Maidenhead holiday rentals: compare the best deals
Maidenhead
07/28 – 08/04
HK$2624/nighttotal: HK$18368 (7 )
Maidenehad Spacious Spectacular And Modern 3 Bedroom 2 Bathroom Penthouse 14
1 6
apartment , Maidenhead
This penthouse flat is located in Maidenhead, just 6.4km from Cliveden House and 11.6km from Windsor Castle, offering easy access to these popular attractions. It's a great choice for travellers wanting to explore the area's history and natural beauty. The flat has three bedrooms and three bathrooms, spanning 116 square metres and comfortably accommodating up to six guests. The modern, fully equipped kitchen includes a fridge, microwave, and dishwasher, while free Wi-Fi and private parking are also included.
8.2 107 reviews
Maidenhead
07/01 – 07/29
HK$2191/nighttotal: HK$61348 (28 )
Rural 7 And 2 Bed Lodge Stays In Windsor! Hot Tub! Sleeps 20
2 2
house , Bray
This lodge is located in Bray, just 5.5 kilometres from Windsor Castle and 5.8 kilometres from Legoland Windsor, making it a great base for exploring the area. The property has received very good user ratings and excellent location and cleanliness ratings. This spacious house comfortably sleeps 20 people, making it ideal for large families or groups of friends. It offers a fully equipped kitchen, modern amenities, a garden with outdoor play equipment, a hot tub, and a terrace or balcony, providing everything you need for a comfortable and enjoyable stay.
9.3 23 reviews
Maidenhead
07/01 – 08/31
HK$2772/nighttotal: HK$169092 (61 )
Maidenhead Imperial Court - 1 Bedroom Apartment
1 1
resort , Berkshire
This one-bedroom apartment is located just a 10-minute walk from Maidenhead train station, making it easy to explore Berkshire and beyond. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment offers a spacious open-plan living area, perfect for two guests. It comes equipped with a fully fitted kitchen, including a fridge, microwave oven, and dishwasher, along with Wi-Fi, underfloor heating, and on-site parking.
Maidenhead
07/01 – 07/29
HK$842/nighttotal: HK$23576 (28 )
Modern Room & Bath In Maidenhead Near Heathrow Airport
1 2
apartment , Taplow
This modern one-bedroom apartment in Taplow offers a convenient location, approximately 6.4km from Maidenhead train station providing easy access to London, and within 24km of LEGOLAND Windsor and 32km from Heathrow Airport. The self-catering flat features a double room with ensuite bathroom, microwave, dishwasher, air conditioning, parking, and accommodates two guests, benefiting from a weekly cleaning service and discounts for longer stays.
7.3 3 reviews
Maidenhead
07/28 – 08/04
HK$3136/nighttotal: HK$21952 (7 )
3 Bedroom Apt.04 With Parking In Maidenhead
3 6
apartment , Maidenhead
This three-bedroom, two-bathroom Maidenhead flat is a 0.24km walk from Maidenhead train station, offering easy access to Central London within 30 minutes by train. The 75m² self-catering property features an open-plan living/dining area, a fully equipped kitchen with freezer and microwave, free secured gated parking, and accommodates up to six guests; weekly linen and towel changes are standard.
10 47 reviews
Maidenhead
07/28 – 08/04
HK$5561/nighttotal: HK$38927 (7 )
Wonderful 5 Bed Windsor | Free Parking, Own Garden
1 6
apartment , Windsor
This five-bedroom house, situated in a peaceful Windsor residential area, is a short drive from Legoland Windsor and a Tesco supermarket. The property offers ample space for eight guests, boasting five bedrooms, three bathrooms, a dedicated children's playroom, a private garden, free parking, and a fully equipped kitchen with modern amenities including WiFi and Smart TVs, making it ideal for family stays in Berkshire.
Maidenhead
07/28 – 08/04
HK$2377/nighttotal: HK$16639 (7 )
4 Bed Home Near Legoland Sleeps 8 With Parking
4 6
apartment , Windsor
This 4-bedroom Windsor flat is situated 2.9 kilometres from Windsor Castle and 3.1 kilometres from Legoland Windsor, with Thorpe Park and Cliveden House also within easy driving distance. Offering 96 square metres of living space, this family-friendly accommodation sleeps up to 8 guests and features complimentary WiFi, private parking, a garden, and a fully equipped kitchen with a dining area.
