Holiday homes & rentals in Maidenhead - HomeToGo base64Hash Holiday homes & rentals in Maidenhead - HomeToGo

Holiday homes & rentals in Maidenhead

Find 722 available offers from 13 partners
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Top 15 Recommended holiday lettings in Maidenhead

Find your perfect holiday home, apartment or cottage in Maidenhead from just £46 per night!

House Maidenhead
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful holiday home with hot tub, terrace & garden

Maidenhead, Windsor and Maidenhead, United Kingdom
This Windsor house rental features a garden, hot tub, and balcony, perfect for a family getaway with convenient parking.
from £265
per night
Outstanding(1 rating)
from £265
per night
View deal
House Maidenhead
House ∙ 13 guests ∙ 5 bedrooms

Family-oriented nice house with fast internet | Pets are welcome

Maidenhead, Windsor and Maidenhead, United Kingdom
This spacious house rental in Windsor welcomes 13 guests, featuring a kitchen, balcony, parking, and is pet-friendly for families.
from £378
per night
from £378
per night
View deal
Apartment Maidenhead
Apartment ∙ 6 guests ∙ 2 bedrooms

Children-friendly lovely flat

Maidenhead, Windsor and Maidenhead, United Kingdom
This family-friendly apartment in Maidenhead offers parking and a kitchen, perfect for a memorable stay with up to six guests.
from £149
per night
from £149
per night
View deal
House Maidenhead
House ∙ 6 guests ∙ 3 bedrooms

House with terrace & garden

Maidenhead, Windsor and Maidenhead, United Kingdom
This house rental on the highway features a garden, balcony, and fireplace, accommodating six guests with pet-friendly options.
from £158
per night
Outstanding(5 ratings)
from £158
per night
View deal
House Maidenhead
House ∙ 5 guests ∙ 3 bedrooms

Holiday home with garden | Nature view

Maidenhead, Windsor and Maidenhead, United Kingdom
This family-friendly house rental in Slough features a kitchen, garden, and parking, providing an ideal getaway for five.
from £102
per night
Excellent(56 ratings)
from £102
per night
View deal
House Maidenhead
House ∙ 7 guests ∙ 3 bedrooms

House with terrace & garden

Maidenhead, Windsor and Maidenhead, United Kingdom
This house rental in Windsor offers a fireplace, kitchen, garden, balcony, and parking, perfect for six guests seeking comfort.
from £272
per night
Outstanding(8 ratings)
from £272
per night
View deal
House Maidenhead
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with terrace, garden & fast internet

Maidenhead, Windsor and Maidenhead, United Kingdom
This house rental in Maidenhead features a garden, kitchen, and parking, accommodating up to 8 guests, including pets.
from £217
per night
from £217
per night
View deal
House Maidenhead
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with garden & fast internet

Maidenhead, Windsor and Maidenhead, United Kingdom
This Burnham house rental offers a kitchen and garden, perfect for gatherings of up to 10 people in a delightful setting.
from £275
per night
Outstanding(119 ratings)
from £275
per night
View deal
House Maidenhead
House ∙ 2 guests ∙ 1 bedroom

Fully equipped lovely house with garden, fast internet & terrace

Maidenhead, Windsor and Maidenhead, United Kingdom
This house rental in Maidenhead features a kitchen, garden, and parking, perfect for a getaway for two.
from £95
per night
from £95
per night
View deal
Apartment Maidenhead
Apartment ∙ 2 guests ∙ 1 bedroom

Flat with garden

Maidenhead, Windsor and Maidenhead, United Kingdom
This apartment in Maidenhead features a kitchen and balcony, perfect for a romantic getaway or a peaceful retreat.
from £74
per night
from £74
per night
View deal
House Maidenhead
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly charming house with terrace & garden | City view

Maidenhead, Windsor and Maidenhead, United Kingdom
This Marlow house rental features a hot tub, fireplace, and garden, perfect for a memorable family getaway.
from £166
per night
Outstanding(9 ratings)
from £166
per night
View deal
House Maidenhead
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with garden

