Holiday lettings & accommodation in Maidenhead - HomeToGo base64Hash Holiday lettings & accommodation in Maidenhead - HomeToGo

Holiday lettings & accommodation in Maidenhead

Find 817 available offers from 9 partners
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Recommended holiday lettings in Maidenhead

Rent a holiday home, apartment or cottage in Maidenhead from just £53 per night

House Maidenhead
-46%
17 Nov - 24 Nov
House ∙ 6 guests ∙ 3 bedrooms

House with Terrace & Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
£487£262
per night
Outstanding(7 ratings)
Vrbo
£487£262
per night
View deal
Vrbo
Cottage Maidenhead
18 Nov - 25 Nov
Cottage ∙ 4 guests ∙ 1 bedroom

Child-Friendly Wonderful Cottage with Garden & BBQ | Good for Workation | Pets Allowed

Maidenhead, Windsor and Maidenhead, United Kingdom
£141
per night
Outstanding(18 ratings)
Vrbo
£141
per night
View deal
Vrbo
Apartment Maidenhead
-5%
18 Jan - 25 Jan
Free cancellation
Apartment ∙ 4 guests ∙ 1 bedroom

Fully Equipped Pleasant Holiday Apartment with Garden & Fast Internet

Maidenhead, Windsor and Maidenhead, United Kingdom
£92£87
per night
HomeToGo
£92£87
per night
View deal
HomeToGo
House Maidenhead
-38%
23 Nov - 30 Nov
House ∙ 4 guests ∙ 3 bedrooms

Fully Equipped House with Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
£207£129
per night
Outstanding(1 rating)
Vrbo
£207£129
per night
View deal
Vrbo
Cottage Maidenhead
-17%
8 Feb - 15 Feb
Cottage ∙ 14 guests ∙ 6 bedrooms

Family-Oriented Cottage with Garden & Barbecue | Perfect for Remote Work

Maidenhead, Windsor and Maidenhead, United Kingdom
£530£441
per night
Vrbo
£530£441
per night
View deal
Vrbo
House Maidenhead
8 Feb - 15 Feb
House ∙ 8 guests ∙ 5 bedrooms

House with 5 Rooms for 8 Persons

Maidenhead, Windsor and Maidenhead, United Kingdom
£371
per night
(2 ratings)
Vrbo
£371
per night
View deal
Vrbo
House Maidenhead
-45%
17 Nov - 24 Nov
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home with Terrace & Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
£232£127
per night
Outstanding(6 ratings)
Vrbo
£232£127
per night
View deal
Vrbo
Apartment Maidenhead
10 May - 17 May
Apartment ∙ 4 guests ∙ 2 bedrooms

Wonderful Holiday Apartment with Garden | Nature View | Perfect for Remote Work

Maidenhead, Windsor and Maidenhead, United Kingdom
£172
per night
Outstanding(28 ratings)
Vrbo
£172
per night
View deal
Vrbo
House Maidenhead
8 Jan - 15 Jan
House ∙ 10 guests ∙ 4 bedrooms

Fully Equipped House with Terrace & Garden | Pet-Friendly

Maidenhead, Windsor and Maidenhead, United Kingdom
£339
per night
Outstanding(7 ratings)
Vrbo
£339
per night
View deal
Vrbo
Houseboat Maidenhead
-28%
8 Jan - 15 Jan
Houseboat ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Boat with Garden | Suitable for Remote Work

Maidenhead, Windsor and Maidenhead, United Kingdom
£264£189
per night
Outstanding(4 ratings)
Vrbo
£264£189
per night
View deal
Vrbo
House Maidenhead
14 Feb - 21 Feb
House ∙ 12 guests ∙ 5 bedrooms

Family-Oriented Wonderful House with BBQ, Terrace & Garden | Suitable for Remote Work | Pet-Friendly

Maidenhead, Windsor and Maidenhead, United Kingdom
£1,347
per night
Vrbo
£1,347
per night
View deal
Vrbo
House Maidenhead
-8%
10 May - 17 May
House ∙ 5 guests ∙ 3 bedrooms