9.4 5 reviews
Maidenhead
07/16 – 07/23
HK$1710/nighttotal: HK$11970 (7 )
Tranquil Garden Haven, Comfy Family & Contractor Pad
2 1
house , Farnham Royal
This family-friendly holiday home in Farnham Royal offers convenient access to Windsor Castle (6.6 kilometres) and Dorney Lake (7.9 kilometres), with Legoland Windsor (8.2 kilometres) and Cliveden House (9.2 kilometres) also nearby. This two-bedroom property accommodates up to nine guests and features a kitchen with a fridge and microwave, complimentary on-site parking, free WiFi, and a private garden, with airport transfer arrangements available.
10 1 review
Maidenhead
07/28 – 08/04
HK$2362/nighttotal: HK$16534 (7 )
3-bed Home- Parking & Large Garden By Tempstay
3 6
apartment , Windsor
This Clewer North holiday home is situated 1.45km from Windsor Racecourse, 4.8km from LEGOLAND Windsor, and 4.8km from Windsor Castle. The three-bedroom property sleeps six, boasts a fully equipped kitchen with dishwasher, a garden, terrace, parking, and is within easy reach of local attractions.
10 33 reviews
Maidenhead
07/16 – 07/23
HK$899/nighttotal: HK$6293 (7 )
The Cabin At Ivy Cottage
1 1
cabin , Warren Row
This Warren Row log cabin is situated near a 15th-century cottage, 5km from Henley-on-Thames, and conveniently located for access to the Elizabeth Line. The self-catering retreat offers one bedroom, one bathroom, sleeping up to two guests, and features a kitchen, air conditioning, garden, parking, private patio, and welcome treats; picturesque walks start directly from the property.
8.5 93 reviews
Maidenhead
08/14 – 08/16
HK$2171/nighttotal: HK$4342 (2 )
Modern Apartment Within Short Walk Of The Castle, High Street And Long Walk - Free Parking - By Tempstay
1 2
apartment , Windsor
This modern flat is situated just a short walk from Windsor Castle, the High Street, and Long Walk, offering easy access to the town's main attractions. The apartment has received very good user ratings, and excellent location and cleanliness ratings. This self-catering property has one bedroom and one bathroom, and is suitable for up to three guests. It comes with free parking, a terrace, a garden, a fully equipped kitchen, and free Wi-Fi.
Maidenhead
07/28 – 08/04
HK$5714/nighttotal: HK$39998 (7 )
Spacious 5-bedroom Home In Maidenhead
5 6
apartment , Berkshire
This detached house in Maidenhead offers convenient transport links to explore Berkshire, with Windsor Castle approximately 4.8 kilometres away. This spacious five-bedroom property accommodates up to ten guests and features a fully equipped kitchen, a private garden, and complimentary parking and WiFi, with pets welcome for an additional charge.
Best family friendly Maidenhead holiday rentals
Among the 304 accommodations in Maidenhead, here are the 4 best family friendly rentals
10 1 review
Maidenhead
07/16 – 07/23
HK$2385/nighttotal: HK$16695 (7 )
Escape In Style| Windsor - Vat Q - By Tempstay
2 1
apartment , Berkshire
This Clewer East flat is conveniently located within 3.2km of Windsor Castle, LEGOLAND Windsor, and the River Thames, offering easy access to King Edward Court Shopping and Windsor & Eton Central and Riverside train stations. The two-bedroom, two-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, a private balcony and garden access, and is part of a smoke-free building with parking.
9.4 10 reviews
Maidenhead
07/16 – 07/23
HK$2169/nighttotal: HK$15183 (7 )
Victorian Cottage, Close 2 All Sights, Parking
2 1
apartment , Berkshire
This charming Victorian house is located on a quiet residential road in Windsor, just a short walk from the town centre and a 5km drive to Legoland. The property has received excellent reviews from previous guests. The two-bedroom house can accommodate up to four guests and features a fully equipped kitchen, a private garden, and a driveway with parking for one car. It also has free high-speed Wi-Fi, SKY Glass TV with Netflix and smart apps, and a device that monitors the environment inside the property.
8.0 3 reviews
Maidenhead
07/16 – 07/23
HK$1861/nighttotal: HK$13027 (7 )
Spacious Apartment With Private Garden By Tempstay
2 1
apartment , Berkshire
This ground-floor Windsor apartment is ideally located in central Windsor, a 0.8km walk from Windsor Castle and Alexandra Gardens. The two-bedroom flat, sleeping up to six (five adults, one child), boasts a private courtyard garden, fully equipped kitchen with fridge and dishwasher, and is within easy reach of Legoland and Ascot Racecourse (approx. 8km by car).
