Maidenhead Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Maidenhead vacation rentals

Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
The price is ¥27,481
¥44,749 total
includes taxes & fees
Apr 5 - Apr 6
Lovely cottage in the heart of the picturesque village of Cookham

Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.8 out of 10, Exceptional, (18 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is ¥20,848
¥43,170 total
includes taxes & fees
Apr 3 - Apr 4
Spacious, light apartment sleeps up to four

4 Bed Windsor Countryside Escape - By Tempstay

4 Bed Windsor Countryside Escape - By Tempstay
Maidenhead
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay here in this lovely cottage. Pleasant area and close to Henley. "
United Kingdom
Chris A.
The price is ¥55,383
¥98,331 total
includes taxes & fees
Apr 2 - Apr 3
4 Bed Windsor Countryside Escape - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay
White Waltham
The price is ¥38,260
¥56,689 total
includes taxes & fees
Apr 2 - Apr 3
Shepherds Hut with Hot Tub Retreat - By Tempstay

Cosy 3 Bed Home Near Dorney| Parking - By Tempstay

Cosy 3 Bed Home Near Dorney| Parking - By Tempstay
Maidenhead
10.0 out of 10, Exceptional, (3 reviews)
"Highly recommended and good value, comfortable and homely abode with everything that you need"
United Kingdom
J L.
The price is ¥35,497
¥64,726 total
includes taxes & fees
Apr 19 - Apr 20
Cosy 3 Bed Home Near Dorney| Parking - By Tempstay

4-bed Home in Maidenhead

4-bed Home in Maidenhead
2.0 star property
Maidenhead
4-bed Home in Maidenhead

Nayla House – Cozy 4BR with Garden & Parking

Nayla House – Cozy 4BR with Garden & Parking
Berkshire
8.0 out of 10, Very Good, (1 review)
"Good location. Easy access to airport"
United States
Lynn R.
The price is ¥50,539
¥61,068 total
includes taxes & fees
Apr 2 - Apr 3
Nayla House – Cozy 4BR with Garden & Parking

Selene - Luxury Houseboat Experience

Selene - Luxury Houseboat Experience
Chertsey
The price is ¥54,202
¥54,202 total
includes taxes & fees
Apr 1 - Apr 2
Selene - Luxury Houseboat Experience

BrightOwl Narrowboat, Waterside Cottage experience

BrightOwl Narrowboat, Waterside Cottage experience
Chertsey
The price is ¥49,487
¥49,487 total
includes taxes & fees
Apr 14 - Apr 15
BrightOwl Narrowboat, Waterside Cottage experience

The Loft – 1 bed space with gated parking

The Loft – 1 bed space with gated parking
Binfield Heath
The price is ¥24,790
¥38,688 total
includes taxes & fees
Apr 14 - Apr 15
The Loft – 1 bed space with gated parking

Cosy 2BDR Flat in Shepherd’s Bush near Westfield

Cosy 2BDR Flat in Shepherd’s Bush near Westfield
Hammersmith and Fulham
8.0 out of 10, Very Good, (3 reviews)
"Lovely large property, felt spacious with 6 of us Clean and really well equipped Great communication with the hosts and good information pack about the house and things to know which was really helpful 10 minute walk to the tube we were able to use it as a brilliant base for our sightseeing trip Highly recommend"
United Kingdom
Stefanie R.
The price is ¥19,343
¥32,947 total
includes taxes & fees
Apr 1 - Apr 2
Cosy 2BDR Flat in Shepherd’s Bush near Westfield

Stunning house close to Notting Hill

Stunning house close to Notting Hill
Notting Hill
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay! The stairs could have been too much for someone with mobility issues, but we made it work. The spacious view over the park was lovely and the home was quiet, clean, well appointed and in good repair. We didn’t have a car, but we used uber eats for breakfast and had dinner before we came home. I would absolutely stay again at this home. "
United States
RW H.
The price is ¥74,395
¥148,790 total
includes taxes & fees
Apr 12 - Apr 13
Stunning house close to Notting Hill

