1020+ Vacation Rentals in Windsor and Maidenhead |
  1. United Kingdom
  2. England
  3. Windsor and Maidenhead

Windsor and Maidenhead Vacation Rentals, Hotels, & Places to Stay

About Windsor and Maidenhead Vacation Rentals

There are more than 1020 places to stay that are available in Windsor and Maidenhead. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Windsor and Maidenhead.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Windsor and Maidenhead, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Windsor and Maidenhead. Places to stay near Windsor and Maidenhead are 647.29 ft² on average, with prices averaging US $352 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Windsor and Maidenhead. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Windsor and Maidenhead

Type Count
Holiday Apartments 491
Vacation Homes 386
Cottages 35
Villas 8

Use these Quick Filters to Find a Vacation Rental in Windsor and Maidenhead

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Windsor and Maidenhead today.

Weather in Windsor and Maidenhead, GB

View the weather forecast for Windsor and Maidenhead before booking your Windsor and Maidenhead Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Top Attractions Around Windsor and Maidenhead, GB

Varoom offers a large selection of top attractions around Windsor and Maidenhead . Research things to do on your vacation before you visit Windsor and Maidenhead.


Windsor Castle
Legoland
Ascot Racecourse
Windsor Racecourse
Frogmore House
Eton College
Windsor Royal Shopping Centre
Bisham Abbey
Windsor Great Park
St. Georges Chapel
Windsor Bridge
Theatre Royal
Coworth Park Polo Centre
Windsor Guildhall
Liquid Leisure
Guards Polo Club
Windsor Parish Church
Changing of the Guard
King Edward Court Shopping
Royal Ascot Golf Club
Eton High Street Shopping
Longridge Activity Centre
Copper Horse
Bird Hills Golf Centre
Bisham Abbey Golf Club
The Old Ticket Hall
Bray Marina
All Saints' Church
Rhubarb And Custard Photo Gallery
The Firestation Centre for Arts & Culture

Other Places to Stay in Windsor and Maidenhead, GB


Datchet 1,318 Properties
Eton 1,314 Properties
Windsor 536 Properties
Windsor City Centre 496 Properties
Cookham 311 Properties
Sunningdale 123 Properties
Maidenhead 118 Properties
Hurley 101 Properties
Ascot 71 Properties
Sunninghill 52 Properties
Wraysbury 28 Properties
Old Windsor 25 Properties

Complexes around Windsor and Maidenhead, GB


Windsor 52 Properties
Eton 9 Properties
Ascot Racecourse No 4 Properties
Coworth Park Dorchester 3 Properties
De Vere Beaumont Estate 3 Properties
Hampden The George 3 Properties
Macdonald Berystede Hotel 3 Properties
Sir Christopher Wren Hotel 3 Properties
Street The Heart Of Town 3 Properties
The Olde Bell 2 Properties

Frequently Asked Questions About Windsor and Maidenhead?

What are the top vacation rentals in Windsor and Maidenhead?

We have scoured the web to find you options in Windsor and Maidenhead. If you plan on staying near or in the Windsor and Maidenhead area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Windsor and Maidenhead:

How many vacation rentals have private pools in Windsor and Maidenhead?

We have found 13 places to stay that feature a private swimming pool in or near Windsor and Maidenhead. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Windsor and Maidenhead are best for families?

If you are looking for a place to stay that is family-friendly in Windsor and Maidenhead, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Windsor and Maidenhead:

How many Varoom vacation rentals are available in Windsor and Maidenhead?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 1020 in the Windsor and Maidenhead area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Windsor and Maidenhead. 


People Also Ask

There are 1020 Windsor and Maidenhead, GB Vacation Rentals

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