Maidenhead Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Maidenhead vacation rentals

A bedroom with a bed, a dresser, a window, and a chandelier.

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 AED 485
AED 981 total
includes taxes & fees
12 Nov - 13 Nov
Spacious, light apartment sleeps up to four
A narrow wooden pathway leading to a building with a checkered floor.

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 AED 772
AED 1,057 total
includes taxes & fees
13 Nov - 14 Nov
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.

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
A modern building with dark siding, a glass door entrance, and two potted plants.

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 AED 772
AED 927 total
includes taxes & fees
15 Nov - 16 Nov
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)
"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 AED 654
AED 784 total
includes taxes & fees
12 Nov - 13 Nov
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 AED 521
AED 521 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful 1-bed Studio in Bourne end
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

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
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 AED 433
AED 519 total
includes taxes & fees
12 Nov - 13 Nov
High Wycombe Apartments
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

9. 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 AED 1,177
AED 1,623 total
includes taxes & fees
12 Nov - 13 Nov
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A modern bedroom with a large bed, a skylight, and a blue accent wall.

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 AED 238
AED 433 total
includes taxes & fees
12 Nov - 13 Nov
Heathrow Windsor Apart Hotel
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 AED 10,661
AED 12,794 total
includes taxes & fees
17 Nov - 18 Nov
Coventina
A modern kitchen with a central island, recessed lighting, and a view to the outside.

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 AED 916
AED 2,033 total
includes taxes & fees
15 Nov - 16 Nov
Stunning Central Windsor Town House
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

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 AED 753
AED 1,222 total
includes taxes & fees
17 Nov - 18 Nov
Salt House with parking
A log cabin with a large tree in front, surrounded by a garden with various plants and flowers.

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 AED 507
AED 669 total
includes taxes & fees
12 Nov - 13 Nov
Redwood Lodge: unwind in your very own log cabin
A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

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
Hampden Apartments - The Henry
A two-story residential building with a tiled roof, a front door, and a small garden area.

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 AED 328
AED 482 total
includes taxes & fees
16 Nov - 17 Nov
High Wycombe 1-bed Apt, Sleeps 3 & Private Parking
A modern living room with a grey sofa, two armchairs, a coffee table, and artwork on the walls.

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
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, (371 reviews)
"Great location"
United Kingdom
Kathryn
The price is AED 280
AED 336 total
includes taxes & fees
12 Nov - 13 Nov
Livin’ Serviced Apartments
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

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 AED 279
AED 335 total
includes taxes & fees
15 Nov - 16 Nov
HQ Aparthotel Farnborough
A two-story brick house with bay windows, a black front door, and a small front garden.

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 AED 239
AED 458 total
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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Find vacation rentals that suit your style

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Top Maidenhead Hotel Reviews

A stone building with multiple windows and a brick chimney, surrounded by a well-maintained garden with various plants and a pathway.
Hurley House Hotel

Hurley House Hotel

Hurley House Hotel
Maidenhead

10/10 Excellent

This is an amazing property is perfect for a few days
United States
luis
Reviewed September 5, 2026
Hurley House Hotel

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.