Central London 2 bedroom apartment up to 7 people

Central London 2 bedroom apartment up to 7 people
Hammersmith and Fulham
8.8 out of 10, Excellent, (16 reviews)
"The space was good for 4 adults traveling. The beds were comfortable, we liked all the windows and views. Good amenities (dishwasher, washer/dryer, tv). Very close to transit which makes the cost 100% worth it. Paying extra for towels and not having any hand soap available was a little strange, but we made it work. "
United States
Francie
The price is ¥21,479
¥45,485 total
includes taxes & fees
Apr 2 - Apr 3
Central London 2 bedroom apartment up to 7 people

Spacious flat in Hammersmith 15min from center

Spacious flat in Hammersmith 15min from center
Hammersmith and Fulham
The price is ¥25,270
¥28,639 total
includes taxes & fees
Apr 14 - Apr 15
Spacious flat in Hammersmith 15min from center

Bakery House by Nestor

Bakery House by Nestor
3.0 star property
Hammersmith and Fulham
7.6 out of 10, Good, (4 reviews)
"Ideally located regarding all ammenities. "
Australia
Dennis
The price is ¥29,811
¥35,773 total
includes taxes & fees
Apr 12 - Apr 13
Bakery House by Nestor

1 Bed Flat near Westfield

1 Bed Flat near Westfield
3.0 star property
Hammersmith and Fulham
The price is ¥21,256
¥41,449 total
includes taxes & fees
Apr 1 - Apr 2
1 Bed Flat near Westfield

Cosy 1 Bed Flat in Shepherds bush

Cosy 1 Bed Flat in Shepherds bush
Hammersmith and Fulham
The price is ¥17,005
¥32,947 total
includes taxes & fees
Apr 1 - Apr 2
Cosy 1 Bed Flat in Shepherds bush

Spacious & Vibrant Townhouse | 2 Baths | Near Trains & Westfield | Sleeps Groups

Spacious & Vibrant Townhouse | 2 Baths | Near Trains & Westfield | Sleeps Groups
Hammersmith and Fulham
9.0 out of 10, Wonderful, (4 reviews)
"Our team was in London for one week and this flat was perfect for us. The local area meets the need of grocery as well as eating spots, with bus and tube access a short walk away. The host is accommodating and answered our questions quickly. Would definitely recommend."
United States
Brian H.
The price is ¥66,955
¥109,466 total
includes taxes & fees
Apr 26 - Apr 27
Spacious & Vibrant Townhouse | 2 Baths | Near Trains & Westfield | Sleeps Groups

Spacious 2BR Maisonette 2 Baths Huge Lounge

Spacious 2BR Maisonette 2 Baths Huge Lounge
2.0 star property
Hammersmith and Fulham
The price is ¥35,768
¥69,704 total
includes taxes & fees
Apr 8 - Apr 9
Spacious 2BR Maisonette 2 Baths Huge Lounge

Your Apartment Shepherd's Bush

Your Apartment Shepherd's Bush
4.0 star property
Hammersmith and Fulham
7.8 out of 10, Good, (15 reviews)
"Huge, modern, clean, luxurious apartment."
United States
Karl
The price is ¥26,112
¥31,334 total
includes taxes & fees
Apr 5 - Apr 6
Your Apartment Shepherd's Bush
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maidenhead Hotel Reviews

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 top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and spas.

What are some of the best vacation rentals in Maidenhead?

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: You might like this vacation home rental near Maidenhead. It is on the boardwalk and equipped with daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Maidenhead include 4 Bed Windsor Countryside Escape - By Tempstay and Cosy Double Room 5 Minutes from Station,Peaceful Area, Only 20 Minutes to London.

How many vacation rentals are there in Maidenhead?

Choose from 30 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. While in the area, you can also visit popular places like LEGOLAND® Windsor and Warner Bros. Studio Tour London.

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.