This five-bedroom house near Maidenhead, Berkshire, is situated approximately 3.2km from Maidenhead town centre, 11km from Windsor Castle, and less than 1.3km from Junction 8 of the M4 motorway. The property offers ample parking, a large garden, a fully equipped kitchen, and sleeps up to nine guests in comfortable accommodation with orthopaedic mattresses; a neighbouring identical property is also available for larger groups.
9.7 41 reviews
Maidenhead
21/06 – 29/06
NZ$387/nighttotal: NZ$3096 (8 )
Sleeps 4 Maidenhead Windsor Ascot Legoland
1 4
apartment , Taplow
This ground floor flat is located in Taplow, just a short walk from the River Thames and its bars and restaurants, including the renowned Roux restaurant. The flat has received excellent ratings for cleanliness, location, and user experience. This two-bedroom flat can comfortably accommodate up to four guests. It comes with a fully equipped kitchen, a parking space, and easy access to the Elizabeth Line via Taplow station, making it an ideal base for exploring both Taplow and London.
9.8 20 reviews
Maidenhead
10/08 – 20/08
NZ$300/nighttotal: NZ$3000 (10 )
Stable Annex Bisham - Vibrant 1 Bed With Parking
1 1
apartment , Bisham
This self-contained Bisham annex is situated adjacent to Bisham Abbey, a 10-minute walk (0.8km) from the River Thames and a 5-minute drive (3.2km) from Marlow. The apartment offers a double bedroom, en-suite bathroom, well-equipped kitchen with dishwasher, free parking, hypoallergenic bedding, and sleeps two guests, with access to Bisham Abbey Sports Club (fees apply).
10 19 reviews
Maidenhead
28/07 – 04/08
NZ$1239/nighttotal: NZ$8673 (7 )
Modern Country House
3 6
apartment , Buckinghamshire
This architecturally designed, three-bedroom house in Buckinghamshire boasts stunning views of Winter Hill and easy access to local river walks, offering a tranquil escape in the countryside. The 3-bathroom property sleeps six guests comfortably and features a spacious kitchen with two islands, underfloor heating, a separate TV room, and extensive outdoor space including a garden with a tree swing, perfect for families seeking a relaxing Buckinghamshire getaway.
9.2 209 reviews
Maidenhead
10/08 – 20/08
NZ$193/nighttotal: NZ$1930 (10 )
Windsor / Ascot / Bracknell Beautiful Barn
1 1
apartment , Warfield
This charming house is located just 2.2 kilometres from Bracknell and Wokingham College, making it a convenient base for exploring the surrounding area, including LEGOLAND® Windsor and Lapland UK, both within 6 kilometres. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. The house offers one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a fully equipped kitchen, a garden, parking, and internet access, as well as barbecue grills for enjoying al fresco dining.
10 12 reviews
Maidenhead
16/07 – 23/07
NZ$388/nighttotal: NZ$2716 (7 )
Cosy 1-bedroom Annexe In Maidenhead
1 1
house , Berkshire
This Berkshire annexe, situated a short distance from local attractions (precise location unspecified), offers a peaceful retreat for couples or solo travellers. The self-contained unit features one bedroom, one bathroom, a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, private parking with EV charging (charges apply), and accommodates up to two guests.
Maidenhead
21/06 – 29/06
NZ$371/nighttotal: NZ$2968 (8 )
1 Bed/1 Bath + Free Parking | Central Windsor
1 4
apartment , Windsor
This one-bedroom flat is situated in Windsor City Centre, a short walk from Windsor Castle and the River Thames, with shops and pubs nearby. This 48 square meter flat accommodates up to four guests and features a well-equipped kitchen, a modern bathroom, and free allocated parking, with Windsor & Eton Central Station offering quick access to London and Heathrow.
Maidenhead
28/07 – 04/08
NZ$664/nighttotal: NZ$4648 (7 )
Windsor Gem:3 Bed|2 Bath|parking - By Tempstay
3 6
apartment , Windsor
This Windsor City Centre flat is a 10-minute walk from Windsor Castle and shops, and within a short drive (3.8km) of Legoland Windsor Resort. The 4-bedroom, 2-bathroom apartment sleeps 6, boasts a private terrace, complimentary parking, and includes a microwave and dishwasher; nearby attractions include Eton College (3.2km) and Ascot Racecourse (10.7km).
