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

Maidenhead Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Maidenhead vacation 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 ￥13,076
￥31,002 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥20,879
￥44,289 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥33,216
￥49,877 total
includes taxes & fees
Nov 1 - Nov 2
Lovely cottage in the heart of the picturesque village of Cookham
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

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 ￥40,773
￥48,928 total
includes taxes & fees
Nov 2 - Nov 3
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

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 ￥38,371
￥46,045 total
includes taxes & fees
Nov 6 - Nov 7
Copper Castle & Petting Farm near Legoland
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

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 ￥23,804
￥23,804 total
includes taxes & fees
Oct 29 - Oct 30
Beautiful 1-bed Studio in Bourne end
A compact hotel room with a bed, a dining table, and a kitchenette.

7. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is ￥18,617
￥22,340 total
includes taxes & fees
Nov 2 - Nov 3
High Wycombe Apartments
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

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 ￥22,441
￥26,929 total
includes taxes & fees
Nov 15 - Nov 16
Hampden Apartments - The William
A neatly made bed with a grey quilt, a tray with croissants and orange juice, and a window with a view of houses.

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 ￥30,263
￥30,263 total
includes taxes & fees
Oct 23 - Oct 24
Hampden Apartments - the Diana
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

10. A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
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 ￥50,615
￥73,603 total
includes taxes & fees
Oct 27 - Oct 28
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

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 ￥32,162
￥52,197 total
includes taxes & fees
Oct 26 - Oct 27
Salt House with parking
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 ￥11,021
￥19,552 total
includes taxes & fees
Oct 23 - Oct 24
Heathrow Windsor Apart Hotel
A modern living room with a flat-screen TV mounted on a wooden wall, a window with curtains, a wooden bench, and a framed picture on the wall.

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
A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

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 ￥48,536
￥48,536 total
includes taxes & fees
Oct 28 - Oct 29
Hampden Apartments - The Henry
A modern living room with a glass coffee table, a sofa with patterned cushions, and a dining area with a metal chair and a vase of flowers.

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 ￥44,766
￥44,766 total
includes taxes & fees
Oct 25 - Oct 26
Hampden Apartments - The Catherine
A modern living room with a black coffee table, a glass jar with decorative items, a small potted plant, and a diffuser on the table.

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 ￥15,779
￥24,245 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Bracknell Apartment With Modern Amenities
A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

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 ￥17,929
￥21,515 total
includes taxes & fees
Oct 22 - Oct 23
Buckingham Apartments
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

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 ￥11,271
￥13,525 total
includes taxes & fees
Oct 25 - Oct 26
HQ Aparthotel Farnborough
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

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 ￥44,790
￥77,878 total
includes taxes & fees
Oct 23 - Oct 24
Fabulous Central Windsor Town House
A living room with a sofa, a dining table with chairs, a TV mounted on the wall, and a potted plant.

20. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is ￥14,243
￥48,840 total
includes taxes & fees
Nov 21 - Nov 22
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maidenhead Hotel Reviews

Sofitel London Heathrow

Sofitel London Heathrow

8/10 Good
"expensive"
Graeme 1-night trip
Posted less than an hour ago
Sofitel London Heathrow

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
  • Use the map to find apartments and other holiday homes in the Maidenhead neighbourhood you prefer
  • 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 vacation rentals in Maidenhead?

Yes, there are vacation rentals in Maidenhead close to Braywick Leisure Centre, or you can choose a more remote option if you want 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 vacation rentals in Maidenhead?

3 Bed House Sleeps 5 - Parking, Garden, Pets: Located near Maidenhead, this vacation home rental 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 you can cook with friends or family. Our travelers also rate 4 Bed Windsor Countryside Escape - By Tempstay as a favorite home for rent in Maidenhead.

How many vacation rentals are there in Maidenhead?

Choose from 32 Expedia vacation rentals in Maidenhead for a memorable vacation.

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 vacation rental in Maidenhead like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Maidenhead. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family getaway.