Maidenhead, Windsor and Maidenhead, United Kingdom
This house rental in Dorney features a fireplace, kitchen, garden, and parking, accommodating up to 12 guests for an unforgettable stay.
from £731
per night
Excellent(6 ratings)
from £731
per night
View deal
House Maidenhead
House ∙ 2 guests ∙ 1 bedroom

House | Pet-friendly

Maidenhead, Windsor and Maidenhead, United Kingdom
This pet-friendly house rental in Maidenhead offers a perfect getaway for two, combining comfort with a prime location.
from £42
per night
Outstanding(2 ratings)
from £42
per night
View deal
House Maidenhead
House ∙ 7 guests ∙ 4 bedrooms

Holiday home with garden & terrace | City view | Good for workation

Maidenhead, Windsor and Maidenhead, United Kingdom
This Marlow house rental offers a garden, fireplace, and kitchen, perfect for families and pets, accommodating up to 7 guests.
from £573
per night
Outstanding(6 ratings)
from £573
per night
View deal
Lodge Maidenhead
Lodge ∙ 4 guests ∙ 2 bedrooms

Lodge

Maidenhead, Windsor and Maidenhead, United Kingdom
from £969
per night
from £969
per night
View deal

Holiday lettings and apartments with air conditioning

Cottage  Maidenhead
from £890 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Pleasant cottage with garden & barbeque | Water view

Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
View deal
Cottage  Maidenhead
from £1,030 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace, garden & pool | Water view

Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
View deal
Cottage  Maidenhead
from £1,149 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with jacuzzi, garden & barbecue

Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
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Best holiday rentals with a balcony

House  Maidenhead
from £165 per night
House ∙ 2 guests ∙ 1 bedroom

House with hot tub, terrace & garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Balcony
View deal
House  Maidenhead
from £557 per night
House ∙ 9 guests ∙ 5 bedrooms

Holiday home with garden, barbeque & terrace | Perfect for remote work

Maidenhead, Windsor and Maidenhead, United Kingdom
Balcony
View deal
House  Maidenhead
from £1,127 per night
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped holiday home with garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Balcony
View deal
See all offers

Most popular holiday lettings with a fireplace

House  Maidenhead
from £1,032 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly nice holiday home with barbeque & garden | Lake view | Pets are welcome

Maidenhead, Windsor and Maidenhead, United Kingdom
Fireplace
View deal
House  Maidenhead
from £818 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbecue, garden & terrace | Suitable for remote work

5.0
Outstanding(16 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Fireplace
View deal
Cottage  Maidenhead
from £386 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

5.0
Outstanding(6 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Fireplace
View deal
See all offers

Budget-friendly Holiday Homes in Maidenhead

Find Fantastic yet Cheap Lettings

House Maidenhead
from £216 per night
House ∙ 8 guests ∙ 4 bedrooms

Lovely holiday home with 4 rooms for 8 persons

4.0
Very good(1 rating)
Maidenhead, Windsor and Maidenhead, United Kingdom
View deal
House Maidenhead
from £587 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped holiday home with garden

Maidenhead, Windsor and Maidenhead, United Kingdom
View deal
House Maidenhead
from £237 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with garden

Maidenhead, Windsor and Maidenhead, United Kingdom
View deal

Top-Rated Lettings and Properties in Maidenhead

Book Holiday Letting Offers with the Highest User Rating

Apartment Maidenhead
from £162 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Fully equipped charming flat with garden

5.0
Outstanding(2 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
View deal
Apartment Maidenhead
from £116 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with terrace

5.0
Outstanding(1 rating)
Maidenhead, Windsor and Maidenhead, United Kingdom
View deal
Apartment Maidenhead
from £183 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with barbecue, garden & terrace | Garden view

5.0
Outstanding(178 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
View deal

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Spend your budget exactly as planned by comparing thousands of providers.