Holiday Home with Garden | Nature View

Maidenhead, Windsor and Maidenhead, United Kingdom
£138£127
per night
Excellent(41 ratings)
Vrbo
£138£127
per night
View deal
Vrbo
Apartment Maidenhead
-4%
22 Mar - 29 Mar
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Charming Holiday Apartment with Barbeque, Pool & Terrace | Nature View

Maidenhead, Windsor and Maidenhead, United Kingdom
£209£200
per night
Outstanding(26 ratings)
Vrbo
£209£200
per night
View deal
Vrbo
House Maidenhead
-24%
13 Jan - 20 Jan
Free cancellation
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home with Fast Internet & Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
£246£186
per night
HomeToGo
£246£186
per night
View deal
HomeToGo
House Maidenhead
-4%
11 Jan - 18 Jan
House ∙ 2 guests ∙ 1 bedroom

House with Barbeque & Terrace | Nature View

Maidenhead, Windsor and Maidenhead, United Kingdom
£141£135
per night
Outstanding(18 ratings)
Vrbo
£141£135
per night
View deal
Vrbo

Best holiday rentals with a balcony

House  Maidenhead
1 Feb - 8 Feb
£403 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-Friendly Beautiful House with Fast Internet & Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Free cancellation
Balcony
HomeToGo
View deal
Apartment  Maidenhead
4 Jan - 11 Jan
-47%
£263
£139 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday Apartment with BBQ, Garden & Fast Internet

Maidenhead, Windsor and Maidenhead, United Kingdom
Free cancellation
Balcony
HomeToGo
View deal
Apartment  Maidenhead
17 Nov - 24 Nov
-9%
£227
£207 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Nice Flat with Garden | Nature View

5.0
Outstanding(2 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Balcony
Vrbo
View deal
See all offers

Holiday homes and cottages with a garden

House  Maidenhead
8 Jan - 15 Jan
-30%
£369
£260 per night
House ∙ 4 guests ∙ 2 bedrooms

House with Garden & Terrace

Maidenhead, Windsor and Maidenhead, United Kingdom
Garden
Vrbo
View deal
House  Maidenhead
18 Nov - 25 Nov
£275 per night
House ∙ 12 guests ∙ 6 bedrooms

Fully Equipped Holiday Home with Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Garden
Vrbo
View deal
House  Maidenhead
26 Apr - 3 May
£196 per night
House ∙ 4 guests ∙ 4 bedrooms

House with Garden

5.0
Outstanding(2 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Garden
Vrbo
View deal
See all offers

Holiday lettings and apartments with air conditioning

House  Maidenhead
14 Feb - 21 Feb
£522 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home with Barbecue & Garden

5.0
Outstanding(28 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
Vrbo
View deal
Apartment  Maidenhead
8 Jan - 15 Jan
£248 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with 2 Rooms for 6 Persons

Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
Vrbo
View deal
House  Maidenhead
8 Feb - 15 Feb
£175 per night
House ∙ 6 guests ∙ 1 bedroom

House with Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Air conditioning
Vrbo
View deal
See all offers

Best holiday rental deals in Maidenhead

Save up to 32%

Apartment Maidenhead
23 Nov - 30 Nov
-32%
£258
£175 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with Garden & Fast Internet

Maidenhead, Windsor and Maidenhead, United Kingdom
Free cancellation
HomeToGo
View deal
House Maidenhead
8 Feb - 15 Feb
-7%
£545
£508 per night
House ∙ 19 guests ∙ 7 bedrooms

House with 7 Rooms for 19 Persons

5.0
Outstanding(3 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Maidenhead
8 Jan - 15 Jan
-21%
£382
£304 per night
House ∙ 6 guests ∙ 4 bedrooms

House with 4 Rooms for 6 Persons

Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal

Find a top quality holiday rental from £53 per night by exploring the 817 properties featured in Maidenhead. HomeToGo directly compares all of these holidays rentals, so you can save up to 20%!