8.8 426 reviews
Maidenhead
07/16 – 07/23
HK$2055/nighttotal: HK$14385 (7 )
Entr - Modern Apartments In Windsor
2 1
apartment , Windsor
These modern apartments are located in Windsor, just 3.2km from Legoland Windsor and 2.6km from Windsor Castle, making them ideal for exploring the town's attractions. They have received excellent ratings for location, cleanliness, and overall user experience. Each apartment features two bedrooms, a comfortable living area with a sofa and flat-screen TV, and a fully equipped kitchen with a dining area. Enjoy the convenience of a dishwasher, oven, toaster, kettle, and complimentary Wi-Fi, as well as private on-site parking.
Best Maidenhead holiday rentals with parking
9.0 79 reviews
Maidenhead
08/14 – 08/16
HK$2260/nighttotal: HK$4520 (2 )
St Georges House, Premium 3 Bed Home Slough, Legoland, Windsor
3 2
house , Slough
This luxury Victorian home in Slough is conveniently located just 3.1 miles from Dorney Lake and 5.2 miles from Windsor Castle, making it ideal for exploring the surrounding area. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house has three bedrooms, comfortably accommodating up to 10 guests. Guests can enjoy a range of amenities, including a terrace, garden, spa, fitness centre, tennis court, and private parking, as well as access to a snack bar, barbecue facilities, and an indoor play area.
8.5 2 reviews
Maidenhead
07/28 – 08/04
HK$2790/nighttotal: HK$19530 (7 )
Windsor 10 Mins - 3 Bedrooms, 2 Bathrooms House With Parking - By Tempstay
3 6
apartment , Slough
This apartment is located in Slough, just 10 minutes from Windsor, and is within easy reach of popular attractions like Legoland Windsor, Brunel University, and Dorney Lake. It has received very good ratings for location, cleanliness, and overall user experience. The apartment offers 3 bedrooms and can comfortably accommodate up to 6 guests. It features a garden, parking, a fully equipped kitchen, and internet access, providing everything you need for a comfortable stay.
Maidenhead
07/28 – 08/04
HK$18382/nighttotal: HK$128674 (7 )
4 Bed In Bray Oc-b32610
4 6
house , Bray
This four-bedroom house in Bray is situated 9.49 kilometres from Dorney Lake, 9.81 kilometres from Cliveden House, and 10.14 kilometres from Windsor Castle. This property offers accommodation for up to 15 guests, featuring a fully equipped kitchen, complimentary WiFi, a garden, private parking (additional charge), and a hot tub, with a check-out time of 10:00 AM.
8.4 80 reviews
Maidenhead
07/28 – 08/04
HK$3190/nighttotal: HK$22330 (7 )
Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment
2 6
apartment , Windsor
This 2-bedroom flat is perfectly placed in the centre of Windsor, just a 3-minute walk from Windsor Castle and within 300 yards of the town centre, making it ideal for exploring the historic streets and attractions. The apartment has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 74 square metre flat comfortably sleeps 6 guests and features a living room with a flat-screen TV, a fully equipped kitchen, and a bathroom with a washing machine. The apartment also provides free Wi-Fi, towels, bed linen, parking, and is within easy reach of Windsor & Eton Riverside train station, offering convenient access to London and other destinations.
Frequently asked questions about holiday rentals in Maidenhead
When is the best time to book a vacation rental in Maidenhead?
The best time to book a vacation rental in Maidenhead is during the shoulder season, from April to May and September to October, when the weather is still pleasant but the crowds are smaller.
What are the best Airbnb and vacation rentals in Maidenhead?
What events or festivals should visitors check out in and around Maidenhead?
The Maidenhead River Festival in June is a popular event with lots of activities on the River Thames. You might also want to check out the Maidenhead Food Festival, which is held in October.
What are the best budget-friendly activities in Maidenhead?
A walk along the Thames Path is always a good option. You could also visit the Maidenhead Library, which has free events and exhibitions. For a bit of exercise, try the outdoor gym at Braywick Park.
What are the best vacation rentals with a pool in Maidenhead?
What are the best restaurants with local dishes in Maidenhead?
The Crooked Billet is a popular gastropub with a modern British menu. You could also try The Bell Inn, which serves traditional pub food and has a lovely beer garden.
What are the best rentals for families and kids in Maidenhead?
What are the best walking or cycling routes in Maidenhead?
The Thames Path is a great option for a leisurely stroll, and you can cycle along it too. For a more challenging ride, try the Maidenhead to Marlow cycle route.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
Many pubs and cafes in Maidenhead are dog-friendly. You can also take your furry friend for a walk in the beautiful grounds of the Cliveden National Trust property.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option for families or groups. You also have the flexibility to cook your own meals and enjoy the comforts of home.
What are the top sports attractions and facilities in Maidenhead?
