Best Holiday rentals and Airbnb offers in Maidenhead
10 2 reviews
Maidenhead
28/07 – 04/08
£399/nighttotal: £2793 (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.
9.2 86 reviews
Maidenhead
10/08 – 20/08
£139/nighttotal: £1390 (10 )
1br Apartment, Walk To Shops And Windsor Castle
1 1
apartment , Windsor
Central Living by Lawsons offers a one-bedroom apartment in central Windsor, an 8-minute walk from Windsor Castle and 3.7km from Legoland Windsor. This 24-square-metre flat features a fully equipped kitchen with dishwasher, a private terrace, free Wi-Fi, and accommodates up to two guests, providing easy access to Windsor's attractions and public transport.
Maidenhead
28/07 – 04/08
£1421/nighttotal: £9947 (7 )
4 Bed In Bray (Oc-l32609)
4 6
cottage , Bray
This waterfront holiday home in Maidenhead offers a prime position near the Thames, just 500 meters from the river and a 7-minute drive from Bray Marina. This 4-bedroom, 4-bathroom property accommodates up to 8 guests, featuring a garden, communal swimming pool, on-site parking, and a well-equipped kitchen with a microwave and dishwasher for a self-catering stay.
9.2 209 reviews
Maidenhead
10/08 – 20/08
£84/nighttotal: £840 (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.
9.4 122 reviews
Maidenhead
10/10 – 17/10
£155/nighttotal: £1085 (7 )
4 The Courtyard Central Windsor 2br
2 4
apartment , Windsor
This 2-bedroom apartment is conveniently located in central Windsor, just 400 metres from Windsor Castle and a short walk from the town centre, offering easy access to all the attractions and amenities. It has received excellent ratings for location, cleanliness and overall user experience. The flat features a fully equipped kitchen and a washing machine, making it ideal for longer stays. Guests can enjoy free private parking, a tennis court, and free Wi-Fi, as well as being within easy reach of Legoland Windsor, LaplandUK, Dorney Lake and Thorpe Park.
9.4 71 reviews
Maidenhead
14/08 – 16/08
£177/nighttotal: £354 (2 )
Two Bed Apartment With Balcony Slough,windsor,legoland
2 2
apartment , Slough
This two-bedroom flat is located in Slough, Berkshire, just 6 kilometres from Windsor Castle and 7.5 kilometres from Legoland Windsor. The property has received excellent user and cleanliness ratings, with a very good location rating. The 70 square metre apartment has two bedrooms and one bathroom, comfortably accommodating up to three guests. Enjoy fresh air on the private balcony, stay connected with free Wi-Fi, and prepare meals in the fully equipped kitchen with an oven and microwave.
9.1 19 reviews
Maidenhead
28/07 – 04/08
£348/nighttotal: £2436 (7 )
Large 4bed House Up To 6 Beds Parking Slough Train Station
4 6
apartment , Slough
This apartment is located in Slough, just a short distance from Windsor Castle and Legoland Windsor, making it a great base for exploring the area. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment is spacious, with four bedrooms and a living room, covering 25 square metres. It offers a range of amenities, including a garden, a bar, a tennis court, free parking, and a washing machine, making it ideal for families and groups.
9.9 164 reviews
Maidenhead
10/10 – 17/10
£130/nighttotal: £910 (7 )
Modern Windsor Home With Free Off-street Parking
1 4
apartment , Berkshire
This Windsor apartment offers central accommodation, a short walk from Windsor Castle and the High Street, with easy access to Windsor train station for connections to London and Heathrow. Sleeping up to six guests, this two-bedroom flat includes a fully equipped kitchen with fridge, microwave, and dishwasher, free parking, and fast Wi-Fi.
8.5 93 reviews
Maidenhead
10/08 – 20/08
£163/nighttotal: £1630 (10 )
Modern Apartment Within Short Walk Of The Castle, High Street And Long Walk - Free Parking - By Tempstay
1 1
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.
