Holiday Rentals in Maidenhead

445 available vacation rental offers

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Maidenhead holiday rentals
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Best family friendly Maidenhead holiday rentals

Among the 445 accommodations in Maidenhead, here are the 4 best family friendly rentals

4bed/3bath Retreat Steps From Windsor Castle - Maidenhead
No reviews

4bed/3bath Retreat Steps From Windsor Castle

apartment, Windsor
This Windsor city centre house, a 15-minute walk from King Edward Court Shopping Centre and the River Thames, and within 4.8km of Windsor Castle and LEGOLAND® Windsor, offers convenient access to major attractions and transport links.
This 119 square metre property sleeps nine guests comfortably across four bedrooms and a sofa bed, boasting a fully equipped kitchen with fridge, microwave, and dishwasher, plus a garden and parking.
Charming Terrace In The Heart Of Bray Village - Maidenhead
9.9 167 reviews

Charming Terrace In The Heart Of Bray Village

apartment
This charming Victorian house is situated in the heart of Bray, just a short walk from the Michelin-starred Waterside Inn and Fat Duck restaurants. It has received excellent ratings for location, cleanliness and user experience.
This cosy cottage sleeps up to 3 guests and features 2 bedrooms and 1 bathroom. Amenities include a fully equipped kitchen, a private garden, a wood-burning stove, free Wi-Fi and parking.
Trevelyan Court Apartments Windsor - Maidenhead
9.5 29 reviews

Trevelyan Court Apartments Windsor

apartment, Windsor
This apartment is located just 800 metres from Windsor Castle and 2.2 kilometres from Legoland Windsor, making it a perfect base for exploring these popular attractions. The apartment receives excellent ratings for location, cleanliness, and user experience.
The apartment features two bathrooms, one with a shower and hairdryer, a fully equipped kitchen with a microwave and oven, and a spacious living area with a TV and satellite channels. Guests can enjoy garden views from the apartment and benefit from free parking, making it a comfortable and convenient choice for families and groups.
Apt - Sleeps 2 - Parking - Wifi - Maidenhead
No reviews

Apt - Sleeps 2 - Parking - Wifi

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

Maidenhead - 3 Bedroom House - Garden - Maidenhead
9.5 24 reviews

Maidenhead - 3 Bedroom House - Garden

house, Maidenhead
This modern three-bedroom house in Maidenhead is ideally located, within 8.4km of Windsor Castle and less than 9km from Legoland Windsor.
The 109 square metre property boasts three bedrooms, two bathrooms, a garden, parking, and a fully equipped kitchen including a dishwasher, microwave, fridge and freezer; perfect for families or groups of up to six.
Stylish 2 Bed 2 Bath Apartment - Allocated Parking - By Tempstay - Maidenhead
8.8 7 reviews

Stylish 2 Bed 2 Bath Apartment - Allocated Parking - By Tempstay

apartment, Windsor
This Windsor apartment is situated 1.6km from Legoland Windsor and 1.6km from Windsor Castle, offering easy access to major attractions.
The 100 square metre property boasts two bedrooms, two bathrooms, and sleeps seven, featuring a fully equipped kitchen with dishwasher, a garden, allocated parking, and free Wi-Fi.
Maidenhead - Gated Parking Balcony - Maidenhead
9.0 8 reviews

Maidenhead - Gated Parking Balcony

apartment, Maidenhead
This Maidenhead apartment, near Legoland Windsor (13km) and Windsor Castle (15km), offers convenient access to popular Berkshire attractions.
The 59 square metre property comprises two bedrooms, one bathroom, a fully equipped kitchen with microwave and fridge, free Wi-Fi, and gated parking; accommodating families or small groups.
Maidenhead - 3 Bed House - Garden - Maidenhead
8.0 2 reviews

Maidenhead - 3 Bed House - Garden

house, Maidenhead
This three-bedroom house is located in Maidenhead, just under four miles from Dorney Lake and Cliveden House, and about 7.5 miles from Windsor Castle, making it an ideal base for exploring the local area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The spacious apartment offers 100 square metres of living space and can comfortably accommodate up to six guests. Enjoy a private garden, free Wi-Fi, a fully equipped kitchen, and access to streaming services, ensuring a comfortable and enjoyable stay.