9.1 7 reviews
Maidenhead
10/08 – 20/08
NZ$335/nighttotal: NZ$3350 (10 )
1 Bedroom Apt.06 With Parking In Maidenhead
1 1
apartment , Maidenhead
This Maidenhead apartment is ideally located a 0.25km walk from Maidenhead train station, providing swift access to Central London in under 30 minutes. The 75m² self-catering flat features a king-size and single bed, two bathrooms, free gated parking, and accommodates up to three guests, offering weekly linen changes and 24/7 guest support.
9.7 110 reviews
Maidenhead
16/07 – 23/07
NZ$456/nighttotal: NZ$3192 (7 )
Leworth Apartments, Windsor
1 1
apartment , Windsor
Leworth Apartments offer a centrally located Windsor flat, a 4-minute walk from Windsor Castle and a short drive from Legoland Windsor (4km) and Lapland UK (12km). This one-bedroom apartment sleeps three, boasting a fully equipped kitchen with dishwasher, private bathroom, terrace, and free Wi-Fi; enjoy outdoor seating and proximity to local attractions.
10 2 reviews
Maidenhead
28/07 – 04/08
NZ$921/nighttotal: NZ$6447 (7 )
Windsor 5-bed House - Near Castle - Sleeps 13
1 6
apartment , Berkshire
This five-bedroom house in Windsor offers a convenient base for exploring Berkshire, located a short 1.2 kilometre walk from Windsor Castle and its town centre, with easy access to Legoland and Ascot. This spacious 300 sqm property features three floors, accommodating up to 9 guests with three bathrooms, a private garden, a games room with a pool table, and on-site parking, making it ideal for families and groups seeking a self-catered stay.
9.0 103 reviews
Maidenhead
17/10 – 24/10
NZ$316/nighttotal: NZ$2212 (7 )
Central Windsor 1br, Steps From Attractions
1 4
apartment , Windsor
This apartment is conveniently located in Windsor town centre, just 800 metres from Windsor Castle and 3.7 kilometres from Legoland Windsor. It has received excellent ratings for location, cleanliness, and overall experience from previous guests. The self-catering apartment has one bedroom and one bathroom, spanning 48 square metres, and comfortably accommodates up to four guests. It comes equipped with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher, as well as a terrace and a garden, perfect for enjoying the fresh air.
Best family friendly Maidenhead holiday rentals
Among the 304 accommodations in Maidenhead, here are the 4 best family friendly rentals
Maidenhead
28/07 – 04/08
NZ$555/nighttotal: NZ$3885 (7 )
Apartment ∙ 4 Bedrooms ∙ 8 Guests
4 6
apartment
This four-bedroom property is located in a quiet residential road within the Royal Borough of Windsor, offering a 20-minute walk to Windsor Castle and a 5-minute drive to LEGOLAND Windsor Resort. This detached house accommodates up to 8 guests with a fully equipped kitchen, a private garden with seating, superfast WiFi, and offers discounts for weekly and monthly bookings.
9.5 4 reviews
Maidenhead
17/10 – 24/10
NZ$407/nighttotal: NZ$2849 (7 )
Roseleigh Cottage In The Heart Of Cookham
1 4
house , Cookham
Roseleigh Cottage is a house located in Cookham, 3.9 kilometres from Cliveden House and 16.1 kilometres from Windsor Castle. This accommodation offers Wi-Fi, a kitchen, and can host up to thirteen guests, making it a suitable base for exploring the area.
Maidenhead
10/10 – 17/10
NZ$472/nighttotal: NZ$3304 (7 )
Castle Views| 2 Bed |Parking - Vat Q - By Tempstay
2 4
apartment , Berkshire
This Clewer East flat is ideally located within 3.2km of Windsor Castle, LEGOLAND Windsor, and the River Thames, offering easy access to major Berkshire attractions. The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, including a dishwasher, a terrace, a garden, on-site parking, and free Wi-Fi; Windsor & Eton Central and Riverside stations are within walking distance.
9.5 226 reviews
Maidenhead
10/10 – 17/10
NZ$521/nighttotal: NZ$3647 (7 )
Stable House - Eton Windsor
2 4
house , Windsor
This charming house is located in Eton, Windsor, just 600 metres from Windsor Castle and a short drive from Dorney Lake and Legoland Windsor. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house has two bedrooms, accommodating up to four guests, and covers 64 square metres. It offers a fully equipped kitchen, a private garden, free Wi-Fi, and a tennis court, providing everything you need for a comfortable and enjoyable stay.