10 7 reviews
Maidenhead
28/07 – 04/08
£973/nighttotal: £6811 (7 )
Expansive Countryside Cottage
1 6
apartment , Cookham
This Cookham Dean holiday home is centrally located, a short walk from the River Thames, 1.6km from Marlow, and 1.9km from Cookham station, offering easy access to Maidenhead and London Paddington. Sleeping up to 11 guests in five bedrooms, three bathrooms, and boasting a half-acre of private land with a patio, fire pit, and gas BBQ, this spacious property includes a fully equipped kitchen, Wi-Fi, and private parking for six cars; nearby attractions include Cliveden House and Windsor Castle.
10 5 reviews
Maidenhead
28/07 – 04/08
£306/nighttotal: £2142 (7 )
Spacious 4-bed Home 03 W/ Parking In Farnham Royal
1 6
apartment , Farnham Royal
This four-bedroom house, sleeping up to seven guests, is situated just off the A355 in Slough, offering easy access to Farnham Royal and is approximately 6km from Slough town centre. The self-catering property boasts a fully equipped kitchen, two bathrooms, free Wi-Fi, off-street parking for two cars, and a private rear garden; long-term discounts are available.
9.1 100 reviews
Maidenhead
28/07 – 04/08
£253/nighttotal: £1771 (7 )
Large Modern Family Home Windsor Near Legoland
1 6
apartment , Berkshire
This four-bedroom apartment is located in a peaceful neighbourhood just a short walk from Windsor town centre and Legoland, making it ideal for families. The property has consistently received excellent ratings for its cleanliness, location and overall guest experience. The apartment comfortably accommodates up to seven guests with three double bedrooms and one single bedroom. It features a fully equipped kitchen, free parking and a host of modern amenities, including high-speed internet, ensuring a comfortable and convenient stay.
Discover Family-Friendly Self-Catering Rentals in Maidenhead
Family holidays in Maidenhead work best when your holiday rental is properly set up with space and city attractions within easy reach.
9.2 98 reviews
Maidenhead
14/08 – 16/08
£442/nighttotal: £884 (2 )
Fabulous Central Windsor Town House With Parking
4 2
house , Windsor
This town house is situated in Central Windsor, just 1.9 kilometres from Windsor Castle and 3.4 kilometres from Legoland Windsor, making it a convenient base for exploring the town's attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience. The four-bedroom house spans 200 square metres and comfortably accommodates up to eight guests. The property offers a fully equipped kitchen, private parking, a garden, and a patio, providing everything you need for a comfortable and enjoyable stay.
9.5 4 reviews
Maidenhead
16/07 – 23/07
£186/nighttotal: £1302 (7 )
Hope Cottage In Slough With Parking
2 1
house , Slough
Hope Cottage, a two-bedroom house in Slough, is situated approximately 4.8 kilometres from Windsor Castle and 6.6 kilometres from Legoland Windsor. This 62 square metre self-catering property sleeps nine guests and offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen.
9.2 18 reviews
Maidenhead
10/08 – 20/08
£182/nighttotal: £1820 (10 )
Two Bedroom Apartment
2 1
apartment , Slough
This two-bedroom flat is located in Slough, just 5.5 kilometres from Windsor Castle and 7 kilometres from Legoland Windsor, making it a great base for exploring the area. The surrounding area is quiet and peaceful, offering a relaxing stay for families or groups. The flat is 74 square metres in size, with two bedrooms, one bathroom, and a living room, comfortably accommodating up to seven guests. The flat comes with free parking, Wi-Fi, a private balcony, a fully equipped kitchen, and modern amenities like a satellite flat-screen TV and a walk-in shower.
9.5 4 reviews
Maidenhead
17/10 – 24/10
£177/nighttotal: £1239 (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.
Compare Holiday Rentals with Parking in Maidenhead
Free on-site parking comes with these holiday rentals in Maidenhead, allowing you to focus on the city centre from day one.
Maidenhead
10/08 – 20/08
£148/nighttotal: £1480 (10 )
Stylish Windsor Stay | Steps From The Long Walk | Private Parking
1 1
apartment , Windsor
This one-bedroom flat on Kings Road, Windsor, is a short walk from Windsor Castle, The Long Walk, and Windsor Great Park, offering a quiet residential setting with excellent transport links. Guests can enjoy a comfortable stay in this adults-only flat, which includes private parking, a kitchen with a fridge and dishwasher, and capacity for two people.
