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Maidenhead Holiday Rentals

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Our top choices for Maidenhead holiday rentals

1. The Fox at Hurley - Delightful Property!

The Fox at Hurley - Delightful Property!
Maidenhead
The price is AU$280
includes taxes & fees
8 Nov - 9 Nov
The Fox at Hurley - Delightful Property!

2. Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.6 out of 10, Exceptional, (19 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is AU$393
includes taxes & fees
26 Oct - 27 Oct
Spacious, light apartment sleeps up to four

3. Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
10.0 out of 10, Exceptional, (1 review)
"Roseleigh Cottage is a lovely little house. It is ideally situated in central Cookham a stones throw from the Thames tow path and close to a range of pubs and other places to eat. The cottage is very well equipped and comfortable. We really enjoyed our stay as did our dog who appreciated the many walks thereabouts."
United States
Maggie L.
The price is AU$437
includes taxes & fees
22 Oct - 23 Oct
Lovely cottage in the heart of the picturesque village of Cookham

4. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (217 reviews)
"Very nice, comfortable room, nice to have the kitchen. Lots of space outside to eat and relax! The kids loved the animals and that it’s clise to Legoland! The restaurant near by was really nice too and also easy to get around without a car."
Canada
Anne
The price is AU$442
includes taxes & fees
2 Nov - 3 Nov
Willow Court Farm

5. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
United Kingdom
Susan
The price is AU$410
includes taxes & fees
13 Nov - 14 Nov
Copper Castle & Petting Farm near Legoland

6. Beautiful 1-bed Studio in Bourne end

Beautiful 1-bed Studio in Bourne end
3.0 star property
Bourne End
10.0 out of 10, Exceptional, (2 reviews)
"Super stay, gorgeous studio with separate kitchen and bathroom, immaculate throughout. Very convenient for the train station and a beautiful walk by the Thames is just a few minutes away! "
United Kingdom
natalie
The price is AU$212
includes taxes & fees
27 Oct - 28 Oct
Beautiful 1-bed Studio in Bourne end

7. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is AU$194
includes taxes & fees
9 Nov - 10 Nov
High Wycombe Apartments

8. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.2 out of 10, Wonderful, (22 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
The price is AU$240
includes taxes & fees
15 Nov - 16 Nov
Hampden Apartments - The William

9. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (47 reviews)
"Handy for town centre and offers parking which is a must in Windsor .as a big tourist attraction parking is quickly taken up and expensive .apartment has all amenities and spotlessly clean"
United Kingdom
Colin
The price is AU$301
includes taxes & fees
23 Oct - 24 Oct
Hampden Apartments - the Diana

10. A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.

A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.
Farnham Royal
9.6 out of 10, Exceptional, (10 reviews)
"Thanks Joti for a pleasant stay. Property was clean and Host was very accommodating showing us round. Use of the BBQ was a great plus!"
United Kingdom
M. I.
The price is AU$644
includes taxes & fees
22 Oct - 23 Oct
A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.

11. Salt House with parking

Salt House with parking
Henley-On-Thames
10.0 out of 10, Exceptional, (2 reviews)
"Nice property, a short walk from the town centre. Would start again when next in Henley"
United Kingdom
Lee
The price is AU$472
includes taxes & fees
23 Oct - 24 Oct
Salt House with parking

12. Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
The price is AU$177
includes taxes & fees
23 Oct - 24 Oct
Heathrow Windsor Apart Hotel

13. Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
Eton
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely wonderful 1st floor apartment on the quaint high street between Eton and Windsor Castle. Great amenities. Close to everything"
United States
janet
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

14. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"Superb apartment very good location far enough away from noise close enough to walk to centre. Apartment could fo with a little TLC. To bring back up to superb throughout. Overall a great stay"
United Kingdom
Dave
The price is AU$429
includes taxes & fees
28 Oct - 29 Oct
Hampden Apartments - The Henry

15. Hampden Apartments - The Catherine

Hampden Apartments - The Catherine
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (6 reviews)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is AU$403
includes taxes & fees
25 Oct - 26 Oct
Hampden Apartments - The Catherine

16. Cozy Bracknell Apartment With Modern Amenities

Cozy Bracknell Apartment With Modern Amenities
3.0 star property
Bracknell
9.6 out of 10, Exceptional, (5 reviews)
"Great location and really clean apartment "
United Kingdom
Guy
The price is AU$218
includes taxes & fees
28 Oct - 29 Oct
Cozy Bracknell Apartment With Modern Amenities

17. Buckingham Apartments

Buckingham Apartments
3.0 star property
High Wycombe
7.2 out of 10, Good, (19 reviews)
"This hotel is not as advertised or as described - be warned "
United Kingdom
Alexandra
The price is AU$194
includes taxes & fees
22 Oct - 23 Oct
Buckingham Apartments

18. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.0 out of 10, Wonderful, (481 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
The price is AU$122
includes taxes & fees
25 Oct - 26 Oct
HQ Aparthotel Farnborough

19. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
The price is AU$701
includes taxes & fees
23 Oct - 24 Oct
Fabulous Central Windsor Town House

20. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is AU$445
includes taxes & fees
31 Oct - 1 Nov
IBEX HOUSE
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$105 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, there are holiday rentals in Maidenhead close to Braywick Leisure Centre, or you can select a more secluded option if you're looking for a relaxing 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?

3 Bed House Sleeps 5 - Parking, Garden, Pets: This holiday home rental outside of Maidenhead offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Our travellers also rate 4 Bed Windsor Countryside Escape - By Tempstay as a favourite home for rent in Maidenhead.

How many holiday rentals are there in Maidenhead?

Choose from 32 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. Other places in town to visit include Bray Marina and Cliveden House.

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.