Find Vacation Rentals in Windsor and Maidenhead

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Windsor and Maidenhead
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Popular Windsor and Maidenhead Vacation Rentals

Find the perfect Windsor and Maidenhead vacation rental

House Bray
$535 per night
House ∙ 16 guests ∙ 7 bedrooms
Bray, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Datchet
$125 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Datchet, Windsor and Maidenhead, United Kingdom
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HomeToGo
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House Windsor
$314 per night
House ∙ 6 guests ∙ 3 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Windsor
$201 per night
House ∙ 4 guests ∙ 2 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Hurley
$140 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent (6 ratings)
Hurley, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Windsor
$131 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.6
Excellent (9 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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HomeToGo
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House Windsor
$273 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Wraysbury
$188 per night
House ∙ 4 guests ∙ 2 bedrooms
4.3
Very good (130 ratings)
Wraysbury, Windsor and Maidenhead, United Kingdom
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Vrbo
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Cottage Wraysbury
$337 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Wraysbury, Windsor and Maidenhead, United Kingdom
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HomeToGo
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Vacation rentals with Wi-Fi

House  Windsor
$163 per night
House ∙ 6 guests ∙ 2 bedrooms
4.4
Very good (6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Internet
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Vrbo
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Condo  Windsor
$106 per night
Condo ∙ 2 guests ∙ 1 bedroom
3.0
(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
Internet
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Vrbo
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Apartment  Windsor
$157 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (25 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Internet
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Vrbo
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Vacation homes and rentals with a yard

House  Windsor
$249 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Yard
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Vrbo
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House  White Waltham
$305 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (3 ratings)
White Waltham, Windsor and Maidenhead, United Kingdom
Yard
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Vrbo
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House  Wraysbury
$364 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good (1 rating)
Wraysbury, Windsor and Maidenhead, United Kingdom
Yard
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Vrbo
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Vacation Homes With Terraces

Apartment  Hurley
$202 per night
Apartment ∙ 6 guests ∙ 1 bedroom
Hurley, Windsor and Maidenhead, United Kingdom
Balcony/Patio
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HomeToGo
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House  Windsor
$276 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (28 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Balcony/Patio
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Vrbo
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Cabin  Oakley Green
$201 per night
Cabin ∙ 2 guests ∙ 1 bedroom
Oakley Green, Bray, Windsor and Maidenhead
Balcony/Patio
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Vrbo
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Frequently Asked Questions

Is renting a vacation home in Windsor and Maidenhead expensive?

The price per night in Windsor and Maidenhead starts at $93.

Can I see all vacation rentals that are available in Windsor and Maidenhead?

There are 1,086 vacation rental offers in Windsor and Maidenhead available to book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Maidenhead

Looking for a vacation rental in Maidenhead? Tripping.com has 168 vacation rental homes available in Maidenhead. You'll find 0 studios, 126 1-bedroom, 31 2-bedroom and 11 rentals with 3 or more bedrooms ranging from $28 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Maidenhead is $141 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Maidenhead home is $25. Wondering if you can bring your dog or cat along with you? There are 22 pet-friendly vacation rentals available in Maidenhead. In addition to accommodating pets, Maidenhead rentals offer a variety of amenities. In particular, 151 rentals have Internet and WiFi, 143 have TV and/or cable and 18 have a pool or hot tub. Search properties from 6 vacation rental sites in Maidenhead where the top providers in that area are Booking.com, Expedia, and TripAdvisor. There are 53 Booking.com rentals, 46 Expedia short term rentals and 29 TripAdvisor vacation rentals.

Homes & Vacation Rentals

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