10 79 reviews
Maidenhead
28/07 – 04/08
£1039/nighttotal: £7273 (7 )
Luxury Country Estate Near Windsor With Concierge And Staff
4 6
apartment , Windsor
Braywood House is a 4-bedroom home located in Winkfield, just 4 miles outside of Windsor, offering a peaceful escape in a beautiful countryside setting. This property has received excellent ratings for location, cleanliness, and overall user experience. The home is ideal for families or groups of up to 8 guests, featuring a modern kitchen, a gym, and a laundry room. Guests can enjoy breathtaking views, a dedicated concierge service, and easy access to nearby attractions, including Windsor Castle, Eton College, and Ascot Racecourse.
9.4 145 reviews
Maidenhead
10/10 – 17/10
£209/nighttotal: £1463 (7 )
Windsor Mews By Stay Focused Sa
2 4
house , Windsor
Windsor Mews by Stay Focused SA is a recently renovated holiday home located just 2.1km from Legoland Windsor and within easy reach of other attractions like Windsor Castle, LaplandUK, and Dorney Lake. The property has received excellent ratings for cleanliness, location, and user experience. The two-bedroom house can accommodate up to six guests and is fully equipped with a kitchen, washing machine, and free Wi-Fi. Guests can enjoy a comfortable stay with towels and bed linen provided, and the house offers a private entrance for added privacy.
8.6 296 reviews
Maidenhead
14/08 – 16/08
£254/nighttotal: £508 (2 )
Hampden Apartments - The Catherine
2 2
apartment , Windsor
The Hampden Apartments - The Catherine is located in Windsor, just 1.5 kilometres from Windsor Castle and a short drive from Legoland Windsor. The apartment has received very good ratings for cleanliness, location and overall experience. This two-bedroom flat offers a living room with a dining area, a fully equipped kitchen and two bathrooms. It also includes free private parking, free Wi-Fi and a Jacuzzi, making it a perfect choice for families or groups looking for a comfortable and convenient stay in Windsor.
Frequently asked questions about holiday rentals in Maidenhead
What are the top family-friendly attractions in Maidenhead?
Maidenhead is great for families. The Maidenhead Aquatics and Leisure Centre is a popular choice with a swimming pool and leisure facilities. For outdoor fun, the Braywick Park and the National Trust's Cliveden are both great options.
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, when the weather is pleasant and the prices are generally lower.
What events or festivals should visitors check out in and around Maidenhead?
Maidenhead hosts several events throughout the year, including the Maidenhead River Festival in June, which features live music, boat races, and a funfair. The nearby Windsor Castle also hosts various events, such as the Royal Windsor Horse Show in May.
What are the best holiday rentals with a pool in Maidenhead?
What are the best budget-friendly activities in Maidenhead?
Maidenhead offers plenty of budget-friendly activities. You can enjoy a free walk along the Thames Path, visit the free Maidenhead Library, or explore the local parks like Braywick Park.
What are the best rentals for families and kids in Maidenhead?
What are the best restaurants with local dishes in Maidenhead?
For a taste of local cuisine, try The Old House at Boston Manor for traditional pub grub, or the award-winning The Fat Duck, known for its innovative and experimental gastronomy.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
What are the best walking or cycling routes in Maidenhead?
The Thames Path offers a scenic walk or cycle along the River Thames, while the Maidenhead to Marlow towpath is a popular choice for a leisurely bike ride.
Are there pet-friendly attractions in Maidenhead?
Yes, many attractions in Maidenhead are pet-friendly. Braywick Park is great for dog walks, and many pubs and restaurants welcome dogs on their terraces.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more cost-effective option, especially for families or groups.
What are the top sports attractions and facilities in Maidenhead?
Maidenhead boasts a variety of sporting facilities. The Maidenhead Rugby Club is a popular spot for rugby fans, and the Maidenhead Aquatics and Leisure Centre offers a range of swimming and fitness activities.
