Holiday 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

Stable House - Eton Windsor - Maidenhead
9.5 226 reviews
Maidenhead
10/10 – 17/10
262 €/nighttotal: 1834 € (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.
Family Home, View Of Windsor Castle - Maidenhead
8.8 48 reviews
Maidenhead
17/10 – 24/10
197 €/nighttotal: 1379 € (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.
Modern 2 Bed Oasis -Parking & Garden - By Tempstay - Maidenhead
9.6 10 reviews
Maidenhead
21/06 – 29/06
229 €/nighttotal: 1832 € (8 )

Modern 2 Bed Oasis -Parking & Garden - By Tempstay

2 4
apartment , Berkshire
This Berkshire ground-floor apartment, perfect for families, offers two bedrooms, two bathrooms, and sleeps four, with allocated parking and a private garden.
The self-catering flat includes a fully equipped kitchen (fridge, microwave, dishwasher), excellent internet access, and an environmental monitoring system; its precise Berkshire location is not specified, however.
Modern 2 Bed Oasis -Parking & Garden - By Tempstay - Maidenhead
Maidenhead
16/07 – 23/07
269 €/nighttotal: 1883 € (7 )

Modern 2 Bed Oasis -Parking & Garden - By Tempstay

2 1
apartment , Berkshire
This Clewer North apartment, situated less than 3.2km from Windsor Castle and LEGOLAND Windsor, offers easy access to the Thames Path and King Edward Court Shopping Centre.
The two-bedroom, two-bathroom flat sleeps four, includes a fully equipped kitchen with dishwasher and in-unit laundry, plus a private garden and parking; nearby Windsor & Eton Central and Riverside train stations provide convenient transport links.

Best Maidenhead holiday rentals with parking

3 Bed For 8 Apartment In The Centre Of Slough - Maidenhead
Maidenhead
28/07 – 04/08
221 €/nighttotal: 1547 € (7 )

3 Bed For 8 Apartment In The Centre Of Slough

3 6
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.
Chic Studio Steps From Windsor Castle - Maidenhead
10 1 review
Maidenhead
16/07 – 23/07
153 €/nighttotal: 1071 € (7 )

Chic Studio Steps From Windsor Castle

1 1
studio , Windsor
This Windsor city centre flat is conveniently located near King Edward Court Shopping Centre and the River Thames, within 4.8km of Windsor Castle and LEGOLAND Windsor.
The one-bedroom apartment sleeps two guests and features a fully equipped kitchen with fridge and dishwasher, a washing machine, a dining area, a TV, and on-site parking.
Crown Mews - Maidenhead
8.7 63 reviews
Maidenhead
17/10 – 24/10
242 €/nighttotal: 1694 € (7 )

Crown Mews

2 4
house , Windsor
Crown Mews, a Windsor holiday home, is a 14-minute walk from Windsor Castle and 3.4km from Legoland Windsor.
This 812 square metre property boasts two bedrooms, one bathroom, sleeps ten guests, and includes a fully equipped kitchen, free Wi-Fi, and a washing machine.
Apartment ∙ 5 Bedrooms ∙ 13 Guests - Maidenhead
Maidenhead
28/07 – 04/08
608 €/nighttotal: 4256 € (7 )

Apartment ∙ 5 Bedrooms ∙ 13 Guests

5 6
apartment
This spacious five-bedroom detached house, located on a quiet residential street in Windsor, Berkshire, is approximately 1.6 kilometres from Windsor Castle and the town centre, and 900 metres from Royal Windsor Racecourse.
Offering accommodation for up to 13 guests, this property features a fully equipped kitchen, a private garden with patio seating, on-site parking for one car, free street parking, a dedicated workspace, and a games room with a pool table.

Frequently asked questions about holiday rentals in Maidenhead

Destinations nearby

Best Maidenhead holiday rentals with a balcony

Rural 7 And 2 Bed Lodge Stays In Windsor! Hot Tub! Sleeps 20 - Maidenhead
8.2 107 reviews
Maidenhead
28/07 – 04/08
684 €/nighttotal: 4788 € (7 )

Rural 7 And 2 Bed Lodge Stays In Windsor! Hot Tub! Sleeps 20

7 6
house , Bray
This lodge is located in Bray, just 5.5 kilometres from Windsor Castle and 5.8 kilometres from Legoland Windsor, making it a great base for exploring the area. The property has received very good user ratings and excellent location and cleanliness ratings.
This spacious house comfortably sleeps 20 people, making it ideal for large families or groups of friends. It offers a fully equipped kitchen, modern amenities, a garden with outdoor play equipment, a hot tub, and a terrace or balcony, providing everything you need for a comfortable and enjoyable stay.
Kensington House By Mnk Estates - Maidenhead
8.1 323 reviews
Maidenhead
17/10 – 24/10
166 €/nighttotal: 1162 € (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.
Central Windsor Gem | 1br Penthouse + Balcony - Maidenhead
8.4 5 reviews
Maidenhead
17/10 – 24/10
155 €/nighttotal: 1085 € (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.
1br Apartment, Walk To Shops And Windsor Castle - Maidenhead
9.2 86 reviews
Maidenhead
10/08 – 20/08
161 €/nighttotal: 1610 € (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.

Best Maidenhead holiday rentals with air conditioning

Castle Properties: The Sovereign 5 Bed Town House - Maidenhead
8.8 81 reviews
Maidenhead
10/10 – 17/10
418 €/nighttotal: 2926 € (7 )

Castle Properties: The Sovereign 5 Bed Town House

5 4
apartment , Windsor
This 5-bedroom townhouse is located just a short walk from Windsor Castle and a few hundred yards from the town centre, offering easy access to shops, restaurants and attractions. The property has received very good user ratings, an excellent location rating and a very good cleanliness rating.
The property is 200 square metres in size and has a fully equipped kitchen with a dishwasher and kettle, as well as two bathrooms with a bath and hairdryer. Guests can enjoy a private entrance, a welcome basket, free WiFi, air conditioning, parking and a restaurant on site.
Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups - Maidenhead
10 12 reviews
Maidenhead
17/10 – 24/10
2562 €/nighttotal: 17934 € (7 )

Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups

9 4
apartment , Taplow
This historic barn conversion is located in Maidenhead, just a short distance from the River Thames and within easy reach of Taplow, Windsor Great Park, and LEGOLAND® Windsor. The farm has excellent user ratings and is perfect for families and groups.
This spacious farmhouse offers 551 square meters of living space, accommodating up to 17 guests in eight bedrooms and eight bathrooms. The farmhouse provides a range of amenities, including a heated pool, hot tub, gym, sunken trampoline, treehouse playground, a large garden with an apple tree and fig tree, and a unique wizard-themed games room.
House Sleeps 10 With Parking And Garden - Maidenhead
Maidenhead
10/08 – 20/08
364 €/nighttotal: 3640 € (10 )

House Sleeps 10 With Parking And Garden

5 1
apartment , Maidenhead
This family-friendly house is located on the edge of Little Thicket National Trust in Maidenhead, just a 2-minute walk from Norreys Drive bus stop and station, and within a 30-minute walk of Norden Farm Centre for the Arts and Ockwells Park.
This 40 square meter property offers accommodation for up to 10 guests with 5 bedrooms, 2 bathrooms, a private enclosed garden, and a well-equipped kitchen, providing air conditioning and WiFi for comfort.
30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidenhead
Maidenhead
16/07 – 23/07
101 €/nighttotal: 707 € (7 )

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.
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