Vacation Rentals in Maidenhead

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Maidenhead holiday rentals
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304 Holiday rentals and Airbnb in Maidenhead

Best family friendly Maidenhead holiday rentals

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

Radiant Retreat Ideal For Legoland, Windsor, & Lhr - Maidenhead
10 2 reviews
Maidenhead
28/07 – 04/08
A$521/nighttotal: A$3647 (7 )

Radiant Retreat Ideal For Legoland, Windsor, & Lhr

3 6
apartment , Slough
This three-bedroom house in Cippenham, Slough, offers easy access to the M25, M40, and M4 motorways (approximately 16km away), and is a short drive from Legoland Windsor, Windsor Castle, and Ascot Racecourse.
The self-catering property sleeps six guests and includes three bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, plus Wi-Fi; pets are welcome.
Kensington House By Mnk Estates - Maidenhead
8.1 323 reviews
Maidenhead
10/10 – 17/10
A$274/nighttotal: A$1918 (7 )

Kensington House By Mnk Estates

2 4
apartment , Slough
Kensington House by Solitaire Suites is located in Slough, just a short drive from Windsor Castle, Legoland Windsor, and Dorney Lake, making it ideal for exploring the area. This apartment has been rated very good for its overall quality, with excellent ratings for its location and cleanliness.
The self-catering apartment offers a comfortable living space with a dining area and flat-screen TV. Guests can enjoy a terrace or balcony, free parking, and amenities like a fully equipped kitchen, free Wi-Fi, and a bathroom with a bath and hairdryer.
Large Modern Family Home Windsor Near Legoland - Maidenhead
9.1 100 reviews
Maidenhead
28/07 – 04/08
A$482/nighttotal: A$3374 (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.
Apt - Sleeps 2 - Parking - Wifi - Maidenhead
Maidenhead
16/07 – 23/07
A$244/nighttotal: A$1708 (7 )

Apt - Sleeps 2 - Parking - Wifi

1 1
apartment , Slough
This one-bedroom flat is situated in Slough, just a short distance from the River Thames and within easy reach of popular attractions like LEGOLAND® Windsor and Thorpe Park. The surrounding area offers a mix of residential and commercial properties, providing a convenient location for exploring the region.
The 40 square meter flat comfortably sleeps two guests and features a well-equipped kitchen, a spacious living area, and a modern bathroom. The flat also includes amenities such as free parking, high-speed internet, and a washing machine, making it a great choice for families or couples looking for a comfortable and convenient base in Slough.

Best Maidenhead holiday rentals with parking

Discover Heaven's Way Heathrow: 25% Off! Near Windsor Castle, Legoland, Windsor! - Maidenhead
Maidenhead
28/07 – 04/08
A$585/nighttotal: A$4095 (7 )

Discover Heaven's Way Heathrow: 25% Off! Near Windsor Castle, Legoland, Windsor!

4 6
apartment , Slough
This Slough family home, near Dorney Court (under 5km) and within 10km of Windsor Castle and Cliveden House, offers convenient access to Burnham and Taplow railway stations.
Sleeping nine guests, this four-bedroom, two-bathroom property boasts a fully equipped kitchen, in-house laundry, a Smart TV, and on-site parking, plus a children's playground.
Modern Balcony Flat - Free Netflix - Near Slough Station - Maidenhead
10 1 review
Maidenhead
21/06 – 29/06
A$275/nighttotal: A$2200 (8 )

Modern Balcony Flat - Free Netflix - Near Slough Station

1 4
apartment , Slough
This one-bedroom flat is located in Slough, a short walk from Slough Station, offering easy access to transport links and local amenities.
This 53 square meter flat accommodates up to 9 guests and features a fully equipped kitchen, a private balcony, complimentary on-site parking, and free high-speed Wi-Fi with Netflix, ideal for a quiet retreat.
Studio Apartment Free Parking Prime Location - Maidenhead
Maidenhead
10/08 – 20/08
A$176/nighttotal: A$1760 (10 )

Studio Apartment Free Parking Prime Location

1 1
studio , Farnham Royal
This studio apartment in Farnham Royal is conveniently located 6.8 kilometres from Windsor Castle, 8 kilometres from Dorney Lake, and 8.4 kilometres from Legoland Windsor, offering easy access to local attractions.
This family-friendly studio provides 1200 square meters of living space with one bedroom and one bathroom, accommodating up to three guests with a fully equipped kitchen, complimentary WiFi, and private parking.
Stylish 1br Flat | Central Windsor - Maidenhead
Maidenhead
10/10 – 17/10
A$262/nighttotal: A$1834 (7 )

Stylish 1br Flat | Central Windsor

1 4
apartment , Windsor
This Windsor city centre flat is conveniently located near King Edward Court Shopping Centre, the River Thames, and within 4.8km of Windsor Castle and LEGOLAND Windsor.
The 58 square metre self-catering apartment offers one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen with fridge, microwave, dishwasher and washing machine, plus a TV with DVD player and a sofa bed.

