Holiday Rentals in Maidenhead

445 available vacation rental offers

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Maidenhead holiday rentals
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Maidenhead holiday rentals: compare the best deals

Best family friendly Maidenhead holiday rentals

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

Modern 5 Bed Barn Conversion In Dorney By Tempstay - Maidenhead
9.2 5 reviews

Modern 5 Bed Barn Conversion In Dorney By Tempstay

apartment, Windsor
This converted stable barn is located in the peaceful village of Dorney, just outside Windsor, a short distance from Dorney Lake and a 5-minute drive to Windsor Castle and Legoland. The property offers a comfortable stay for up to 9 guests with 5 bedrooms and 4 bathrooms.
The spacious and modern farmhouse offers a range of amenities, including Wi-Fi, SKY TV, Netflix, a fully equipped kitchen, a pool table, and a large patio area. Guests can enjoy the peaceful surroundings of the village and the Jubilee River, perfect for cycling or walking.
The Pavilions By Select Sa - Maidenhead
9.6 21 reviews

The Pavilions By Select Sa

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.
Luxury 4-bed Townhouse Parking, Garden & Office - Maidenhead
No reviews

Luxury 4-bed Townhouse Parking, Garden & Office

house, Windsor
This luxury four-bedroom townhouse in Windsor is ideally located just 3 kilometres from Legoland Windsor and Windsor Castle, offering easy access to Dorney Lake and Thorpe Park, and is 17.7 kilometres from London Heathrow Airport.
This spacious property, covering 126 square metres, accommodates up to 15 guests with its two bathrooms, fully equipped kitchen, private garden with outdoor dining, garden office, and an on-site fitness room, making it perfect for families seeking a relaxing holiday.
Entr - Modern Apartments In Windsor - Maidenhead
8.9 409 reviews

Entr - Modern Apartments In Windsor

apartment, Windsor
These modern apartments are located in Windsor, just 3.2km from Legoland Windsor and 2.6km from Windsor Castle, making them ideal for exploring the town's attractions. They have received excellent ratings for location, cleanliness, and overall user experience.
Each apartment features two bedrooms, a comfortable living area with a sofa and flat-screen TV, and a fully equipped kitchen with a dining area. Enjoy the convenience of a dishwasher, oven, toaster, kettle, and complimentary Wi-Fi, as well as private on-site parking.

Best Maidenhead holiday rentals with parking

2 Bedroom Apartments In Central Maidenhead - Maidenhead
8.9 12 reviews

2 Bedroom Apartments In Central Maidenhead

apartment, Maidenhead
This luxury flat is conveniently located in central Maidenhead, just a short drive from Dorney Lake, Cliveden House, and Windsor Castle. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The two-bedroom apartment offers 75 square metres of living space and comfortably accommodates up to four guests. The flat features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a private balcony with city views, free Wi-Fi, and parking.
Your Place In Windsor (With Kitchen & Terrace!) - Maidenhead
9.3 221 reviews

Your Place In Windsor (With Kitchen & Terrace!)

apartment
This charming bed and breakfast is located just 1.5km from Windsor town centre, a short walk from Windsor Castle and The Long Walk, situated in a peaceful green area. The accommodation has excellent user ratings for location, cleanliness, and overall experience.
This guest house features a luxurious double bedroom with an ensuite bathroom and private entrance. Guests can enjoy natural light and garden views, and are within easy reach of shops, restaurants, and other amenities in the town centre.
Cavendish House With Secure, Allocated Parking, 2 Mins Walk From Windsor Castle - Maidenhead
9.5 281 reviews

Cavendish House With Secure, Allocated Parking, 2 Mins Walk From Windsor Castle

apartment, Windsor
This apartment is situated just 200 metres from Windsor town centre and a 4-minute walk from Windsor Castle, making it perfect for exploring the historic town. It has received excellent ratings for location, cleanliness and overall experience.
The apartment offers a comfortable and modern space with a fully equipped kitchen, a private bathroom and a terrace or balcony. Guests can enjoy a range of amenities, including a garden, a spa, parking and internet access.
Host & Stay - Eton House - Maidenhead
8.1 6 reviews

Host & Stay - Eton House

apartment, Eton
This Eton apartment boasts a prime location, a three-minute walk from Windsor Castle and within easy driving distance of Legoland Windsor (4.8km), Thorpe Park (12.4km), and LaplandUK (12km).
The 18-square-metre flat comprises one bedroom, one bathroom, and accommodates up to seven guests, offering a fully equipped kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi and private parking.

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Best Maidenhead holiday rentals with a balcony

Kensington House By Mnk Estates - Maidenhead
7.9 318 reviews

Kensington House By Mnk Estates

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.
The Garden Studio - Maidenhead
8.9 12 reviews

The Garden Studio

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.
Charming 1 Br Cottage Walk To Castle 43pcc - Maidenhead
No reviews

Charming 1 Br Cottage Walk To Castle 43pcc

house, Windsor
This recently renovated cottage offers a historic setting in Windsor, located a mere 12-minute walk from Windsor Castle and 390 meters from Victoria Barracks.
This one-bedroom property accommodates up to three guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, free WiFi, and a private terrace within its 59 square meter floor area.
Castle Views| 2 Bed |Parking - Vat Q - By Tempstay - Maidenhead
No reviews

Castle Views| 2 Bed |Parking - Vat Q - By Tempstay

apartment, Berkshire
This Clewer East flat is ideally located within 3.2km of Windsor Castle, LEGOLAND Windsor, and the River Thames, offering easy access to major Berkshire attractions.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, including a dishwasher, a terrace, a garden, on-site parking, and free Wi-Fi; Windsor & Eton Central and Riverside stations are within walking distance.

Best Maidenhead holiday rentals with air conditioning

30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidenhead
No reviews

30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

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.
Beautiful Cottage With Tennis Court And Games Barn - Maidenhead
No reviews

Beautiful Cottage With Tennis Court And Games Barn

cottage, Hambleden
This Hambleden cottage is situated near Henley-on-Thames, offering easy access to amenities and attractions such as the River Thames (30 km), Chiltern Hills (14 km), Bisham Abbey (21 km), and the Thames Path (22 km).
This pet-friendly, two-bedroom holiday home accommodates up to four guests, featuring air conditioning, Wi-Fi, and essential toiletries, with nearby attractions including LEGOLAND® Windsor and Higginson Park.
Willow Court Farm, The Copper Castle & Petting Farm, 8 Min To Legoland & Windsor, 15 Min To Lapland Uk - Maidenhead
9.8 34 reviews

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

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.
Luxury Rustic Log Cabin... Secluded Deck & Garden - Maidenhead
9.9 542 reviews

Luxury Rustic Log Cabin... Secluded Deck & Garden

house
This charming cabin is situated in Taplow, just 8 kilometres from Windsor Castle and within walking distance of Cliveden House and the National Trust Gardens. The property has received excellent ratings for location, cleanliness, and overall user experience.
The accommodation comfortably sleeps two guests and features a well-equipped kitchenette, a comfortable sofa bed, and a private garden. Guests can enjoy easy access to local attractions, including Michelin-starred restaurants, charming pubs, and the River Thames, making it an ideal base for exploring the beautiful countryside.