Holiday Rentals in Maidenhead

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Maidenhead holiday rentals
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304 Holiday rentals and Airbnb in Maidenhead

Barr's House New 5 Bed Home Near Windsor - Maidenhead
Maidenhead
01/07 – 29/07
411 €/nighttotal: 11508 € (28 )

Barr's House New 5 Bed Home Near Windsor

1 2
house, Taplow
Barr's House is a spacious 5-bedroom villa located in Taplow, conveniently situated near Windsor, a major historical landmark.
This 136 square meter property offers accommodation for up to 19 guests, featuring 5 bathrooms, a fully equipped kitchen with a dishwasher, a garden, and private parking with an electric vehicle charging station.
Cosy Central Apartment In Windsor By Tempstay - Maidenhead
8.0 2 reviews
Maidenhead
16/07 – 23/07
177 €/nighttotal: 1239 € (7 )

Cosy Central Apartment In Windsor By Tempstay

1 1
apartment, Berkshire
This Windsor apartment, an 8-minute walk from Windsor Castle and the Long Walk, offers easy access to Eton Bridge (2.4km) and Legoland Windsor (approx. 5km by car).
The one-bedroom flat, sleeping up to three guests, includes a fully equipped kitchen, modern bathroom, private balcony, free on-site parking, and is conveniently located for London train connections (30 minutes to Paddington).
Maidenehad Spacious Spectacular And Modern 3 Bedroom 2 Bathroom Penthouse 14 - Maidenhead
Maidenhead
28/07 – 04/08
290 €/nighttotal: 2030 € (7 )

Maidenehad Spacious Spectacular And Modern 3 Bedroom 2 Bathroom Penthouse 14

1 6
apartment, Maidenhead
This penthouse flat is located in Maidenhead, just 6.4km from Cliveden House and 11.6km from Windsor Castle, offering easy access to these popular attractions. It's a great choice for travellers wanting to explore the area's history and natural beauty.
The flat has three bedrooms and three bathrooms, spanning 116 square metres and comfortably accommodating up to six guests. The modern, fully equipped kitchen includes a fridge, microwave, and dishwasher, while free Wi-Fi and private parking are also included.
My Castle - Maidenhead
9.3 35 reviews
Maidenhead
01/07 – 31/08
85 €/nighttotal: 5185 € (61 )

My Castle

2 1
apartment, Windsor
This Windsor apartment, situated 6.4km from both Legoland Windsor and Windsor Castle, also enjoys proximity to Eton College and the River Thames, offering easy access to Windsor's many attractions.
Sleeping up to five guests, this two-bedroom, two-bathroom flat boasts a private driveway, high-speed internet, Sky TV, a garden with plum and blackberry bushes (in season), and a fully equipped kitchen including a fridge and microwave.
Windsor / Ascot / Bracknell Beautiful Barn - Maidenhead
9.2 209 reviews
Maidenhead
14/08 – 16/08
115 €/nighttotal: 230 € (2 )

Windsor / Ascot / Bracknell Beautiful Barn

1 2
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.
The Garden Room - Maidenhead
9.9 221 reviews
Maidenhead
14/08 – 16/08
123 €/nighttotal: 246 € (2 )

The Garden Room

1 2
apartment, Maidenhead
This studio apartment is located in a peaceful setting behind a family home in Maidenhead, just a short drive from Windsor Castle and other attractions. It has received excellent ratings for location, cleanliness, and overall experience.
The self-contained unit can comfortably accommodate two guests and features a private entrance, parking, and a small patio area. It includes a kitchenette with a fridge, microwave, and toaster, an en-suite shower room, and a tranquil garden view.
6-7 Bedroom, 260sqm, 4 X Parking + Street - Maidenhead
9.7 71 reviews
Maidenhead
28/07 – 04/08
479 €/nighttotal: 3353 € (7 )

6-7 Bedroom, 260sqm, 4 X Parking + Street

1 6
apartment, Berkshire
This Berkshire holiday home is ideally located for exploring the county's attractions, being just a short drive from Legoland, Windsor Castle, and the National Trust's Cliveden. It has consistently received excellent reviews for its location, cleanliness, and overall experience.
The property is spacious and comfortably sleeps up to 16 guests in seven bedrooms, with a mix of king-size, superking, and single beds. Guests can enjoy a fully equipped kitchen, private gardens, and a range of amenities including CCTV and noise sensors, ensuring a peaceful and secure stay.
Imperial Court By Viridian Apartments - Maidenhead
8.8 104 reviews
Maidenhead
01/07 – 29/07
290 €/nighttotal: 8120 € (28 )

Imperial Court By Viridian Apartments

1 2
apartment, Maidenhead
Imperial Court By Flying Butler is located in Maidenhead, just a short drive from both Dorney Lake and Cliveden House, offering easy access to these popular tourist destinations. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is well-equipped with modern amenities, including a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy free Wi-Fi, private parking, and a peaceful setting close to Maidenhead's bustling town centre, offering a wide range of shops, restaurants, and entertainment options.
LUXURY LODGE RIVER THAMES - WINDSOR MARINA - PARKING - Maidenhead
9.4 81 reviews
Maidenhead
01/07 – 29/07
290 €/nighttotal: 8120 € (28 )