Frequently asked questions about holiday rentals in Maidenhead

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Best Maidenhead holiday rentals with a balcony

Escape In Style| Windsor  - Vat Q - By Tempstay - Maidenhead
10 1 review
Maidenhead
21/06 – 29/06
A$377/nighttotal: A$3016 (8 )

Escape In Style| Windsor - Vat Q - By Tempstay

2 4
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.
Beautiful Windsor Cottage, Amazing Location, The Castle, Ascot, Legoland, Free Parking Super Close - Maidenhead
8.8 69 reviews
Maidenhead
28/07 – 04/08
A$626/nighttotal: A$4382 (7 )

Beautiful Windsor Cottage, Amazing Location, The Castle, Ascot, Legoland, Free Parking Super Close

2 6
house , Windsor
This Windsor cottage is located just 1.9km from Windsor Castle and 3.2km from Legoland Windsor, offering a peaceful retreat within easy reach of these popular attractions. The property has consistently received excellent ratings for cleanliness, location, and user experience.
The cottage has 2 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a private terrace with garden views, free parking, and a range of features for a comfortable stay, including a washing machine, flat-screen TV, and access to cycling routes in the surrounding area.
Willow Court Farm Studio West & Petting Farm, 8 Mins To Legoland & Windsor, 15 Mins To Lapland Uk - Maidenhead
9.6 123 reviews
Maidenhead
17/10 – 24/10
A$429/nighttotal: A$3003 (7 )

Willow Court Farm Studio West & Petting Farm, 8 Mins To Legoland & Windsor, 15 Mins To Lapland Uk

1 4
studio , Windsor
This studio apartment is situated in Windsor, just 2.1 kilometres from Legoland Windsor and 4.2 kilometres from Windsor Castle, offering easy access to the region's popular attractions.
The 33 square metre studio features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, a terrace, a garden, and parking, accommodating up to 5 guests and providing a peaceful retreat on a farm with opportunities to interact with animals.
Windsor 1br Gem With Free Parking - Maidenhead
9.3 35 reviews
Maidenhead
10/08 – 20/08
A$336/nighttotal: A$3360 (10 )

Windsor 1br Gem With Free Parking

1 1
apartment , Windsor
Loft Living by Lawsons offers a one-bedroom apartment in Windsor, a 12-minute walk from Windsor Castle and 3.5km from Legoland Windsor.
This 51-square-metre flat, sleeping up to 7 guests, features a fully equipped kitchen with dishwasher, a private entrance, free Wi-Fi, and a terrace; nearby attractions include Dorney Lake and Thorpe Park.

Best Maidenhead holiday rentals with air conditioning

Willow Court Farm, The Copper Castle & Petting Farm, 8 Min To Legoland & Windsor, 15 Min To Lapland Uk - Maidenhead
9.8 18 reviews
Maidenhead
10/10 – 17/10
A$377/nighttotal: A$2639 (7 )

Willow Court Farm, The Copper Castle & Petting Farm, 8 Min To Legoland & Windsor, 15 Min To Lapland Uk

1 4
apartment , Windsor
The Copper Castle, a holiday let in Dorney, is situated 4.66 kilometres from Legoland Windsor and 5.15 kilometres from Windsor Castle.
This air-conditioned apartment offers 40 square metres of living space, accommodating up to 7 guests with a fully equipped kitchen, free WiFi, and complimentary private parking, plus direct access to a terrace with garden views and a unique petting farm setting.
35 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - Maidenhead
10 1 review
Maidenhead
17/10 – 24/10
A$298/nighttotal: A$2086 (7 )

35 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

1 4
apartment
This boutique flat is located in a quiet residential district of Great Britain, offering convenient access to Windsor (approximately 5 kilometers away), Heathrow Airport (approximately 7 kilometers away), and Central London.
This 35 square meter residence accommodates up to 5 guests, featuring one bedroom, a modern kitchen with a fridge and freezer, air conditioning, a private garden, and secure parking, with a flexible self check-in process.
Friends & Families | Parking & Ev | Station Nearby - Maidenhead
10 67 reviews
Maidenhead
10/10 – 17/10
A$378/nighttotal: A$2646 (7 )

Friends & Families | Parking & Ev | Station Nearby

1 4
apartment , Berkshire
This three-bedroom apartment is located in Maidenhead, just a short walk from the town centre and train station, making it easy to explore both London and other charming Berkshire towns. The apartment is situated in a grand Grade II Listed building, adding a touch of historical elegance to your stay.
The apartment comfortably sleeps six guests in its three bedrooms, each with a double bed or two single beds that can be joined. The apartment is fully equipped with modern amenities including a dishwasher, washing machine, and dryer, as well as Wi-Fi, making it ideal for a comfortable and convenient stay.
The Garden Studio - Maidenhead
Maidenhead
16/07 – 23/07
A$177/nighttotal: A$1239 (7 )

The Garden Studio

1 1
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.
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