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Maidenhead Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Maidenhead holiday rentals

A neatly made bed with two pillows, a bedside table with a lamp, and a bedside table with a decorative item.

1. The Fox at Hurley - Delightful Property!

The Fox at Hurley - Delightful Property!
Maidenhead
The price is HK$650
HK$1,542 total
includes taxes & fees
3 Nov - 4 Nov
The Fox at Hurley - Delightful Property!
A bedroom with a bed, a dresser, a window, and a chandelier.

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 HK$1,038
HK$2,213 total
includes taxes & fees
27 Oct - 28 Oct
Spacious, light apartment sleeps up to four
A narrow wooden pathway leading to a building with a checkered floor.

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 HK$1,652
HK$2,491 total
includes taxes & fees
29 Oct - 30 Oct
Lovely cottage in the heart of the picturesque village of Cookham
A cozy interior with striped sofas, a kitchen area, and a bed with a view.

4. Shepherds Hut with Hot Tub Retreat - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay
White Waltham
The price is HK$1,940
HK$2,840 total
includes taxes & fees
27 Oct - 28 Oct
Shepherds Hut with Hot Tub Retreat - By Tempstay
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

5. 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 HK$1,229
HK$1,229 total
includes taxes & fees
29 Oct - 30 Oct
Beautiful 1-bed Studio in Bourne end
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

6. 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 HK$2,028
HK$2,433 total
includes taxes & fees
1 Nov - 2 Nov
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

7. 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 HK$2,002
HK$2,402 total
includes taxes & fees
1 Nov - 2 Nov
Copper Castle & Petting Farm near Legoland
A modern kitchen with a built-in washing machine, a microwave, and a stove.

8. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is HK$935
HK$1,122 total
includes taxes & fees
27 Oct - 28 Oct
High Wycombe Apartments
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

9. 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
The price is HK$1,158
HK$1,390 total
includes taxes & fees
15 Nov - 16 Nov
Hampden Apartments - The William
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

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 HK$2,517
HK$3,661 total
includes taxes & fees
27 Oct - 28 Oct
A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.
A hot tub with a bottle of champagne and two glasses, a patio with outdoor furniture, and a house in the background.

11. Coventina

Coventina
3.0 star property
Wraysbury
The price is HK$20,773
HK$24,928 total
includes taxes & fees
31 Oct - 1 Nov
Coventina
A modern bedroom with a large bed, a skylight, and a blue accent wall.

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 HK$548
HK$972 total
includes taxes & fees
29 Oct - 30 Oct
Heathrow Windsor Apart Hotel
A modern dining area with a glass table, two black chairs, and a small bonsai tree.

13. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is HK$830
HK$2,570 total
includes taxes & fees
27 Oct - 28 Oct
IBEX HOUSE
A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

14. 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 HK$888
HK$1,066 total
includes taxes & fees
27 Oct - 28 Oct
Buckingham Apartments
A two-story residential building with a tiled roof, a front door, and a small garden area.

15. 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 HK$717
HK$1,049 total
includes taxes & fees
27 Oct - 28 Oct
High Wycombe 1-bed Apt, Sleeps 3 & Private Parking
A modern living room with a grey sofa, a glass coffee table with orange juice, and a large window with a view of stone buildings.

16. Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
8.6 out of 10, Excellent, (31 reviews)
"Amazing location, lots of shops !! "
United States
Samantha
The price is HK$1,841
HK$1,841 total
includes taxes & fees
28 Oct - 29 Oct
Central Apartment Facing Windsor Castle
A view of a historic stone castle through a window, with a flag on top and bare trees in the foreground.

17. Windsor Castle Views & Parking - By Tempstay

Windsor Castle Views & Parking - By Tempstay
Windsor City Centre
9.0 out of 10, Wonderful, (4 reviews)
"Great location with dedicated parking."
United States
Colby S.
The price is HK$1,993
HK$3,229 total
includes taxes & fees
8 Nov - 9 Nov
Windsor Castle Views & Parking - By Tempstay
An outdoor dining area with tables and chairs, surrounded by glass walls and a view of buildings.

18. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (368 reviews)
"Good value for money excellent location , very clean room"
United Kingdom
SUKESH
The price is HK$684
HK$821 total
includes taxes & fees
1 Nov - 2 Nov
Livin’ Serviced Apartments
A two-story brick house with bay windows, a black front door, and a small front garden.

19. 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 HK$441
HK$896 total
includes taxes & fees
16 Nov - 17 Nov
Hammersmith Stayz
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

20. 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 HK$582
HK$699 total
includes taxes & fees
1 Nov - 2 Nov
HQ Aparthotel Farnborough
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

Hilton Garden Inn London Heathrow Terminal 2 and 3

Hilton Garden Inn London Heathrow Terminal 2 and 3

10/10 Excellent
"Great hotel for easy access to London Heathrow Airport."
Kenneth M 1-night trip
Posted 1 hour ago
Hilton Garden Inn London Heathrow Terminal 2 and 3

Find out more about Maidenhead

Search for holiday rentals in Maidenhead on Expedia! You can easily find your home rentals, villas, holiday apartments in Maidenhead using one of the methods below:

  • View our selection of featured holiday rentals in Maidenhead
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  • Enter your travel dates to view the best deals on holiday rentals in Maidenhead while they last

Look no further and take a look at our great range of rental properties in Maidenhead!

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.