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Maidenhead Holiday Rentals

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Our top choices for Maidenhead holiday rentals

The Acton Collect

The Acton Collect
4.0 star property
Acton
The Acton Collect

Bakery House by Nestor

Bakery House by Nestor
3.0 star property
Hammersmith and Fulham
8.0 out of 10, Very good, (2)
"Ideally located regarding all ammenities. "
Australia
Dennis
The price is NZ$315
includes taxes & fees
5 Jan - 6 Jan 2026
Bakery House by Nestor

Beautiful Flat in Acton

Beautiful Flat in Acton
3.0 star property
Hammersmith and Fulham
The price is NZ$1,344
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Flat in Acton

London Gem - Chic Apartment Retreat

London Gem - Chic Apartment Retreat
3.5 star property
Hammersmith
The price is NZ$596
includes taxes & fees
2 Jan - 3 Jan 2026
London Gem - Chic Apartment Retreat

W6 Hotel Hammersmith

W6 Hotel Hammersmith
3.0 star property
Hammersmith
5.6 out of 10, (296)
"This is a good place"
United States
Cleve
The price is NZ$158
includes taxes & fees
4 Jan - 5 Jan 2026
W6 Hotel Hammersmith

Maple Lodge

Maple Lodge
3.5 star property
Reading
10.0 out of 10, Exceptional, (1)
"Very well laid out property with plenty of room for the whole family as well as a spacious walk in wardrobe, study/work area, a lovely ensuite room as well as a family bathroom and extremely comfortable beds. The complimentary contents in the fridge and on the kitchen top also went down well. Highly recommended."
United Kingdom
Joseph
The price is NZ$486
includes taxes & fees
29 Dec - 30 Dec
Maple Lodge

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (13)
"What an absolutely stunning apartment in a perfect location to explore Windsor. Spotlessly clean with everything you could possibly need for a few nights away. Even a Christmas tree which was a lovely surprise. Once we had a direct contact number for the property the communication was fantastic with check in details and instructions provided. Would 100% stay again in the future Thankyou "
United Kingdom
Corinne
Hampden Apartments - The Louis

Central Hidden Gem - From 125 Per Night

Central Hidden Gem - From 125 Per Night
2.0 star property
Henley-on-Thames
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The flat is lovely and perfectly positioned. Would definitely recommend."
United Kingdom
Pamela
The price is NZ$561
includes taxes & fees
4 Jan - 5 Jan 2026
Central Hidden Gem - From 125 Per Night

Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (25)
"Brilliant location and very helpful owner "
United Kingdom
Senan
Central Apartment Facing Windsor Castle

home.ly North London Apartments Wembley

home.ly North London Apartments Wembley
2.0 star property
Sudbury
8.6 out of 10, Excellent, (7)
"My family had a great time at this bnb. And very convenient to shop in Tesco Express. We will book again next time."
United Kingdom
Hiu Man
home.ly North London Apartments Wembley

The Robinson

The Robinson
2.0 star property
Wembley Park
9.0 out of 10, Wonderful, (7)
"Really helpful concierge and a spacey clean apartment "
United Kingdom
David
The price is NZ$420
includes taxes & fees
4 Jan - 5 Jan 2026
The Robinson

Staines City Centre by Charles Hope

Staines City Centre by Charles Hope
3.5 star property
Staines Town Centre
8.8 out of 10, Excellent, (38)
"Good quality accommodation and great prices. Very convenient to amenities and transport "
United Kingdom
Alan
Staines City Centre by Charles Hope

2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking
3.5 star property
Bracknell
10.0 out of 10, Exceptional, (1)
"Lovely apartment and had everything we needed. Good communication from the host. "
United Kingdom
Helen
The price is NZ$334
includes taxes & fees
5 Jan - 6 Jan 2026
2 Bed - Sleeps 6 - Free Parking

Blue sky at Wallis square

Blue sky at Wallis square
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (86)
"Bigger than expected. Nice place to stay for a few days."
Netherlands
Avelin
Blue sky at Wallis square

Thames Reach

Thames Reach
3.5 star property
Wallingford
10.0 out of 10, Exceptional, (1)
The price is NZ$1,142
includes taxes & fees
2 Jan - 3 Jan 2026
Thames Reach

Ivory Lodge

Ivory Lodge
4.0 star property
Reading
8.6 out of 10, Excellent, (11)
"Looked beautiful on our arrival, superbly clean and luxurious. Manager was excellent in communication and handled any issues very fast and efficiently. "
United Kingdom
Dominee
The price is NZ$411
includes taxes & fees
5 Jan - 6 Jan 2026
Ivory Lodge

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

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 NZ$609
includes taxes & fees
4 Jan - 5 Jan 2026
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

The Kingston Upon Thames Apartme

The Kingston Upon Thames Apartme
2.5 star property
Grove
The price is NZ$317
includes taxes & fees
29 Dec - 30 Dec
The Kingston Upon Thames Apartme

The Ealing Villa

The Ealing Villa
3.5 star property
Ealing
The price is NZ$448
includes taxes & fees
29 Dec - 30 Dec
The Ealing Villa

The Ealing Collection

The Ealing Collection
4.0 star property
Ealing
The price is NZ$497
includes taxes & fees
29 Dec - 30 Dec
The Ealing Collection
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 favorite 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 depends 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 NZ$125 per night. Entering your travel dates in the search wizard you might find 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 25 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.