Destinations nearby
Check Out Holiday Rentals with a Balcony in Maidenhead
Choosing a holiday rental in Maidenhead with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.
Maidenhead
28/07 – 04/08
£327/nighttotal: £2289 (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.
10 1 review
Maidenhead
10/08 – 20/08
£183/nighttotal: £1830 (10 )
1br Gem, Private Parking - Vat Q - By Tempstay
1 1
apartment , Berkshire
This Clewer East flat is ideally located within 2km of King Edward Court Shopping Centre and the River Thames, and within 3km of Windsor Castle and LEGOLAND Windsor. The one-bedroom, one-bathroom apartment sleeps two guests and offers a fully equipped kitchen with dishwasher, in-unit laundry, and access to a relaxing garden; nearby attractions include Windsor & Eton Central and Riverside train stations (22 and 27 minutes' walk respectively).
9.4 9 reviews
Maidenhead
17/10 – 24/10
£165/nighttotal: £1155 (7 )
Victorian Cottage, Close 2 All Sights, Parking
2 4
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.
9.3 252 reviews
Maidenhead
10/10 – 17/10
£250/nighttotal: £1750 (7 )
Hampden Apartments - The Richard
2 4
apartment , Windsor
The Hampden Apartments - The Richard is conveniently located in central Windsor, just 700 metres from Windsor Castle and 400 metres from the town centre. The property has received excellent ratings for its location, cleanliness and overall experience. This two-bedroom apartment offers spacious living for families or groups. Guests can enjoy a private balcony, a fully equipped kitchen with a fridge, microwave, and dishwasher, and access to a fitness centre, parking, and a garden.
Best Maidenhead holiday rentals with air conditioning
9.1 214 reviews
Maidenhead
10/08 – 20/08
£137/nighttotal: £1370 (10 )
Warwick Road Studios
1 1
apartment , Beaconsfield
Warwick Road Studios is located in Beaconsfield, just under 9km from Cliveden House and 16km from Uxbridge, offering a peaceful retreat within easy reach of both historic attractions and bustling town life. The apartment has received very good user ratings and excellent ratings for its location and cleanliness. This one-bedroom, one-bathroom flat offers a comfortable and convenient base for exploring Beaconsfield. It comes equipped with a kitchen featuring a fridge, microwave, and dishwasher, as well as air conditioning and free Wi-Fi for added comfort and convenience.
9.9 201 reviews
Maidenhead
10/10 – 17/10
£156/nighttotal: £1092 (7 )
Luxurious Barn Between Marlow & Henley
1 4
apartment , Royaume-Uni
This charming cottage is situated in the picturesque village of Medmenham, just 3km from Marlow and 8km from Henley-on-Thames, offering a peaceful escape amidst beautiful countryside. The property has received excellent ratings for its cleanliness, location, and overall guest experience. The two-bedroom cottage comfortably accommodates up to four guests, with the option of adding two extra beds. Guests can enjoy a fully equipped kitchen, air conditioning, Wi-Fi, and two parking spaces, as well as a private terrace and garden with direct access to woodland walks and the River Thames.
9.4 125 reviews
Maidenhead
14/08 – 16/08
£97/nighttotal: £194 (2 )
The Studio On The Green
1 2
studio , Egham
The Studio on The Green is conveniently located in Egham, just 8km from Thorpe Park, 12km from LaplandUK, 8km from Windsor Castle and 9.5km from Legoland Windsor. The studio has received excellent ratings for location, cleanliness and overall experience from previous guests. This self-contained apartment has one bedroom and can accommodate up to two guests. Enjoy a private garden, free Wi-Fi, parking, air conditioning, a fully equipped kitchenette, and a private entrance.
Maidenhead
10/08 – 20/08
£86/nighttotal: £860 (10 )
30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 1
apartment
This one-bedroom flat at 57 Farnham Road, Great Britain, offers convenient access to Slough train station, a bus stop, and a supermarket, with a metro station a 10-minute cycle away. This 30 square meter studio flat comfortably accommodates two guests, featuring a fully equipped kitchen, air conditioning, and the rare benefit of free parking, all within walking distance of numerous restaurants, cafes, shops, and parks.