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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 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 ￥12,929
￥30,655 total
includes taxes & fees
Oct 11 - Oct 12
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 ￥20,645
￥43,793 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥32,845
￥49,528 total
includes taxes & fees
Oct 9 - Oct 10
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 ￥38,580
￥56,468 total
includes taxes & fees
Oct 4 - Oct 5
Shepherds Hut with Hot Tub Retreat - By Tempstay
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

5. 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 ￥26,067
￥31,280 total
includes taxes & fees
Oct 6 - Oct 7
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

6. 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 ￥27,835
￥33,402 total
includes taxes & fees
Oct 4 - Oct 5
Copper Castle & Petting Farm near Legoland
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

7. 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 ￥22,964
￥22,964 total
includes taxes & fees
Oct 21 - Oct 22
Beautiful 1-bed Studio in Bourne end
A compact kitchen with modern appliances, a dining area with chairs, and a door.

8. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is ￥18,223
￥21,867 total
includes taxes & fees
Oct 5 - Oct 6
High Wycombe Apartments
A white door with a sign reading "Cavendish House" and a fire access sign above it.

9. Cavendish House

Cavendish House
5.0 star property
Windsor City Centre
9.8 out of 10, Exceptional, (80 reviews)
"Great place"
United Kingdom
Eva
The price is ￥38,475
￥46,170 total
includes taxes & fees
Oct 16 - Oct 17
Cavendish House
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 ￥50,049
￥72,571 total
includes taxes & fees
Oct 4 - Oct 5
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
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.

11. 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 ￥41,807
￥41,807 total
includes taxes & fees
Oct 21 - Oct 22
Hampden Apartments - The George
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 ￥35,177
￥81,625 total
includes taxes & fees
Oct 8 - Oct 9
Stunning Central Windsor Town House
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, (3 reviews)
"Gorgeous flat in a perfect location. There were so great places to walk to, including Windsor Castle. Highly recommend this place!"
United States
jennifer j.
The price is ￥30,447
￥34,826 total
includes taxes & fees
Oct 14 - Oct 15
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave. There is a dining area with a glass table and two chairs.

14. 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 ￥10,388
￥12,466 total
includes taxes & fees
Oct 11 - Oct 12
HQ Aparthotel Farnborough
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)
"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 ￥43,238
￥43,238 total
includes taxes & fees
Oct 22 - Oct 23
Hampden Apartments - The Henry
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 ￥15,546
￥23,888 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Bracknell Apartment With Modern Amenities
A hallway with a wooden floor, a white wall with a textured artwork, and a wooden door.

17. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is ￥14,364
￥48,517 total
includes taxes & fees
Oct 6 - Oct 7
IBEX HOUSE
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

18. 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 ￥26,067
￥45,878 total
includes taxes & fees
Oct 12 - Oct 13
Salt House with parking
An outdoor dining area with tables and chairs, surrounded by glass walls and a view of buildings.

19. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (355 reviews)
"Room were very clean"
United Kingdom
Yuen yee
The price is ￥12,698
￥15,238 total
includes taxes & fees
Oct 4 - Oct 5
Livin’ Serviced Apartments
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

20. 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 ￥37,552
￥68,835 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

Atrium Hotel Heathrow

Atrium Hotel Heathrow

10/10 Excellent
"Very pleasant and clean airport hotel just one Tube stop from Heathrow. Lots of useful bus routes outside too. Our room was right next to the flight path but the soundproofing is excellent. The hotel has a restaurant. I would definitely stay here again."
Paul 1-night trip
Posted 1 hour ago
Atrium Hotel 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
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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 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.