Maidenhead Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Maidenhead holiday rentals

9.8 out of 10, Exceptional, (18 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is AU$419
includes taxes & fees
19 Jan - 20 Jan
Spacious, light apartment sleeps up to four
2.0 star property
The price is AU$501
includes taxes & fees
19 Jan - 20 Jan
Nayla House – Cozy 4BR with Garden & Parking

Apartment in White Waltham

Shepherds Hut with Hot Tub Retreat
The price is AU$534
includes taxes & fees
20 Jan - 21 Jan
Shepherds Hut with Hot Tub Retreat
The price is AU$370
includes taxes & fees
3 Feb - 4 Feb
BrightOwl Narrowboat, Waterside Cottage experience

Apartment in Hammersmith and Fulham

1 Bed Flat near Westfield
3.0 star property
1 Bed Flat near Westfield
2.0 star property
The price is AU$302
includes taxes & fees
19 Jan - 20 Jan
Central location, 10 mins away from London Winter Wonderland

Apartment in Hammersmith and Fulham

Bakery House by Nestor
3.0 star property
6.8 out of 10, (3 reviews)
"Ideally located regarding all ammenities. "
Australia
Dennis
The price is AU$261
includes taxes & fees
25 Jan - 26 Jan
Bakery House by Nestor
4.0 star property
8.8 out of 10, Excellent, (418 reviews)
"Another amazing stay. 5th time and each experience and property - perfect Very clean, well furnished and thoughtful amenities Check in was simple and great staff who are very helpful Highly recommend "
United Kingdom
Peter Edward
The price is AU$217
includes taxes & fees
21 Jan - 22 Jan
Lamington Apartments - London Hammersmith

Apartment in Hammersmith and Fulham

Cosy 1 Bed Flat in Shepherds bush
The price is AU$354
includes taxes & fees
24 Jan - 25 Jan
Cosy 1 Bed Flat in Shepherds bush

Apartment in Hammersmith and Fulham

Spacious 2BR Maisonette 2 Baths Huge Lounge
2.0 star property
The price is AU$605
includes taxes & fees
19 Jan - 20 Jan
Spacious 2BR Maisonette 2 Baths Huge Lounge

Holiday Home in Hammersmith and Fulham

Cosy 2BDR Flat in Shepherd’s Bush near Westfield
8.0 out of 10, Very good, (3 reviews)
"Lovely large property, felt spacious with 6 of us Clean and really well equipped Great communication with the hosts and good information pack about the house and things to know which was really helpful 10 minute walk to the tube we were able to use it as a brilliant base for our sightseeing trip Highly recommend"
United Kingdom
Stefanie R.
The price is AU$336
includes taxes & fees
27 Jan - 28 Jan
Cosy 2BDR Flat in Shepherd’s Bush near Westfield

Apartment in Hammersmith and Fulham

NEW Modern & Spacious 1 Bed Flat Shepherd's Bush
10.0 out of 10, Exceptional, (1 review)
"It was a nice place - would stay again "
United States
Kimberly A.
The price is AU$442
includes taxes & fees
1 Feb - 2 Feb
NEW Modern & Spacious 1 Bed Flat Shepherd's Bush
The price is AU$278
includes taxes & fees
19 Jan - 20 Jan
Spacious flat in Hammersmith 15min from center

Apartment in Hammersmith and Fulham

Luxurious Villa in Shepherd's Bush
3.5 star property
8.0 out of 10, Very good, (1 review)
"Property is close to transportation and many local shops. Within walking distance to a park , and shopping mall ."
United States
Edricka
The price is AU$661
includes taxes & fees
22 Jan - 23 Jan
Luxurious Villa in Shepherd's Bush

Apartment in Hammersmith and Fulham

Central London 2 bedroom apartment up to 7 people
8.8 out of 10, Excellent, (16 reviews)
"The space was good for 4 adults traveling. The beds were comfortable, we liked all the windows and views. Good amenities (dishwasher, washer/dryer, tv). Very close to transit which makes the cost 100% worth it. Paying extra for towels and not having any hand soap available was a little strange, but we made it work. "
United States
Francie
The price is AU$468
includes taxes & fees
27 Jan - 28 Jan
Central London 2 bedroom apartment up to 7 people

Apartment in Hammersmith and Fulham

2 Bed Garden Flat Shepherd's Bush
The price is AU$507
includes taxes & fees
21 Jan - 22 Jan
2 Bed Garden Flat Shepherd's Bush

Apartment in Hammersmith and Fulham

4 Dbl bedroom 7-8 ppl 15/20 mins to central London
9.6 out of 10, Exceptional, (4 reviews)
"The flat was an excellent base for our London trip while settling our daughter in for her year abroad. Check in was easy and the listing was accurate. It’s conveniently located near an Underground station in a lively, eclectic neighborhood with plenty of options for dining and coffee. The property was very clean, well-equipped, and had everything we needed. Communication was smooth, and Steve was quick to respond on WhatsApp."
United States
Paula T.
The price is AU$631
includes taxes & fees
22 Jan - 23 Jan
4 Dbl bedroom 7-8 ppl 15/20 mins to central London
GuestReady - Bauhaus Duplex in Shepherd's Bush

Aparthotel in Hammersmith and Fulham

Your Apartment Shepherd's Bush
4.0 star property
7.8 out of 10, Good, (15 reviews)
"Brilliant stay. Lovely & clean. Would definitely recommend "
United Kingdom
Daryl
Your Apartment Shepherd's Bush

Holiday Home in Notting Hill

Stunning house close to Notting Hill
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay! The stairs could have been too much for someone with mobility issues, but we made it work. The spacious view over the park was lovely and the home was quiet, clean, well appointed and in good repair. We didn’t have a car, but we used uber eats for breakfast and had dinner before we came home. I would absolutely stay again at this home. "
United States
RW H.
The price is AU$1,201
includes taxes & fees
19 Jan - 20 Jan
Stunning house close to Notting Hill
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.
Save an average of 15% on thousands of hotels when you're signed in

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$90 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?

Spacious 6 Bedroom House in Denton Way: This holiday home rental outside of Maidenhead has Netflix and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate CHESTNUT COTTAGE ❤ WINDSOR COUNTRYSIDE ESCAPE as a favourite home for rent in Maidenhead.

How many holiday rentals are there in Maidenhead?

Choose from 24 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.