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Best Maidenhead holiday rentals with a balcony

Apartment ∙ 6 Bedrooms ∙ 12 Guests - Maidenhead
No reviews

Apartment ∙ 6 Bedrooms ∙ 12 Guests

apartment, Fifield
This substantial family home in Fifield, Meadow Way, offers convenient transport links to London and Heathrow Airport, with Maidenhead train station approximately 3.2 kilometers away and a local bus route serving High Wycombe and Windsor.
This spacious property accommodates up to 12 guests across six bedrooms, featuring a modern kitchen, two bathrooms, a separate living room with a Smart TV, and a garden with an alfresco dining area, ideal for exploring the Berkshire countryside.
Luxury 2br Apt - Near Heathrow Airport - Slough - Maidenhead
8.8 4 reviews

Luxury 2br Apt - Near Heathrow Airport - Slough

apartment, Slough
This spacious flat in Slough is situated 5.96 kilometres from Windsor Castle and 6.92 kilometres from Legoland Windsor, with convenient proximity to the Elizabeth Line for travel.
The property offers a 72 square metre layout with one bedroom and two bathrooms, accommodating up to eleven guests, and features a balcony with garden views, complimentary WiFi, and an on-site washing machine.
Stylish Windsor Getaway W Balcony - Free Parking - By Tempstay - Maidenhead
8.5 19 reviews

Stylish Windsor Getaway W Balcony - Free Parking - By Tempstay

apartment, Windsor
This stylish flat is located just 1.9 kilometres from Windsor Castle and 2.6 kilometres from Legoland Windsor, making it ideal for exploring these popular attractions. The apartment has received very good user ratings for its location, cleanliness, and overall experience.
The 120 square metre apartment comfortably accommodates up to four guests in its two bedrooms and two bathrooms. The flat comes with a fully equipped kitchen, private parking, and a balcony, perfect for enjoying a relaxing evening in Windsor.
1br Apt Near Heathrow By Tempstay - Maidenhead
9.2 30 reviews

1br Apt Near Heathrow By Tempstay

apartment, Slough
This one-bedroom flat is conveniently located in Slough, just 6 kilometres from Windsor Castle and 7 kilometres from Legoland Windsor, making it an ideal base for exploring the area. The property has received consistently high ratings for its location, cleanliness and overall quality.
The flat is 50 square metres in size and comfortably accommodates two guests. It offers a fully equipped kitchen with a fridge and dishwasher, a private balcony, a garden, and free Wi-Fi.

Best Maidenhead holiday rentals with air conditioning

House Sleeps 10 With Parking And Garden - Maidenhead
No reviews

House Sleeps 10 With Parking And Garden

house, Maidenhead
This four-bedroom holiday home in Maidenhead is conveniently located 9.3 kilometres from Dorney Lake and 9.7 kilometres from Cliveden House, with Windsor Castle 11.1 kilometres away and Legoland Windsor 11.4 kilometres away, offering straightforward access to popular attractions.
This 40 square metre property offers accommodation for up to 10 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, free private parking, and a garden, with London Heathrow Airport 22.5 kilometres away.
Cosy Family Home Near Thorpe Park & Legoland - Maidenhead
8.3 11 reviews

Cosy Family Home Near Thorpe Park & Legoland

house, Old Windsor
This charming house is located in Old Windsor, just a short drive from Windsor Castle, Thorpe Park, and Legoland Windsor, making it a perfect base for exploring the area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home offers four bedrooms, comfortably accommodating up to seven guests, and features a fully equipped kitchen with a dishwasher, a private garden, free Wi-Fi, and parking. Enjoy the convenience of being close to the River Thames and the beautiful surrounding countryside, as well as easy access to Heathrow Airport.
Cozy Luxury Apartment In The Heart Of Slough -The Bethel Suite - Maidenhead
8.0 10 reviews

Cozy Luxury Apartment In The Heart Of Slough -The Bethel Suite

apartment, Slough
This Slough apartment is centrally located, within 6-13km of Windsor Castle, Legoland Windsor, Brunel University, Cliveden House, Dorney Lake, and Uxbridge tube station, offering easy access to major attractions.
The one-bedroom flat sleeps three guests and features a fully equipped kitchenette, free Wi-Fi, private parking, a flat-screen TV, and elevator access.
The Studio On The Green - Maidenhead
9.4 132 reviews

The Studio On The Green

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.
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