Best Maidenhead holiday rentals with parking
8.0 1 review
Maidenhead
28/07 – 04/08
NZ$498/nighttotal: NZ$3486 (7 )
Ground Floorparkingwindsor Castle - By Tempstay
2 6
apartment , Berkshire
This family-friendly Windsor apartment in Clewer East, Berkshire, is an 11-minute walk from King Edward Court Shopping Centre and a 1.6km drive from Windsor Castle. The two-bedroom, one-bathroom flat offers a private garden, terrace, parking, and amenities including Wi-Fi, a fully equipped kitchen, and proximity to LEGOLAND® Windsor, Thorpe Park, and Liquid Leisure.
Maidenhead
28/07 – 04/08
NZ$1366/nighttotal: NZ$9562 (7 )
Spacious 5-bedroom Home In Maidenhead
5 6
apartment , Maidenhead
This five-bedroom house in Maidenhead offers convenient access to the Thames River and is a short drive from LEGOLAND® Windsor and Thorpe Park. This spacious 150 square meter property accommodates up to 10 guests with a modern kitchen, lounge, dining areas, a private garden, WiFi, and on-site parking.
8.3 43 reviews
Maidenhead
17/10 – 24/10
NZ$400/nighttotal: NZ$2800 (7 )
A Lovely Three Bedroom House In Windsor
3 4
house , Windsor
This three-bedroom house in Windsor is situated 2.4km from Legoland Windsor and 1.9km from Windsor Castle, offering easy access to these major attractions. The 91 square metre property sleeps nine guests and boasts a fully equipped kitchen, private garden, free Wi-Fi, and on-site parking, along with a convenient mini-market.
10 3 reviews
Maidenhead
16/07 – 23/07
NZ$410/nighttotal: NZ$2870 (7 )
Alder House Serviced Apt. Maidenhead By 360stays
1 1
apartment , Maidenhead
This two-bedroom Maidenhead apartment, near Stafferton Way, offers convenient access to Maidenhead town centre, the ODEON Luxe cinema, and Maidenhead United Football Club, all within a short driving distance (distances unspecified). The self-catering flat sleeps up to six guests and includes free Wi-Fi, secure underground parking for two cars, a fully equipped kitchen with fridge, freezer and microwave, and amenities such as a Smart TV, Amazon Alexa, and a colour Wi-Fi printer; weekly linen and towel changes are provided, with mid-stay cleans available at an extra cost.
Frequently asked questions about holiday rentals in Maidenhead
What are the top family-friendly attractions in Maidenhead?
The Maidenhead Heritage Centre is a great place to learn about the town's history, and the Maidenhead Aquatics and Leisure Centre has a swimming pool and other activities for kids. For a day out, Legoland Windsor is only a short drive away.
What are the best Airbnb and 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 seasons, from April to May or September to October, as you'll likely get better deals and less crowds. The summer months are popular with families, so book in advance.
What events or festivals should visitors check out in and around Maidenhead?
The Maidenhead River Festival is a popular event in June with live music, boat races, and food stalls. The Maidenhead Food Festival in September is another great option, showcasing local produce and cuisine.
What are the best holiday rentals with a pool in Maidenhead?
What are the best budget-friendly activities in Maidenhead?
A walk along the towpath of the River Thames is a great free activity. The Maidenhead Library is also free to visit and offers a variety of events and activities.
What are the best rentals for families and kids in Maidenhead?
What are the best restaurants with local dishes in Maidenhead?
The Maidenhead Fish Bar is a local favourite for traditional fish and chips. For a more upscale dining experience, try The Maidenhead Inn, which serves classic British cuisine.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
What are the best walking or cycling routes in Maidenhead?
The Maidenhead to Marlow towpath walk is a lovely 10km route along the River Thames. For cyclists, the Maidenhead to Windsor cycle route is a popular choice, offering scenic views and a mix of flat and hilly terrain.
Are there pet-friendly attractions in Maidenhead?
The Maidenhead Thicket is a great place to walk your dog, and many pubs and restaurants in the town centre are dog-friendly.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen, which allows you to save money on dining out. They can also be a great option for families or groups.
What are the top sports attractions and facilities in Maidenhead?
The Maidenhead Aquatics and Leisure Centre is a popular spot for swimming, fitness classes, and other activities. The Maidenhead Rugby Club is also a popular destination for sports fans.
