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Maidenhead Holiday Rentals

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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$296
includes taxes & fees
2 Oct - 3 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, (4 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 S$285
includes taxes & fees
27 Sept - 28 Sept
Copper Castle & Petting Farm near Legoland

3. Separate One Bedroom Large Apartment in Slough

Separate One Bedroom Large Apartment in Slough
3.0 star property
Slough
The price is S$241
includes taxes & fees
28 Sept - 29 Sept
Separate One Bedroom Large Apartment in Slough

4. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is S$176
includes taxes & fees
28 Sept - 29 Sept
High Wycombe Apartments

5. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (46 reviews)
"The host provided very clear instructions regarding check-in/out. The property was exactly as expected and ideal for the purpose of our trip"
United Kingdom
Craig
Hampden Apartments - the Diana

6. 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 S$172
includes taxes & fees
6 Oct - 7 Oct
Buckingham Apartments

7. 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 S$189
includes taxes & fees
3 Oct - 4 Oct
Heathrow Windsor Apart Hotel

8. SnoozeDen Wellesley – Near to Slough Station

SnoozeDen Wellesley – Near to Slough Station
3.0 star property
Slough
2.0 out of 10, (1 review)
The price is S$74
includes taxes & fees
4 Oct - 5 Oct
SnoozeDen Wellesley – Near to Slough Station

9. Hampden Apartments - The Edward

Hampden Apartments - The Edward
3.5 star property
Windsor City Centre
7.8 out of 10, Good, (7 reviews)
"Enjoyed the stay "
United Kingdom
david
Hampden Apartments - The Edward

10. 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
Hampden Apartments - The George

11. Brook House

Brook House
3.0 star property
Stoke Poges
The price is S$2,549
includes taxes & fees
27 Sept - 28 Sept
Brook House

12. 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
1 Oct - 2 Oct
Hampden Apartments - The Henry

13. 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$173
includes taxes & fees
24 Oct - 25 Oct
Beautiful 1-bed Studio in Bourne end

14. 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$633
includes taxes & fees
13 Oct - 14 Oct
Fabulous Central Windsor Town House

15. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is S$390
includes taxes & fees
8 Oct - 9 Oct
IBEX HOUSE

16. PREMIER SUITES Reading

PREMIER SUITES Reading
4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (169 reviews)
"Excellent location and amazing staff service "
Mexico
Maria Alicia
The price is S$151
includes taxes & fees
4 Oct - 5 Oct
PREMIER SUITES Reading

17. Staines Riverside by Charles Hope

Staines Riverside by Charles Hope
4.0 star property
Staines
7.6 out of 10, Good, (19 reviews)
"Good location but very limited facilities"
United Arab Emirates
bhargav
The price is S$232
includes taxes & fees
16 Oct - 17 Oct
Staines Riverside by Charles Hope

18. Staines City Centre by Charles Hope

Staines City Centre by Charles Hope
3.5 star property
Staines Town Centre
8.2 out of 10, Very good, (55 reviews)
"Great location"
United States
pauline
The price is S$147
includes taxes & fees
2 Oct - 3 Oct
Staines City Centre by Charles Hope

19. 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$101
includes taxes & fees
25 Oct - 26 Oct
HQ Aparthotel Farnborough

20. Chester House

Chester House
2.0 star property
Reading
9.6 out of 10, Exceptional, (8 reviews)
"This was a newer listed property and didn't have all the things listed provided."
Canada
Hendrik
The price is S$245
includes taxes & fees
27 Sept - 28 Sept
Chester 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.
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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 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 28 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.