Holiday Rentals in Maidenhead

304 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Maidenhead holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Maidenhead holiday rentals: compare the best deals

Best family friendly Maidenhead holiday rentals

Among the 304 accommodations in Maidenhead, here are the 4 best family friendly rentals

Escape In Style| Windsor  - Vat Q - By Tempstay - Maidenhead
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.
Victorian Cottage, Close 2 All Sights, Parking - Maidenhead
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.
Spacious Apartment With Private Garden By Tempstay - Maidenhead
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).
Entr - Modern Apartments In Windsor - Maidenhead
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

St Georges House, Premium 3 Bed Home Slough, Legoland, Windsor - Maidenhead
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.
Windsor 10 Mins - 3 Bedrooms, 2 Bathrooms House With Parking - By Tempstay - Maidenhead
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.
4 Bed In Bray Oc-b32610 - Maidenhead
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.
Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment - Maidenhead
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

Destinations nearby

Best Maidenhead holiday rentals with a balcony

Chestnut Cottage - Stunning Countryside Views! Parking, 4 Bed, 3 Bathrooms - By Tempstay - Maidenhead
9.3 176 reviews
Maidenhead
08/14 – 08/16
HK$5259/nighttotal: HK$10518 (2 )

Chestnut Cottage - Stunning Countryside Views! Parking, 4 Bed, 3 Bathrooms - By Tempstay

4 2
house , White Waltham
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.
1br Apt Near Heathrow By Tempstay - Maidenhead
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.
Close To Windsor, Heathrow And Central London  Sleeps Nine - Maidenhead
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.
Relaxing Central Windsor Getaway For Families - By Tempstay - Maidenhead
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

The Garden Studio - Maidenhead
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.
30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Maidenhead
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.
3 Bed For 8 Apartment In The Centre Of Slough - Maidenhead
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.
Stylish, Modern Family Home Close To Marlow Town Centre. - Maidenhead
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.
©2026 cozycozy.com