LUXURY LODGE RIVER THAMES - WINDSOR MARINA - PARKING

3 2
house, Windsor
This Windsor Marina lodge boasts a convenient location, 2.9km from Windsor Castle and 4.5km from Legoland Windsor, offering river views.
The 93 square metre property sleeps six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, private parking, and Wi-Fi.
Spacious 5-bedroom Home In Maidenhead - Maidenhead
Maidenhead
28/07 – 04/08
631 €/nighttotal: 4417 € (7 )

Spacious 5-bedroom Home In Maidenhead

5 6
apartment, Berkshire
This detached house in Maidenhead offers convenient transport links to explore Berkshire, with Windsor Castle approximately 4.8 kilometres away.
This spacious five-bedroom property accommodates up to ten guests and features a fully equipped kitchen, a private garden, and complimentary parking and WiFi, with pets welcome for an additional charge.
Bachelor Pad Studio Apartment - Maidenhead
9.8 8 reviews
Maidenhead
01/07 – 29/07
72 €/nighttotal: 2016 € (28 )

Bachelor Pad Studio Apartment

1 2
apartment, Berkshire
This stylish studio apartment is located in a new development in Maidenhead, just 2km from the town centre and its attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is perfect for a couple looking for a comfortable and modern base while exploring Berkshire. It features a well-equipped kitchenette, a spacious living area with a 4K Smart TV and iMac, and a comfortable double bed. Guests can enjoy complimentary soft drinks, water, and snacks, as well as access to a communal kitchen and garden patio.
Cosy House In Slough Near Legoland And Windsor - Maidenhead
Maidenhead
28/07 – 04/08
331 €/nighttotal: 2317 € (7 )

Cosy House In Slough Near Legoland And Windsor

4 6
apartment, Slough
This Slough holiday home offers convenient access to Legoland Windsor, Windsor Castle, and Heathrow Airport, with easy access to the Slough Trading Estate.
The 77 square metre property comprises four bedrooms, two bathrooms, a fully equipped kitchen with fridge, microwave, and dishwasher, and accommodates up to ten guests, boasting a private garden with barbecue facilities and free on-street parking.

Best family friendly Maidenhead holiday rentals

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

Two Bed Apartment With Balcony Slough,windsor,legoland - Maidenhead
9.4 71 reviews
Maidenhead
14/08 – 16/08
205 €/nighttotal: 410 € (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.
Perfect Location, 1 Bedroom Apt, Castle, Legoland - Maidenhead
8.0 16 reviews
Maidenhead
14/08 – 16/08
185 €/nighttotal: 370 € (2 )

Perfect Location, 1 Bedroom Apt, Castle, Legoland

1 2
apartment, Windsor
This Windsor apartment, situated 1.9km from Legoland Windsor and 2.9km from Windsor Castle, offers easy access to the town's attractions.
The 65 square metre self-catering flat features one bedroom, one bathroom, sleeps five, and includes a garden, parking, Wi-Fi, and a washing machine.
The Pavilions By Select Sa - Maidenhead
9.9 18 reviews
Maidenhead
16/07 – 23/07
221 €/nighttotal: 1547 € (7 )

The Pavilions By Select Sa

2 1
apartment, Windsor
This two-bedroom apartment, known as The Pavilions by Select SA, is conveniently located just 1.6km from Windsor Castle and 2.9km from Legoland Windsor, making it ideal for exploring the historic town and popular attractions. The apartment enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 72 square metre apartment comfortably accommodates up to four guests and features a modern kitchen, three bathrooms, and a spacious living area with a flat-screen TV. Amenities include a walk-in shower, washing machine, free Wi-Fi, private parking, and secure bicycle parking, providing everything you need for a relaxing and convenient stay.
Stylish 2 Bed Windsor Getaway|parking- By Tempstay - Maidenhead
Maidenhead
16/07 – 23/07
271 €/nighttotal: 1897 € (7 )

Stylish 2 Bed Windsor Getaway|parking- By Tempstay

2 1
apartment, Berkshire
This Clewer East flat is ideally located within 3.2km of Windsor Castle and LEGOLAND Windsor, offering easy access to these popular Berkshire attractions.
The two-bedroom, two-bathroom property sleeps four guests and includes a well-equipped kitchen with appliances, a private balcony, in-unit laundry, and parking, making it perfect for families visiting Windsor & Eton Central and Riverside train stations (a 22 and 27-minute walk respectively).