Destinations nearby
Best Maidenhead holiday rentals with a balcony
10 1 review
Maidenhead
28/07 – 04/08
NZ$2119/nighttotal: NZ$14833 (7 )
Luxury 6-bed 6-bath Home Near Legoland With Parking
6 6
house , Windsor
This substantial 6-bedroom residence in Windsor is conveniently located just a 13-minute walk from LEGOLAND Windsor and 4 kilometres from Windsor Castle. This family-friendly property offers 457 square metres of living space, accommodating up to 27 guests with 6 bathrooms, a well-equipped kitchen, a private garden with an outdoor dining area, and table tennis facilities, all complemented by free private parking and WiFi.
8.4 5 reviews
Maidenhead
17/10 – 24/10
NZ$308/nighttotal: NZ$2156 (7 )
Central Windsor Gem | 1br Penthouse + Balcony
1 4
apartment , Windsor
This Windsor city centre flat is a short walk from King Edward Court Shopping Centre and the River Thames, and within 4.8 kilometres of Windsor Castle and LEGOLAND Windsor. The 59-square-metre apartment sleeps four, featuring a fully equipped kitchen with dishwasher, a washing machine, a TV and DVD player, and a sofa bed; enjoy proximity to Windsor & Eton Central and Riverside train stations.
Maidenhead
21/06 – 29/06
NZ$481/nighttotal: NZ$3848 (8 )
Pass The Keys Modern Townhouse With Garden And Parking In Ascot
3 4
house , Ascot
This modern three-bedroom townhouse in Ascot is conveniently located 1.8km from LaplandUK, 7.9km from Legoland Windsor, and 11.3km from Windsor Castle. The 111 square metre property boasts three bathrooms, a private garden with terrace, parking, and sleeps up to 10 guests, offering free Wi-Fi and a fully equipped kitchen including a dishwasher.
8.8 48 reviews
Maidenhead
17/10 – 24/10
NZ$392/nighttotal: NZ$2744 (7 )
Family Home, View Of Windsor Castle
3 4
house , Dorney
This family home in Dorney, Berkshire, is situated 4.3km from Dorney Lake and 7.2km from Windsor Castle, offering easy access to these popular attractions. The 95 square metre property sleeps up to 10 guests in 3 bedrooms and 2 bathrooms, and boasts a garden with terrace, free Wi-Fi, free parking, and free bicycle use for exploring the area.
Best Maidenhead holiday rentals with air conditioning
Maidenhead
10/08 – 20/08
NZ$423/nighttotal: NZ$4230 (10 )
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.
9.3 3 reviews
Maidenhead
17/10 – 24/10
NZ$4979/nighttotal: NZ$34853 (7 )
Period Luxury Converted Barn Windsor/maidenhead - Perfect For Family Groups
9 4
house , Taplow
This period luxury converted barn is located in Taplow, Berkshire, just 3 kilometres from Dorney Lake and 8 kilometres from Cliveden House. The spacious villa features 8 bedrooms, 7 bathrooms, and a private pool and hot tub, making it ideal for large families or groups, with a total floor area of 551 square metres.
Maidenhead
17/10 – 24/10
NZ$539/nighttotal: NZ$3773 (7 )
3-bed Home, Free Parking, Smart Tv,family & Business Ready
3 4
apartment , Slough
This 3-bedroom holiday flat in Slough offers convenient access, situated a short drive from the River Thames and Thames Path, and within a 12-minute walk of Slough Ice Arena. This accommodation for 6 guests provides Wi-Fi, air conditioning, and essential toiletries, with nearby attractions including Twickenham Stadium, High Street shopping, and Dorney Lake.
9.7 99 reviews
Maidenhead
17/10 – 24/10
NZ$591/nighttotal: NZ$4137 (7 )
Willow Court Farm Studio South & Petting Farm, 8 Mins From Legoland & Windsor, 15 Mins From Lapland Uk
1 4
studio , Windsor
Willow Court Farm Studio South & Petting Farm is located just 8km from Legoland and 15km from Lapland UK, offering a peaceful rural retreat close to Windsor's popular attractions. The self-catering unit has consistently received excellent ratings for cleanliness, location and overall experience. The studio, measuring 33 square metres, comfortably accommodates two guests in a single bedroom with a private bathroom. Guests can enjoy modern amenities including a well-equipped kitchen, a private terrace, a garden, free parking and Wi-Fi, as well as a unique petting farm experience on-site.