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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Maidenhead

  • Pet-friendly (189)
  • Parking (28)
  • WiFi (570)
  • Kitchen (391)
  • Balcony/patio (299)
  • Pool (144)
  • Garden (426)
  • Washing machine (387)
  • Fireplace (112)
  • TV (595)
  • Microwave (260)
  • No smoking (564)

A lot of the holiday lettings in Maidenhead welcome pets, which makes it a suitable holiday destination for pet owners. If this is a top requirement for you, have a look at the hotel room in Maidenhead. This is the most pet-friendly type of accommodation there. A few of the pet-friendly holiday lettings are situated less than 2 kilometres away from the city centre.

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.

What are the best activities for families in Maidenhead?

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.

Where are the unique attractions in Maidenhead?

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.

Information about holiday rentals in Maidenhead

🏡 Holiday homes available 719 rentals
🌙 Nightly prices from £46
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 196 properties
🏊 Holiday rentals with pools 154 properties

Frequently Asked Questions

What is the average price per night for a holiday rental in Maidenhead?

You can book a holiday home in Maidenhead for as little as £46 per night. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Check HomeToGo to see current rates and discounts.

How many holiday cottages are available to rent in Maidenhead? And what are the most popular types of holiday lets?

Currently there are 719 holiday homes from 12 different providers on offer in Maidenhead. The most popular types of holiday lets in Maidenhead include house rentals and apartment rentals. These are perfect for groups of around 8 people, offering comfort and flexibility. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday home amenity in Maidenhead?

Three most popular holiday rental amenities among our customers in Maidenhead are Pets allowed, Parking and Internet.

Do you offer holiday homes with a swimming pool in Maidenhead?

Looking for a pool? You’ll find that many of holiday cottages and homes in Maidenhead have one. With 154 properties available, it’s a popular choice for those looking to unwind or entertain. Find your perfect poolside getaway on HomeToGo.

Are there any pet-friendly holiday cottages in Maidenhead?

Travelling with a pet? You’ll find 196 pet-friendly holiday homes in Maidenhead to choose from. So your furry friend doesn’t have to miss out on the adventure. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What is the perfect time to travel to Maidenhead?

May and February are the months with the least amount of rain in Maidenhead.

How do I find deals on holiday rentals in Maidenhead?

You can find brilliant bargains on holiday lettings in Maidenhead with prices for a rental beginning at £46 - and HomeToGo has launched a range of features that make it quick and simple to see the best deals. When thinking about the timing for your break, try a search using HomeToGo's flexible dates technology to scan for great value date options and see savings of as much as 10%. Additionally, HomeToGo's 'distance from' filter lets you locate hidden treasure holiday rentals in lower-price, under-the-radar spots that are just as close to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to get the best of the greatest variety of options and top discounts - and do so with confidence by ticking HomeToGo's 'free cancellation' filter when using the website or app.

What are the pros of booking a holiday home in Maidenhead with HomeToGo?

From serenity away from the crowds to more space for relaxing with your travel companions, holiday homes in Maidenhead provide many benefits. HomeToGo shows you genuine ratings written by previous guests, and searching is secure, easy, and hassle-free - so with 719 rentals from 12 providers in the vicinity, you're guaranteed to locate the ideal type of accommodation with the amenities and features you need in Maidenhead.

Do you offer holiday accommodation for couples in Maidenhead?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Maidenhead perfect for two. Enjoy a romantic retreat with just the right amount of space and charm. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Maidenhead?

Yes, there are 121 waterfront holiday lets available in Maidenhead. These spots are perfect for a morning coffee with a view or lazy days by the water. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. Our smart search makes it easy to find what suits you. Discover your ideal holiday home with ease on HomeToGo.

Can I find family-friendly holiday lettings in Maidenhead?

Yes, many holiday homes in Maidenhead are ideal for families, with plenty of space and useful amenities. You’ll find options for every budget and family size. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Maidenhead?

Need a weekend getaway in Maidenhead? Lots of holiday rentals offer short stays for a quick and easy break. Many homes offer short stays without long commitments. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Maidenhead?

Yes, HomeToGo regularly features last-minute holiday deals in Maidenhead, perfect for spontaneous getaways. You might even save up to 10% if you’re flexible with dates. Check today’s offers and grab a holiday cottage at a great price.

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