Holiday rentals in Maidenhead

Compare 844 available properties from 23 providers
Maidenhead
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Best holiday rental deals in Maidenhead

-20%
e.g. 1/12 - 8/12
House ∙ 7 guests ∙ 3 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £178 £223
9flats.com
4.0
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Explore 844 rentals listed in Maidenhead and discover the perfect place for your holidays. By comparing these holiday lettings, HomeToGo features the lowest prices and the most popular properties in Maidenhead.

Recommended holiday lettings in Maidenhead

Rent a holiday apartment, home or cottage in Maidenhead: from £26 per night

House ∙ 4 guests ∙ 3 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £95
HomeAway
4.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £73
Booking.com
4.5
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House ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £75
Booking.com
4.3
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Apartment ∙ 6 guests ∙ 2 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £253
Booking.com
4.8
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Apartment ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £566
Booking.com
4.2
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Apartment ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £82
Airbnb
5.0
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Apartment ∙ 2 guests
Maidenhead, Windsor and Maidenhead, United Kingdom
from £69
Airbnb
4.5
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Apartment ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £106
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £64
Airbnb
5.0
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Best holiday homes with a patio or terrace

Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £159
Booking.com
4.4
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Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £124
Booking.com
4.0
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Balcony/Patio
House ∙ 4 guests
Taplow, South Bucks District, United Kingdom
from £58
Booking.com
4.0
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Recommended pet-friendly holiday lettings

Pet-friendly
Apartment ∙ 4 guests ∙ 2 bedrooms
Maidenhead, Windsor and Maidenhead, United Kingdom
from £130
HomeAway
5.0
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Pet-friendly
House ∙ 8 guests ∙ 3 bedrooms
Oakley Green, Bray, United Kingdom
from £271
HomeAway
4.9
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Pet-friendly
House ∙ 3 guests ∙ 1 bedroom
Maidenhead, Windsor and Maidenhead, United Kingdom
from £84
Booking.com
4.3
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Top holiday accommodation with fishing spots nearby

Fishing
House ∙ 4 guests ∙ 3 bedrooms
Taplow, South Bucks District, United Kingdom
from £147
HomeAway
5.0
View deal
Fishing
House ∙ 4 guests ∙ 2 bedrooms
Moneyrow Green, Holyport, United Kingdom
from £105
HomeAway
4.8
View deal
Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Oakley Green, Bray, United Kingdom
from £140
HomeAway
5.0
View deal
See all offers

Popular holiday rental amenities in Maidenhead

  • Kitchen (534)
  • Internet (305)
  • No smoking (299)
  • Parking (254)
  • TV (250)
  • Washer (173)
  • Microwave (148)
  • Garden (133)
  • Dishwasher (106)
  • Balcony/Patio (105)
  • No pets (92)
  • BBQ (83)
A few of the rentals include a pool, which makes Maidenhead an excellent destination for holidaymakers looking to spend their holidays poolside. Our data shows that more hotel rooms have pools than house rentals. In addition, they're able to welcome 3 holidaymakers, on average, while house rentals with pools can host an average of 9 people. In Maidenhead, a few of the accommodation options including a pool are close to the water. If you own a pet, you should easily be able to find a pet-friendly holiday letting in Maidenhead. Pet-friendly properties in Maidenhead cost, on average, £250 a night. There's no need to look exclusively outside the city for a rental, as a few of the pet-friendly holiday rentals are centrally located (less than 2 kilometres from the city centre).

The weather in Maidenhead











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- Rainy days

This is the climate diagram in Maidenhead. In November maximum temperatures go higher than 24°. On the other hand, you could have temperatures dropping under 0° in January. The rainiest month is November while the driest month is January.

Accommodations in Maidenhead

Maidenhead holiday lettings for a relaxing riverside break

Maidenhead's location to the west of London on the river Thames makes it popular with commuters as well as visitors. There is a good range of modern apartments, traditional terraced holiday cottages and larger detached properties to chooose for your Berkshire break.

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Art & Culture

Vibrant art and history in Maidenhead and nearby

Considering its size, Maidenhead has a busy arts schedule. Familiarise yourself with its history at the Maidenhead Heritage Centre, which has an exhibition on the town through the centuries. The nearby village of Cookham is home to the Stanley Spencer gallery, one of the best collections of the British artist's work anywhere in the world. Local artists regularly take over the High Street with their community run market – the perfect place to pick up a souvenir to take home.

Family Activities

Legoland, one of the UK's best theme parks

Maidenhead is less than 10 miles from Legoland, one of the UK's most family friendly theme parks. There are rides suitable for children of all ages. MiniWorld features recreations of famous buildings in Lego. Make the most of Legoland by taking a day pass, knowing that you are just a short drive from your Maidenhead base. Older children will enjoy the high-adrenaline rides at Thorpe Park which is just slightly further away.

Local Attractions

A capital day out in London

One of Maidenhead's main advantages is its proximity to London. Trains from Maidenhead or nearby Reading will speed you into central London in around 45 minutes. Spend the day seeing all of the iconic London sights such as the Tower, Buckingham Palace and Big Ben, or hit the shops in Oxford Street. Head to the South Bank on a sunny afternoon to enjoy the street performers, or visit some of Britain's best museums. London is one of the world's foremost cities and is an excursion not to miss if you're in Maidenhead.

We compare more than 300 providers, including:

Booking.com Holiday Rentals in Maidenhead Novasol Holiday Rentals in Maidenhead TripAdvisor Holiday Rentals in Maidenhead Inter Chalet Holiday Rentals in Maidenhead HomeAway Holiday Rentals in Maidenhead EveryStay Holiday Rentals in Maidenhead Interhome Holiday Rentals in Maidenhead 9flats.com Holiday Rentals in Maidenhead HouseTrip Holiday Rentals in Maidenhead Belvilla Holiday Rentals in Maidenhead Sykes Cottages Holiday Rentals in Maidenhead Homestay.com Holiday Rentals in Maidenhead Ski Planet Holiday Rentals in Maidenhead Only-apartments Holiday Rentals in Maidenhead James Villa Holidays Holiday Rentals in Maidenhead

Holiday destinations near Maidenhead