An aerial view of a town with a river, green spaces, and historic buildings.

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

1. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (215 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 S$253
includes taxes & fees
7 Oct - 8 Oct
Willow Court Farm

2. 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 S$273
includes taxes & fees
4 Oct - 5 Oct
Copper Castle & Petting Farm near Legoland

3. 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 S$184
includes taxes & fees
12 Oct - 13 Oct
Beautiful 1-bed Studio in Bourne end

4. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is S$175
includes taxes & fees
5 Oct - 6 Oct
High Wycombe Apartments

5. Cavendish House

Cavendish House
5.0 star property
Windsor City Centre
9.8 out of 10, Exceptional, (80 reviews)
"Great place"
United Kingdom
Eva
The price is S$375
includes taxes & fees
16 Oct - 17 Oct
Cavendish House

6. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location, walking distance to shops, restaurants, the theatre and of course the castle. The apartment was clean on arrival and had everything we needed for our stay. "
United Kingdom
Alison
The price is S$339
includes taxes & fees
21 Oct - 22 Oct
Hampden Apartments - The George

7. Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
9.6 out of 10, Exceptional, (4 reviews)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
The price is S$669
includes taxes & fees
8 Oct - 9 Oct
Stunning Central Windsor Town House

8. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (478 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
The price is S$102
includes taxes & fees
4 Oct - 5 Oct
HQ Aparthotel Farnborough

9. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay great location. Apartment was clean and prepared for our visit. The property could use a few repairs but altogether it was a great place to stay. "
United States
Jeremy
The price is S$351
includes taxes & fees
22 Oct - 23 Oct
Hampden Apartments - The Henry

10. 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 S$194
includes taxes & fees
12 Oct - 13 Oct
Cozy Bracknell Apartment With Modern Amenities

11. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is S$392
includes taxes & fees
11 Oct - 12 Oct
IBEX HOUSE

12. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (355 reviews)
"Room were very clean"
United Kingdom
Yuen yee
The price is S$119
includes taxes & fees
4 Oct - 5 Oct
Livin’ Serviced Apartments

13. 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 S$566
includes taxes & fees
4 Oct - 5 Oct
Fabulous Central Windsor Town 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maidenhead Hotel Reviews

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.

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.