Budget-friendly Holiday Homes in Maidenhead

Find Fantastic yet Cheap Lettings

House Maidenhead
14 Feb - 21 Feb
£342 per night
House ∙ 8 guests ∙ 4 bedrooms

House with Terrace & Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Maidenhead
8 Jan - 15 Jan
£264 per night
House ∙ 7 guests ∙ 4 bedrooms

House with Terrace & Garden

4.0
Very good(1 rating)
Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Maidenhead
8 Feb - 15 Feb
£830 per night
House ∙ 12 guests ∙ 6 bedrooms

House with Garden

Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal

Top-Rated Lettings and Properties in Maidenhead

Book Holiday Letting Offers with the Highest User Rating

House Maidenhead
23 Nov - 30 Nov
£177 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday Home with Terrace & Garden | Suitable for Remote Work

4.5
Excellent(2 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Maidenhead
14 Feb - 21 Feb
£201 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming Holiday Home with Terrace & Garden | City View

5.0
Outstanding(5 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Cabin Maidenhead
8 Feb - 15 Feb
£123 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin with Garden

5.0
Outstanding(2 ratings)
Maidenhead, Windsor and Maidenhead, United Kingdom
Vrbo
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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

Smart search made simple

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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 (172)
  • Parking (24)
  • WiFi (733)
  • Kitchen (488)
  • Balcony/patio (298)
  • Pool (144)
  • Garden (505)
  • Washing machine (414)
  • Fireplace (141)
  • TV (642)
  • Microwave (309)
  • No smoking (693)

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.

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 817 rentals
💳 Discounts available up to 20%
🌙 Nightly prices from £53
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 172 properties
🏊 Holiday rentals with pools 143 properties

Frequently Asked Questions

What is a common nightly rate for a holiday rental in Maidenhead?

The average price per night in Maidenhead is around £53. The average rate for renting a house rentals is £388 per night. Apartment rental costs around £184 per night.

How many holiday apartments are available to rent in Maidenhead?

December is the time of year with the highest amount of Apartment rental and House rentals available in Maidenhead, so you'll find plenty of great holiday deals during this month.

What is the most searched holiday rental amenity in Maidenhead?

Travellers planning trips to Maidenhead usually search for Pets allowed, Parking, and Internet when it comes to holiday rental amenities.

How many holiday homes with a pool there are on offer in Maidenhead?

Holiday rentals with pools are 18 of all offers in Maidenhead. In addition, there are 78 of rentals with pools near water.

Am I allowed to bring my pet while staying in an accommodation in Maidenhead?

There are 172 holiday homes in Maidenhead that allow pets for £401 per night.

What is the best time of year to travel to Maidenhead?

Sun lovers should visit Maidenhead in July and August to enjoy the warmest weather.

Where can I see deals on holiday accommmodation in Maidenhead?

You can get brilliant bargains on holiday accommodation in Maidenhead with the cost per night for a rental starting at just £53 - and HomeToGo has created plenty of filters that make it quick and simple to see some awesome deals. If you're still selecting dates for your holiday, you can use HomeToGo's flexible dates technology to quickly locate lower cost timings and get savings of as much as 20%. Moreover, HomeToGo's 'distance from' filter lets you uncover hidden treasure holiday rentals in lower-price, under-the-radar locales with good proximity to the area of your choice, whether that's a beach, lake, ski region or city centre. Book early to make the most of a wide range of offers and the best deals - and do so with confidence by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the benefits of choosing a holiday home in Maidenhead with HomeToGo?

From serenity away from the crowds to more space for relaxing with your loved ones, holiday lets in Maidenhead have plenty of benefits. HomeToGo surfaces real reviews written by previous guests, and searching is safe, simple, and stress-free - so with 817 offers from 10 providers in the region, you're guaranteed to locate the ideal place to stay with the amenities and features that are important to you in Maidenhead.

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