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

Windlesham Vacation Rentals

Q: What's the top vacation rental that Windlesham has to offer?

Country House (East Wing) with Indoor Heated Pool : You might want to consider this vacation home rental near Windlesham, which offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Dates

November 2026

December 2026

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Our top choices for Windlesham vacation 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

CA $125 total

includes taxes & fees

Nov 8 - Nov 9

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

2. Willow Court Farm

Windsor

Anne

CA $299 total

includes taxes & fees

Nov 5 - Nov 6

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

3. Copper Castle & Petting Farm near Legoland

Windsor

Susan

CA $328 total

includes taxes & fees

Nov 5 - Nov 6

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

4. Staines Riverside by Charles Hope

Staines

bhargav

CA $165 total

includes taxes & fees

Nov 8 - Nov 9

A neatly made bed with white bedding, a grey headboard, and a bedside table with a lamp.

5. Tranquil Turquoise - 3 Bed House With Parking

Bracknell

CA $749 total

includes taxes & fees

Nov 7 - Nov 8

A modern living room with a glass coffee table, a sofa with patterned cushions, and a dining area with a metal chair and a vase of flowers.

6. Hampden Apartments - The Catherine

Windsor City Centre

Sophie

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

7. Hampden apartments - The Richard

Windsor City Centre

Zahier

A conservatory with a cushioned bench, wicker furniture, and a view of the garden.

8. Virginia Water Family Getaway

Virginia Water

CA $790 total

includes taxes & fees

Nov 5 - Nov 6

A modern living room with a sofa, a dining table with chairs, a colorful rug, and a view of greenery outside.

9. 1 Bed Cottage-museum View-garden-free Parking

Weybridge

Raquel

CA $305 total

includes taxes & fees

Nov 10 - Nov 11

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

CA $345 total

includes taxes & fees

Nov 19 - Nov 20

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

11. Heathrow Windsor Apart Hotel

Colnbrook

Jennifer

CA $166 total

includes taxes & fees

Nov 7 - Nov 8

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

12. Hampden Apartments - The William

Eton

Tony

CA $224 total

includes taxes & fees

Nov 15 - Nov 16

A modern hotel room with a kitchen, two beds, a dining area, and a large window.

13. Heathrow Charge and Go

Ashford

Charlotte

CA $207 total

includes taxes & fees

Nov 10 - Nov 11

A cozy attic bedroom with a sloped ceiling, a bed, a sofa, and a small TV.

14. Thames Retreat

Wraysbury

CA $778 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with a large island, red bar stools, and a view into the dining area.

15. Serene 5-bedroom House in Staines-upon-thames With Garden

Staines

CA $988 total

includes taxes & fees

Nov 12 - Nov 13

16. PREMIER SUITES Reading

Reading City Centre

Maria Alicia

CA $167 total

includes taxes & fees

Nov 5 - Nov 6

A hallway with a tiled floor, white walls, and a door with the number 13.

17. SnoozeDen Wellesley – Near to Slough Station

Slough

CA $82 total

includes taxes & fees

Nov 8 - Nov 9

A spacious balcony with large windows offering a city view.

18. Aparthotel Adagio London Brentford

Brentford

Shaun

CA $174 total

includes taxes & fees

Nov 8 - Nov 9

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.

19. Cozy Bracknell Apartment With Modern Amenities

Bracknell

Guy

CA $213 total

includes taxes & fees

Nov 6 - Nov 7

A modern kitchen with a built-in oven, a sink, and a dining area with a table and chairs.

20. Hampton Suites Serviced Apartments

Thames Ditton

Risé

CA $191 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation 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

Dale

A hallway with a mural depicting a tropical landscape, a wooden door, and a light fixture.

The Winning Post

Windsor

10/10 Excellent

Linda

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

Raymond

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

Macdonald Berystede Hotel & Spa

Ascot

10/10 Excellent

carolyn

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

Macdonald Frimley Hall Hotel and Spa

Camberley

10/10 Excellent

This is a beautiful property. Very classy while being very comfortable. Food in the lounge was great, especially tortellini. Lovely environment definitely weighs following negatives. The breakfast was not impressive. Few hot choices. Eggs were unpleasant. Tomatoes had to be ordered, and took 15 minutes to arrive. Was amazed at how lax servers were at clearing dirty dishes in lounge. Would deliver a beer and walk away without empty glasses on table.

Tony G

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

Doug

A neatly made bed with a brown blanket, two bedside tables with lamps, and three framed artworks on the wall.

The Ely Hotel by Chef and Brewer Collection

Camberley

10/10 Excellent

Patricia

A buffet with various food items including cheese, meats, and salads.

Crowne Plaza Reading by IHG

Reading

10/10 Excellent

Stewart

A modern restaurant with a long wooden table and chairs, a counter with a menu board, and large windows providing natural light.

B&B Hotel London Heathrow

Colnbrook

10/10 Excellent

Jennifer

A room with a glass table, a bowl of fruit, a wine glass, and a bottle of champagne.

Copthorne Hotel Slough-Windsor

Slough

10/10 Excellent

Mark

A spacious lobby with a central fountain, seating areas, and a chandelier.

Oatlands Park Hotel

Weybridge

10/10 Excellent

Excellent and charming hotel. Very clean and very helpful staff. We weren't in a condition to utilize the amenities as we had just come in from a long days journey with redirected and rescheduled flights and unfortunately could not partake of the breakfast in the morning due to the timing of your flight out from Heathrow. That said, the hotel and staff were lovely and we could imagine the meals and amenities would have been top notch.

Carl

Find out more about Windlesham

Everything you need to know about Windlesham 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 Windlesham vacation rental for you. At Expedia, you can take your pick from private vacation 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 Windlesham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windlesham vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windlesham vacation rentals we have selected for you start as low as CA $67 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 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 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 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 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 vacation rental in Windlesham?

Yes, you can find vacation rentals close to top sights in Windlesham, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Windlesham has to offer?

Country House (East Wing) with Indoor Heated Pool: You might want to consider this vacation home rental near Windlesham, which offers an outdoor pool, a patio, and a barbecue grill 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 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 larger area.

What’s a vacation rental in Windlesham like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Windlesham. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

Windlesham Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windlesham vacation rentals

1. HQ Aparthotel Farnborough

2. Willow Court Farm

3. Copper Castle & Petting Farm near Legoland

4. Staines Riverside by Charles Hope

5. Tranquil Turquoise - 3 Bed House With Parking

6. Hampden Apartments - The Catherine

7. Hampden apartments - The Richard

8. Virginia Water Family Getaway

9. 1 Bed Cottage-museum View-garden-free Parking

10. Hampden Apartments - The Henry

11. Heathrow Windsor Apart Hotel

12. Hampden Apartments - The William

13. Heathrow Charge and Go

14. Thames Retreat

15. Serene 5-bedroom House in Staines-upon-thames With Garden

16. PREMIER SUITES Reading

17. SnoozeDen Wellesley – Near to Slough Station

18. Aparthotel Adagio London Brentford

19. Cozy Bracknell Apartment With Modern Amenities

20. Hampton Suites Serviced Apartments

Find vacation rentals that suit your style

Top Windlesham Hotel Reviews

Aviator Hampshire

10/10 Excellent

Find out more about Windlesham

Windlesham vacation rentals: An excellent choice for every season

How to find incredible deals on Windlesham rentals

Frequently Asked Questions

Can I find a vacation rental in Windlesham?

What's the top vacation rental that Windlesham has to offer?

What’s there to see and do in Windlesham?

What’s a vacation rental in Windlesham like?