Maidenhead Holiday Rentals

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Holiday Rentals in Maidenhead

The Lindens Garden Retreat

2.0 star property
Taplow
The price is AU$1,407,926
includes taxes & fees
8 Dec - 9 Dec
The Lindens Garden Retreat

Spacious 2BR Maisonette 2 Baths Huge Lounge

2.0 star property
Hammersmith and Fulham
The price is AU$675
includes taxes & fees
8 Dec - 9 Dec
Spacious 2BR Maisonette 2 Baths Huge Lounge

W6 Hotel Hammersmith

3.0 star property
Hammersmith
5.6 out of 10, (291)
"This is a good place"
United States
Cleve
The price is AU$168
includes taxes & fees
7 Dec - 8 Dec
W6 Hotel Hammersmith

Bakery House by Nestor

3.0 star property
Hammersmith and Fulham
6.0 out of 10, (1)
"1) the bed was narrow 2) It was only possible to enter/leave the bed from one side 3) No chair, but for two simple ones. 4) No desk to sit and work/write 5) Kettle very difficult to use. We needed help for that 6) Check in was difficult, since only five seconds from gate to door. Then door closes 7) Toilet paper was loose in a super tiny bathroom. 8) Curtains translucent, so no protection for light in the morning Generally speaking; this place was not ready for renting out: On the positive...
Norway
Christian
The price is AU$373
includes taxes & fees
8 Dec - 9 Dec
Bakery House by Nestor

Your Apartment Shepherd's Bush

4.0 star property
Hammersmith and Fulham
7.6 out of 10, Good, (14)
"Bed comfort was Okay."
United Kingdom
Ifeoluwa
Your Apartment Shepherd's Bush

London Gem - Chic Apartment Retreat

3.5 star property
Hammersmith
The price is AU$518
includes taxes & fees
5 Dec - 6 Dec
London Gem - Chic Apartment Retreat

Stunning house near Notting Hill

2.0 star property
Notting Hill
The price is AU$1,507
includes taxes & fees
7 Dec - 8 Dec
Stunning house near Notting Hill

Aparthotel Adagio London Brentford

4.0 star property
Brentford
9.0 out of 10, Wonderful, (1199)
"Staff were very friendly and generally helpful. "
Canada
Robert
The price is AU$195
includes taxes & fees
4 Jan - 5 Jan 2026
Aparthotel Adagio London Brentford

Staines City Centre by Charles Hope

3.5 star property
Staines Town Centre
8.8 out of 10, Excellent, (37)
"Nice and spacious apartment, I love it! "
United States
Noemi
Staines City Centre by Charles Hope

HQ Aparthotel Farnborough

4.0 star property
Rushmoor District
9.0 out of 10, Wonderful, (446)
"The room is tidy and customer services is good in the hotel"
United Kingdom
Lewis
The price is AU$154
includes taxes & fees
4 Jan - 5 Jan 2026
HQ Aparthotel Farnborough

The Robinson

2.0 star property
Tokyngton
9.0 out of 10, Wonderful, (7)
"Really helpful concierge and a spacey clean apartment "
United Kingdom
David
The price is AU$365
includes taxes & fees
8 Dec - 9 Dec
The Robinson

Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

2.0 star property
Henley-on-Thames
10.0 out of 10, Exceptional, (1)
The price is AU$522
includes taxes & fees
5 Dec - 6 Dec
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

Livin’ Serviced Apartments

4.0 star property
Watford
9.0 out of 10, Wonderful, (255)
"So comfortable "
United Kingdom
Suphaporn
The price is AU$180
includes taxes & fees
14 Dec - 15 Dec
Livin’ Serviced Apartments

Willow Court Farm

4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is AU$253
includes taxes & fees
4 Jan - 5 Jan 2026
Willow Court Farm

Staines Riverside by Charles Hope

4.0 star property
Staines
7.6 out of 10, Good, (13)
"Property very clean and in a great location. Little trouble with the front door but cleaner showed us the knack then it easy. Would stay again"
United Kingdom
Vikki
Staines Riverside by Charles Hope

1 Bed Cottage-museum View-garden-free Parking

3.0 star property
Weybridge
8.8 out of 10, Excellent, (3)
"This was a perfect find. Communication great, the host is a pleasure to deal with. Great space and super-quiet. A lovely place to relax. Highly recommended "
United Kingdom
Raquel
The price is AU$323
includes taxes & fees
6 Dec - 7 Dec
1 Bed Cottage-museum View-garden-free Parking

PREMIER SUITES Reading

4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (154)
"Our stay was amazing. We stayed to go to the reading festiabl and it was brilliantly located 10 min walk to the train station. And abouve a mall wirh so many shops and parking!! Will definitely be staying here again."
United Kingdom
Emma
The price is AU$161
includes taxes & fees
24 Dec - 25 Dec
PREMIER SUITES Reading

Laurel House

4.0 star property
Reading
9.0 out of 10, Wonderful, (10)
"Great place"
United Kingdom
Harsha
The price is AU$272
includes taxes & fees
8 Dec - 9 Dec
Laurel House

Hampden Apartments - The Louis

3.0 star property
Eton
9.8 out of 10, Exceptional, (12)
"Love the location and loved the flat. All was perfect for us. "
United States
Shannon
Hampden Apartments - The Louis

Heathrow Windsor Apart Hotel

2.0 star property
Colnbrook
6.8 out of 10, (8)
"Beautiful place!"
United States
Jennifer
Heathrow Windsor Apart Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maidenhead Hotel Reviews

Find out more about Maidenhead

Everything you need to know about Maidenhead holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Maidenhead holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Maidenhead holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Maidenhead holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maidenhead. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maidenhead holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maidenhead holiday rentals we have selected for you start as low as AU$109 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Maidenhead rentals

At Expedia, we put the best Maidenhead holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Maidenhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Maidenhead holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maidenhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Maidenhead?

Yes, you can find holiday rentals where you'll be just 5 mi (8.1 km) from LEGOLAND® Windsor, giving you a more remote option if you want a quiet place to stay. Visitors to Maidenhead speak positively about the scenic riverfront and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and spas.

What are some of the best holiday rentals that Maidenhead has to offer?

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: This holiday home rental outside of Maidenhead is on the boardwalk, and equipped with daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Cosy Double Room 5 Minutes from Station,Peaceful Area, Only 20 Minutes to London as a favourite home for rent in Maidenhead.

How many holiday rentals are there in Maidenhead?

Choose from 26 Expedia holiday rentals in Maidenhead for a memorable holiday.

What’s there to see and do in Maidenhead?

Chiltern Hills and Thames Path are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as LEGOLAND® Windsor and Warner Bros. Studio Tour London.

What’s a holiday rental in Maidenhead like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Maidenhead. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.