Maidenhead has a number of sports facilities, including the Maidenhead Aquatics and Leisure Centre, which has a swimming pool, a gym and a climbing wall. There are also a number of golf courses and tennis clubs in the area.
Chestnut Cottage is located in White Waltham, just 12 kilometres from both Legoland Windsor and LaplandUK, offering a peaceful escape in the English countryside. This property has consistently received excellent ratings for its cleanliness, location, and overall experience. The 4-bedroom cottage spans 800 square metres and offers comfortable living spaces for families or groups. Enjoy stunning countryside views from the balcony, terrace, and garden, relax by the fireplace, and take advantage of the fully equipped kitchen, dishwasher, and free private parking.
Maidenhead
07/16 – 07/23
HK$1495/nighttotal: HK$10465 (7 )
1br Apt Near Heathrow By Tempstay
1 1
apartment , Slough
This Slough flat offers easy access to Slough railway station (under 0.5km), Absolutely Ice Slough Ice Arena (1.3km), and Windsor Castle (under 5km), making it ideal for exploring Berkshire. The one-bedroom apartment, sleeping two, includes a fully equipped kitchen with fridge and dishwasher, a private balcony, free Wi-Fi, and a washing machine; nearby activities include ice skating and easy day trips to historical landmarks.
Maidenhead
07/28 – 08/04
HK$3430/nighttotal: HK$24010 (7 )
Close To Windsor, Heathrow And Central London Sleeps Nine
5 6
apartment , Berkshire
This five-bedroom flat in Slough, Berkshire, offers excellent connectivity within the Thames Valley, located 3.2 kilometres by car from Windsor Castle and 2.4 kilometres by car from LEGOLAND Windsor, with Heathrow Airport a 15-20 minute drive away. This spacious property accommodates up to nine guests and includes free on-site parking, fast Wi-Fi, a fully equipped kitchen, a private rear garden, and a dedicated workspace with an ethernet connection, making it ideal for both leisure and business travellers seeking a comfortable base for exploring Berkshire.
9.8 4 reviews
Maidenhead
07/28 – 08/04
HK$3452/nighttotal: HK$24164 (7 )
Relaxing Central Windsor Getaway For Families - By Tempstay
3 6
house , Windsor
This Windsor residence is a 10-minute walk from Windsor Castle and 3.4 kilometres from Legoland Windsor. This family-friendly house offers 100 square metres of living space with 3 bedrooms, 1 bathroom, a garden, terrace, and parking, plus it is conveniently located near Thorpe Park (12.1 km) and LaplandUK (11.7 km).
Best Maidenhead holiday rentals with air conditioning
Maidenhead
08/14 – 08/16
HK$967/nighttotal: HK$1934 (2 )
The Garden Studio
1 2
studio , Wargrave
The Garden Studio is situated in Wargrave, offering easy access to Dorney Lake and Cliveden House, both 17.7 kilometres away, and LaplandUK and Legoland Windsor, located 19.3 kilometres from the property. This 19 square metre studio apartment accommodates up to three guests, featuring air conditioning, a kitchenette, complimentary WiFi, and private parking, with a terrace available for guest use.
Maidenhead
08/14 – 08/16
HK$989/nighttotal: HK$1978 (2 )
30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests
1 2
apartment
This studio flat is located on Farnham Road, Slough, within easy walking distance of a bus stop, a supermarket, and Slough train station, with a metro station a 10-minute cycle away. This 30 square meter studio offers a fully equipped kitchen, a sofa bed, a double bed, and free parking, accommodating up to three guests and situated near numerous restaurants, cafes, shops, and parks.
Maidenhead
07/16 – 07/23
HK$2036/nighttotal: HK$14252 (7 )
3 Bed For 8 Apartment In The Centre Of Slough
3 1
apartment , Slough
This Slough apartment, less than 1.6km from Slough Ice Arena and the River Thames, and just over 3.2km from Windsor Castle, offers convenient access to Slough railway station (a 15-minute walk). The three-bedroom flat sleeps eight, includes a fully equipped kitchen, washing machine, hairdryer, iron and ironing board, and benefits from on-site parking and air conditioning.
Maidenhead
08/14 – 08/16
HK$5274/nighttotal: HK$10548 (2 )
Stylish, Modern Family Home Close To Marlow Town Centre.
4 2
apartment , Marlow
This four-bedroom flat is situated in Marlow, a short walk from the River Thames, local boutiques, and restaurants, with Wycombe Swan Theatre and Mill at Sonning within 5 kilometers. This stylish property offers parking for four cars, a southwest-facing garden, and accommodates up to seven guests with air conditioning and internet provided.