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

Maidenhead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Maidenhead vacation rentals

A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

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 P10,346
P12,415 total
includes taxes & fees
Oct 4 - Oct 5
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

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 P11,726
P14,071 total
includes taxes & fees
Oct 4 - Oct 5
Copper Castle & Petting Farm near Legoland
A bedroom with a bed, a wooden shelf with a small plant, and a wall-mounted plant.

3. Cosy Studio Near Heathrow Airport/ Free Parking

Cosy Studio Near Heathrow Airport/ Free Parking
3.0 star property
Staines
Cosy Studio Near Heathrow Airport/ Free Parking
A compact kitchen with modern appliances, a dining area with chairs, and a door.

4. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is P7,380
P8,856 total
includes taxes & fees
Oct 5 - Oct 6
High Wycombe Apartments
A hallway with a wooden floor, a white wall with a textured artwork, and a wooden door.

5. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is P5,898
P19,493 total
includes taxes & fees
Oct 2 - Oct 3
IBEX HOUSE
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

6. 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 P4,114
P4,936 total
includes taxes & fees
Oct 11 - Oct 12
HQ Aparthotel Farnborough
A modern bedroom with a large bed, a skylight, and a blue accent wall.

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 P5,627
P9,236 total
includes taxes & fees
Oct 3 - Oct 4
Heathrow Windsor Apart Hotel
A house with a patio, a barbecue grill, and a dining area with outdoor furniture.

8. Brook House

Brook House
3.0 star property
Stoke Poges
The price is P70,405
P128,293 total
includes taxes & fees
Oct 6 - Oct 7
Brook House
A modern living room with a flat-screen TV, a sofa, and a coffee table. There is a kitchen area with a dining table and bar stools.

9. 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
The price is P16,761
P16,761 total
includes taxes & fees
Oct 21 - Oct 22
Hampden Apartments - The George
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

10. 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 P9,696
P9,696 total
includes taxes & fees
Oct 11 - Oct 12
Beautiful 1-bed Studio in Bourne end
A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

11. Buckingham Apartments

Buckingham Apartments
3.0 star property
High Wycombe
7.2 out of 10, Good, (19 reviews)
The price is P7,011
P8,414 total
includes taxes & fees
Oct 5 - Oct 6
Buckingham Apartments
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

12. 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 P16,140
P28,804 total
includes taxes & fees
Oct 4 - Oct 5
Fabulous Central Windsor Town 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

Premier Inn Heathrow Airport Terminal 4

Premier Inn Heathrow Airport Terminal 4

10/10 Excellent
"Nice stay"
Kim 2-night trip
Posted 3 hours ago
Premier Inn Heathrow Airport Terminal 4

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.

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.