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Maidenhead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 ￥12,917
￥30,626 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥20,626
￥41,669 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥32,814
￥46,565 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥38,544
￥56,416 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥26,043
￥31,252 total
includes taxes & fees
Sep 28 - Sep 29
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, (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 ￥27,745
￥33,294 total
includes taxes & fees
Sep 29 - Sep 30
Copper Castle & Petting Farm near Legoland
A bedroom with a bed, a wooden shelf with a small plant, and a wall-mounted plant.

7. Cosy Studio Near Heathrow Airport/ Free Parking

Cosy Studio Near Heathrow Airport/ Free Parking
3.0 star property
Staines
The price is ￥15,633
￥31,259 total
includes taxes & fees
Sep 28 - Sep 29
Cosy Studio Near Heathrow Airport/ Free Parking
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 ￥18,020
￥21,624 total
includes taxes & fees
Sep 28 - Sep 29
High Wycombe Apartments
A hallway with a wooden floor, a white wall with a textured artwork, and a wooden door.

9. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
The price is ￥13,955
￥47,998 total
includes taxes & fees
Sep 27 - Sep 28
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.

10. 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 ￥9,150
￥10,980 total
includes taxes & fees
Sep 27 - Sep 28
HQ Aparthotel Farnborough
A modern bedroom with a large bed, a skylight, and a blue accent wall.

11. 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 ￥14,164
￥23,247 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.

12. Brook House

Brook House
3.0 star property
Stoke Poges
The price is ￥169,862
￥313,931 total
includes taxes & fees
Sep 27 - Sep 28
Brook 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 ￥30,418
￥33,752 total
includes taxes & fees
Oct 14 - Oct 15
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
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.

14. 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 ￥47,338
￥47,338 total
includes taxes & fees
Oct 24 - Oct 25
Hampden Apartments - The George
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

15. Salt House with parking

Salt House with parking
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"Perfect in every way! The house was spotless and had everything we needed. It's situated approx 7 mins away from town in one direction, so you can leave the car on the drive, (a major plus) and 10 mins walk away from the woods in the other: ideal for an early morning, or any time dog walk! There's a hose in the garden for dirty boots and dogs and the back gate locks for security. Heating was easy to adjust and the fire worked beautifully. The TV was easy to operate and the Wifi was fab!...
United Kingdom
Lisa
The price is ￥25,001
￥44,794 total
includes taxes & fees
Sep 29 - Sep 30
Salt House with parking
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

16. 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 ￥50,003
￥67,921 total
includes taxes & fees
Sep 27 - Sep 28
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

17. 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 ￥22,727
￥22,727 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful 1-bed Studio in Bourne end
A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

18. 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 ￥17,649
￥21,179 total
includes taxes & fees
Sep 28 - Sep 29
Buckingham Apartments
A modern living room with a sofa, coffee table, and dining area.

19. Modern apartment in the vicinity of Heathrow/Windsor/Slough

Modern apartment in the vicinity of Heathrow/Windsor/Slough
Colnbrook
10.0 out of 10, Exceptional, (3 reviews)
"Very attractive apartment- new furnishings and appliances and state of the art bathrooms.Host was very helpful in meeting our requests and excellent communication.Also, wonderful location close to Heathrow and Windsor Castle."
United States
Laurie R.
The price is ￥32,294
￥39,794 total
includes taxes & fees
Sep 27 - Sep 28
Modern apartment in the vicinity of Heathrow/Windsor/Slough
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 ￥45,174
￥77,961 total
includes taxes & fees
Oct 13 - Oct 14
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 nice hotel close to airport. Staff was very friendly and helpful."
Kenneth 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:

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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: You might like this vacation home rental near Maidenhead. It 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 28 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.