Best Maidenhead holiday rentals with parking

3br Home, Parking, Garden - Vat Q - By Tempstay - Maidenhead
Maidenhead
28/07 – 04/08
365 €/nighttotal: 2555 € (7 )

3br Home, Parking, Garden - Vat Q - By Tempstay

3 6
apartment, Windsor
This three-bedroom apartment in Clewer East, Windsor, is a 1.6km walk from Windsor Castle and a 3.2km drive from Legoland.
Sleeping six guests, this self-catering property boasts three en-suite bedrooms, two additional bathrooms, a private garden, allocated parking, underfloor heating, a Smart TV, and a coffee machine; Little Waitrose and Tesco Express are within walking distance.
Self-contained Studio - Maidenhead
Maidenhead
14/08 – 16/08
98 €/nighttotal: 196 € (2 )

Self-contained Studio

1 2
studio, Canvey
This self-contained studio in Canvey is located 5.6 kilometres from Windsor Castle and 7.2 kilometres from Legoland Windsor, offering convenient access to popular attractions.
This 18-square-metre apartment accommodates up to three guests and features a private garden, free WiFi, and private parking, with a kitchen equipped with a fridge and microwave oven.
Windsor, Private Annex. Great Tourist Spot. - Maidenhead
10 111 reviews
Maidenhead
14/08 – 16/08
163 €/nighttotal: 326 € (2 )

Windsor, Private Annex. Great Tourist Spot.

1 2
apartment, Windsor and Maidenhead
This one-bedroom apartment is located just a short walk from Windsor town centre, a 10-minute stroll from Windsor Castle and Windsor & Central station. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The self-contained apartment is perfect for a couple with a private courtyard offering a peaceful retreat. Guests can enjoy free parking, fast Wi-Fi, a fully equipped kitchen, and a comfortable living space with a double sofa and a single sofa.
1br Apartment | Walk To Shops & Castle - Maidenhead
8.8 3 reviews
Maidenhead
16/07 – 23/07
170 €/nighttotal: 1190 € (7 )

1br Apartment | Walk To Shops & Castle

1 1
apartment, Windsor
This Windsor city centre flat is a short walk from King Edward Court Shopping Centre, the River Thames, and Windsor & Eton Central station, with Windsor Castle and LEGOLAND Windsor within a 4.8km radius.
The 23-square-metre self-catering apartment offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with appliances such as a fridge, microwave, dishwasher, and washing machine, plus a TV.

Frequently asked questions about holiday rentals in Maidenhead

Destinations nearby

Best Maidenhead holiday rentals with a balcony

1br Apt Near Heathrow By Tempstay - Maidenhead
9.2 27 reviews
Maidenhead
14/08 – 16/08
215 €/nighttotal: 430 € (2 )

1br Apt Near Heathrow By Tempstay

1 2
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.
2br House, Walk To Windsor Castle + Parking For 1 - Maidenhead
10 3 reviews
Maidenhead
28/07 – 04/08
255 €/nighttotal: 1785 € (7 )

2br House, Walk To Windsor Castle + Parking For 1

2 6
apartment, Windsor
This Windsor city centre flat is ideally located a short walk from King Edward Court Shopping Centre, the River Thames, and within 4.8km of Windsor Castle and LEGOLAND Windsor.
The 62 square metre self-catering property offers two bedrooms, three bathrooms, and sleeps six guests, boasting a fully equipped kitchen with a dishwasher and in-apartment entertainment including a DVD player.
Cosy 3 Bed Home Near Dorney| Parking - By Tempstay - Maidenhead
10 4 reviews
Maidenhead
28/07 – 04/08
287 €/nighttotal: 2009 € (7 )

Cosy 3 Bed Home Near Dorney| Parking - By Tempstay

3 6
apartment, Maidenhead
This Maidenhead holiday home is situated 4.3 km from Maidenhead Railway Bridge and within 10 km of Bisham Abbey and Higginson Park, offering easy access to local attractions.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, garden, parking, and a fireplace.
Stylish 2 Bed Windsor Home | Sleeps 4 | Parking - Maidenhead
10 1 review
Maidenhead
16/07 – 23/07
253 €/nighttotal: 1771 € (7 )

Stylish 2 Bed Windsor Home | Sleeps 4 | Parking

2 1
apartment, Berkshire
This Grade II listed cottage in central Windsor, Berkshire, is a 2-minute walk from Windsor Castle and a 5-minute walk from Windsor & Eton Central station, offering easy access to Legoland Windsor (approx. 1.6km).
The 88 square metre property comprises two double bedrooms, one bathroom, a fully equipped kitchen with fridge and dishwasher, and accommodates four guests, featuring a terrace, superfast Wi-Fi, and permit holder parking nearby.

Best Maidenhead holiday rentals with air conditioning

The Studio On The Green - Maidenhead
9.4 125 reviews
Maidenhead
14/08 – 16/08
113 €/nighttotal: 226 € (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.
30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidenhead
Maidenhead
14/08 – 16/08
100 €/nighttotal: 200 € (2 )

30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
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.
House Sleeps 10 With Parking And Garden - Maidenhead
Maidenhead
14/08 – 16/08
419 €/nighttotal: 838 € (2 )

House Sleeps 10 With Parking And Garden

4 2
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.
3-bed Home, Free Parking, Smart Tv,family & Business Ready - Maidenhead
Maidenhead
16/07 – 23/07
297 €/nighttotal: 2079 € (7 )

3-bed Home, Free Parking, Smart Tv,family & Business Ready

3 1
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.
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