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Maidenhead Holiday Rentals

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Our top choices for Maidenhead holiday rentals

1. 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 NZ$455
includes taxes & fees
13 Nov - 14 Nov
Spacious, light apartment sleeps up to four

2. 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 NZ$513
includes taxes & fees
13 Nov - 14 Nov
Lovely cottage in the heart of the picturesque village of Cookham

3. Shepherds Hut with Hot Tub Retreat - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay
White Waltham
Shepherds Hut with Hot Tub Retreat - By Tempstay

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 NZ$379
includes taxes & fees
13 Nov - 14 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)
"Fantastic accommodation and setting. We loved our stay in the copper castle. The hosts have thought of everything to make your stay as enjoyable as possible and the goats outside the accommodation are very friendly!"
United Kingdom
HAYLEY
The price is NZ$398
includes taxes & fees
15 Nov - 16 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 NZ$268
includes taxes & fees
6 Dec - 7 Dec
Beautiful 1-bed Studio in Bourne end

7. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.2 out of 10, Wonderful, (23 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
Hampden Apartments - The William

8. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is NZ$252
includes taxes & fees
22 Nov - 23 Nov
High Wycombe Apartments

9. 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 NZ$786
includes taxes & fees
16 Nov - 17 Nov
A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.

10. 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 NZ$209
includes taxes & fees
13 Nov - 14 Nov
Heathrow Windsor Apart Hotel

11. Coventina

Coventina
3.0 star property
Wraysbury
The price is NZ$6,213
includes taxes & fees
25 Nov - 26 Nov
Coventina

12. 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 NZ$975
includes taxes & fees
15 Nov - 16 Nov
Stunning Central Windsor Town House

13. 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 NZ$591
includes taxes & fees
15 Nov - 16 Nov
Salt House with parking

14. Redwood Lodge: unwind in your very own log cabin

Redwood Lodge: unwind in your very own log cabin
Sandhurst
9.8 out of 10, Exceptional, (23 reviews)
"Very ideal and comfortable stay, exactly as described"
United Kingdom
Travis C.
The price is NZ$323
includes taxes & fees
13 Nov - 14 Nov
Redwood Lodge: unwind in your very own log cabin

15. 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 NZ$437
includes taxes & fees
15 Nov - 16 Nov
Hampden Apartments - The Henry

16. High Wycombe 1-bed Apt, Sleeps 3 & Private Parking

High Wycombe 1-bed Apt, Sleeps 3 & Private Parking
3.0 star property
High Wycombe
10.0 out of 10, Exceptional, (1 review)
"Nice apartment for three people. Sofa bed really helped us. Well presented with off road parking and nearby shops/takeway. Good communication with landlord. We used this for access to LHR which is only 30 minutes away."
United Kingdom
Paul
The price is NZ$236
includes taxes & fees
16 Nov - 17 Nov
High Wycombe 1-bed Apt, Sleeps 3 & Private Parking

17. 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
Fabulous Central Windsor Town House

18. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (371 reviews)
"Great location"
United Kingdom
Kathryn
The price is NZ$186
includes taxes & fees
15 Nov - 16 Nov
Livin’ Serviced Apartments

19. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (484 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
The price is NZ$157
includes taxes & fees
13 Dec - 14 Dec
HQ Aparthotel Farnborough

20. Hammersmith Stayz

Hammersmith Stayz
3.0 star property
Hammersmith
2.0 out of 10, (2 reviews)
"We have been working remotely and traveling for 12 months and this was literally the worst stay we’ve had. The carpet was so disgusting that we didn’t remove our shoes. The “kitchen” was bare and broken. The only redeeming quality was a good bed and clean linens."
United States
Matthew
The price is NZ$223
includes taxes & fees
15 Nov - 16 Nov
Hammersmith Stayz
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Maidenhead holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Maidenhead. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Maidenhead. Seeing all the best attractions is bound to make you fall in love with Maidenhead. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Maidenhead short-term rentals, that won’t be hard to do.

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.