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 Windsor
$204 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Hurley
$138 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
"Outstanding" (6 ratings)
Hurley, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Windsor
$151 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (29 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Windsor
$165 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.4
"Very good" (20 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Windsor
$199 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (26 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Wraysbury
$117 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (30 ratings)
Wraysbury, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Windsor
$146 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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House Maidenhead
$170 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Maidenhead, Windsor and Maidenhead, United Kingdom
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Vrbo
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Apartment Windsor
$114 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.8
"Excellent" (8 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Vrbo
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Recommended Rentals With Pools

House Pool Holyport
$102 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (3 ratings)
Holyport, Bray, Windsor and Maidenhead
Pool
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Vrbo
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Apartment Pool Windsor
$163 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.6
"Outstanding" (21 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Pool
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Vrbo
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Cottage Pool Wraysbury
$653 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
"Excellent" (1 rating)
Wraysbury, Windsor and Maidenhead, United Kingdom
Pool
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Vrbo
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Pet-Friendly Homes and Apartments

Cottage Pet-friendly Windsor and Maidenhead
$156 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Windsor and Maidenhead, England, United Kingdom
Pet-friendly
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Vrbo
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House Pet-friendly Wraysbury
$189 per night
House ∙ 4 guests ∙ 2 bedrooms
4.3
"Very good" (132 ratings)
Wraysbury, Windsor and Maidenhead, United Kingdom
Pet-friendly
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Vrbo
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Cottage Pet-friendly Cookham
$165 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cookham, Windsor and Maidenhead, United Kingdom
Pet-friendly
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Vrbo
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Best vacation rentals with a balcony

Apartment Balcony Maidenhead
$133 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
Balcony
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Vrbo
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House Balcony Wraysbury
$266 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (11 ratings)
Wraysbury, Windsor and Maidenhead, United Kingdom
Balcony
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Vrbo
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Apartment Balcony Windsor
$327 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (10 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Balcony
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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 $78.

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

There are 812 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.

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