, a TV mounted on the wall, and a balcony with a view of buildings.

11. NEW 2 bedrooms with private en-suite near Heathrow

Ashford

Danielle E.

includes taxes & fees

10 Nov - 11 Nov

A view from a balcony with a metal railing, overlooking a body of water and a park with trees.

12. Sunday London Staines-upon-Thames Heathrow T6 - Classic Double river view

Staines Town Centre

Helen

includes taxes & fees

30 Nov - 1 Dec

A hallway with a mirror, a door with diamond-shaped windows, a small table with a plant, and a vacuum cleaner.

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

Colnbrook

includes taxes & fees

10 Nov - 11 Nov

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

14. Hampden Apartments - The William

Eton

Tony

includes taxes & fees

15 Nov - 16 Nov

A hot tub with a bottle of champagne and two glasses, a patio with outdoor furniture, and a house in the background.

15. Coventina

Wraysbury

includes taxes & fees

9 Nov - 10 Nov

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

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

Windsor City Centre

Toni

includes taxes & fees

8 Nov - 9 Nov

A dining table set with plates, bowls, and wine glasses.

17. Spacious Apartment with Private Garden By Tempstay

Windsor City Centre

Sherry N.

includes taxes & fees

8 Nov - 9 Nov

A modern house with a patio, a garden with various plants, and a wooden deck.

18. Relaxing guest house with Jacuzzi & boat hire

Wraysbury

Chaim

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a central island, bar stools, and a microwave.

19. Tranquil Turquoise - 3 Bed House With Parking

Bracknell

includes taxes & fees

7 Nov - 8 Nov

A modern loft apartment with a dining area, kitchen, and living space.

20. Hampden apartments - The Richard

Windsor City Centre

Zahier

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Find holiday rentals that suit your style

Top Windlesham Hotel Reviews

A modern hotel room with a sectional sofa, a round coffee table, a bed with a headboard, a mirror, and a bookshelf.

Aviator Hampshire

Rushmoor District

10/10 Excellent

Seema

A courtyard with a brick building, outdoor seating, and trees.

Macdonald Berystede Hotel & Spa

Ascot

10/10 Excellent

Staying for Ascot - We arrived at this hotel on Monday lunch time and it was 32 degrees! Staff were waiting outside to give every one ice cold water and take our bags inside. Check in was smooth, we had room 126, with air conditioning and was very classy, the whole hotel had the WOW factor. The grounds were large and even though the hotel was full, no one was where anyone else want to be, it was very spacious was nothing was too much trouble for the friendly staff. I needed to borrow an iphone...

A modern hotel with a curved glass facade, a parking garage, and a well-maintained garden area.

Hilton Garden Inn London Heathrow Terminal 2 and 3

Heathrow Villages

10/10 Excellent

Janet

A patio with wicker furniture, a table with a pitcher of juice, and a view of a river and trees.

Sir Christopher Wren Hotel

Windsor City Centre

10/10 Excellent

Marie

A historic building with a bridge over a canal, surrounded by well-maintained gardens and trees.

Great Fosters - A Small Luxury Hotel

Egham

10/10 Excellent

Anonymous traveller

A hotel lobby with reception desks, seating areas, and a high ceiling with a starry design.

Holiday Inn Express London Heathrow T4 by IHG

Heathrow Villages

10/10 Excellent

Rupert

A large, stately building with multiple towers and a well-manicured lawn.

Macdonald Frimley Hall Hotel and Spa

Camberley

10/10 Excellent

David

A spacious lobby with modern furniture, a patterned carpet, and a large bookshelf filled with decorative items.

The Runnymede on Thames Hotel and Spa

Egham

10/10 Excellent

Vic

An indoor swimming pool with clear blue tiles, wooden ceiling beams, and a view of the outside.

The Coppid Beech Hotel

Bracknell

10/10 Excellent

Leon

A modern hotel room with a large bed, a desk, a chair, and a TV.

Hyatt Place London Heathrow Airport

Heathrow Villages

10/10 Excellent

Linda

Brooklands Hotel

Weybridge

10/10 Excellent

Clean modern and comfortable room. Cleaning staff presented high level of maintence insuring neatness and cleaness. Loved the selection of teas and even biscuits great to have after a long journey. Great facility's, Spa relaxation area lovely staff.The Resturant has a fantastic menu food was delicious. Waiter's were very plesent and new the menu and were able describe dishes very well. Reception staff couldent be more wellcoming and helpfull, they realy look after you. I reccomend this hotel to...

Anonymous traveller

Crowne Plaza London Heathrow T4 by IHG

Heathrow Villages

10/10 Excellent

Andrew

A modern indoor pool area with a view of the surrounding neighborhood, including trees and buildings.

Harbour Hotel Guildford

Guildford

10/10 Excellent

A spacious indoor area with multiple seating arrangements, a large tree, and a unique sculpture.

Hilton London Heathrow Airport Hotel

Heathrow Villages

10/10 Excellent

Alistair

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

Moxy Slough

Slough

10/10 Excellent

Catherine

A spacious lobby with a central reception desk, a chandelier, and a polished marble floor.

Renaissance London Heathrow Hotel

Heathrow Villages

10/10 Excellent

Christopher

An outdoor patio area with wicker furniture, a glass enclosure, and string lights.

Holiday Inn Express Windsor by IHG

Windsor City Centre

10/10 Excellent

Jane

Find out more about Windlesham

Everything you need to know about Windlesham 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 Windlesham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Windlesham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windlesham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windlesham. 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 Windlesham 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 Windlesham holiday rentals we have selected for you start as low as £43 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windlesham rentals

At Expedia, we put the best Windlesham 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 Windlesham 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 Windlesham 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 Windlesham. 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 Windlesham?

Yes, there are holiday rentals close to the most popular sights in Windlesham, or you can select a more secluded option if you're looking for a relaxing stay.

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

Country House (East Wing) with Indoor Heated Pool and Basketball Court: This holiday home rental outside of Windlesham offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Windlesham?

Explore the area and family-friendly sights such as Coworth Park Polo Centre, or get out into nature at a spot like Virginia Water. Sunningdale Golf Club and Ascot Racecourse are a couple of places you'll find in the wider area.

What’s a holiday rental in Windlesham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windlesham. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.

Search Holiday Rentals in Windlesham

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windlesham holiday rentals

1. HQ Aparthotel Farnborough

2. Willow Court Farm

3. Cozy Bracknell Apartment With Modern Amenities

4. Copper Castle & Petting Farm near Legoland

5. Beverley House

6. Modern 3BR Home with Free Parking | Sleeps 6 | Family & Business Friendly

7. Heathrow Windsor Apart Hotel

8. Cosy 1 Bedroom Apartment Private Access in Guildford

9. Staines Riverside by Charles Hope

10. Cosy Cabin Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park

11. NEW 2 bedrooms with private en-suite near Heathrow

12. Sunday London Staines-upon-Thames Heathrow T6 - Classic Double river view

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

14. Hampden Apartments - The William

15. Coventina

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

17. Spacious Apartment with Private Garden By Tempstay

18. Relaxing guest house with Jacuzzi & boat hire

19. Tranquil Turquoise - 3 Bed House With Parking

20. Hampden apartments - The Richard

Find holiday rentals that suit your style

Top Windlesham Hotel Reviews

Aviator Hampshire

10/10 Excellent

Find out more about Windlesham

Windlesham holiday rentals: An excellent choice for every season

How to find incredible deals on Windlesham rentals

Frequently Asked Questions

Can I find a holiday rental in Windlesham?

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

What’s there to see and do in Windlesham?

What’s a holiday rental in Windlesham like?