Vacation Rentals in Maidenhead

304 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Maidenhead holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Apartment ∙ 5 Bedrooms ∙ 13 Guests - Maidenhead
Maidenhead
28/07 – 04/08
A$1000/nighttotal: A$7000 (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.
Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment - Maidenhead
8.4 80 reviews
Maidenhead
28/07 – 04/08
A$579/nighttotal: A$4053 (7 )

Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment

2 6
apartment , Windsor
This 2-bedroom flat is perfectly placed in the centre of Windsor, just a 3-minute walk from Windsor Castle and within 300 yards of the town centre, making it ideal for exploring the historic streets and attractions. The apartment has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 74 square metre flat comfortably sleeps 6 guests and features a living room with a flat-screen TV, a fully equipped kitchen, and a bathroom with a washing machine. The apartment also provides free Wi-Fi, towels, bed linen, parking, and is within easy reach of Windsor & Eton Riverside train station, offering convenient access to London and other destinations.
3br Home, Parking, Garden - Vat Q - By Tempstay - Maidenhead
Maidenhead
28/07 – 04/08
A$600/nighttotal: A$4200 (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.
111 M² Apartment ∙ 4 Bedrooms ∙ 7 Guests - Maidenhead
Maidenhead
28/07 – 04/08
A$527/nighttotal: A$3689 (7 )

111 M² Apartment ∙ 4 Bedrooms ∙ 7 Guests

4 6
apartment , Farnham Royal
This four-bedroom house in Farnham Royal, Buckinghamshire, offers convenient access to local amenities and is within easy reach of Burnham Beeches, a beautiful woodland area perfect for walks.
The 111 square metre property features a fully equipped kitchen, two bathrooms, a garden with patio and seating for six, and sleeps up to seven guests, making it ideal for families or groups visiting the area.

Best Maidenhead holiday rentals with parking

Apartment In Bray, Secure Parking & Ev Charge Included - Maidenhead
9.4 28 reviews
Maidenhead
10/08 – 20/08
A$283/nighttotal: A$2830 (10 )

Apartment In Bray, Secure Parking & Ev Charge Included

1 1
apartment , Maidenhead
This family-friendly apartment in Maidenhead offers convenient access to Windsor Castle (approximately 8.4 kilometres) and Legoland Windsor (approximately 8.7 kilometres), with London Heathrow Airport located 22.5 kilometres away.
This self-catering flat provides free Wi-Fi, a fully equipped kitchen, a garden, terrace, and secure private parking with electric vehicle charging, accommodating up to three guests with one bedroom and one bathroom.
Five-bedroom Home Near Windsor And Legoland, Free Parking - Maidenhead
10 1 review
Maidenhead
28/07 – 04/08
A$514/nighttotal: A$3598 (7 )

Five-bedroom Home Near Windsor And Legoland, Free Parking

5 6
house , Dorney
This Dorney residence is conveniently located 5.8 kilometres from Dorney Lake and 7.2 kilometres from Windsor Castle.
This spacious 120 square metre house offers accommodation for up to 17 guests, featuring a fully equipped kitchen, WiFi, private parking, and easy access to attractions like Legoland Windsor.
1br Apartment | Walk To Shops & Castle - Maidenhead
8.8 3 reviews
Maidenhead
16/07 – 23/07
A$280/nighttotal: A$1960 (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.
Limited Conversational French Language - Maidenhead
9.9 70 reviews
Maidenhead
10/08 – 20/08
A$240/nighttotal: A$2400 (10 )

Limited Conversational French Language

1 1
apartment , Berkshire
This one-bedroom Berkshire apartment, ideally located near Bray, offers easy access to London via the Elizabeth Line and GWR trains, and is approximately 8km from Windsor Castle and Legoland Windsor.
The self-catering flat sleeps two guests and includes a kitchen with fridge, freezer, and dishwasher, a garden, parking, and excellent internet access; explore the nearby Thames Path and Berkshire countryside.

Frequently asked questions about holiday rentals in Maidenhead

Destinations nearby

Best Maidenhead holiday rentals with a balcony

Maidenehad Spacious Spectacular And Modern 3 Bedroom 2 Bathroom Penthouse 14 - Maidenhead
Maidenhead
28/07 – 04/08
A$476/nighttotal: A$3332 (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.
The Garden Studio - Maidenhead
Maidenhead
14/08 – 16/08
A$176/nighttotal: A$352 (2 )

The Garden Studio

1 2
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.
Garden Flat - 2 Bed 2 Bath - Parking - By Tempstay - Maidenhead
Maidenhead
17/10 – 24/10
A$391/nighttotal: A$2737 (7 )

Garden Flat - 2 Bed 2 Bath - Parking - By Tempstay

2 4
apartment , Berkshire
This newly built two-bedroom flat in Windsor, Berkshire, is a 10-minute walk from Windsor Castle and the town centre, and a 5-minute drive from LEGOLAND® Windsor.
This family-friendly accommodation for four guests includes a private patio, underfloor heating, a fully equipped kitchen with a dishwasher and microwave, and secure resident parking, with Windsor Central Train Station a 15-minute walk away.
Modern Apartment Within Short Walk Of The Castle, High Street And Long Walk - Free Parking - By Tempstay - Maidenhead
8.5 93 reviews
Maidenhead
10/08 – 20/08
A$311/nighttotal: A$3110 (10 )

Modern Apartment Within Short Walk Of The Castle, High Street And Long Walk - Free Parking - By Tempstay

1 1
apartment , Windsor
This modern flat is situated just a short walk from Windsor Castle, the High Street, and Long Walk, offering easy access to the town's main attractions. The apartment has received very good user ratings, and excellent location and cleanliness ratings.
This self-catering property has one bedroom and one bathroom, and is suitable for up to three guests. It comes with free parking, a terrace, a garden, a fully equipped kitchen, and free Wi-Fi.

Best Maidenhead holiday rentals with air conditioning

Very Pretty 2 Br Cottage On Edge Of National Trust - Maidenhead
9.5 12 reviews
Maidenhead
10/10 – 17/10
A$296/nighttotal: A$2072 (7 )

Very Pretty 2 Br Cottage On Edge Of National Trust

2 4
apartment , Royaume-Uni
This recently refurbished Victorian terraced cottage is located in a semi-rural setting next to National Trust lands, a few hundred meters from a gastro pub and cricket pitch, and a short drive from Marlow and Maidenhead town centres.
This two-bedroom cottage accommodates up to four guests and features an open-plan living space with a fireplace, a fully fitted kitchen, a luxury bathroom with underfloor heating, and secluded south-facing gardens with a patio and lawn, offering excellent opportunities for walking and cycling on Pinkneys Green common.
The Studio On The Green - Maidenhead
9.4 125 reviews
Maidenhead
14/08 – 16/08
A$186/nighttotal: A$372 (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 ∙ 3 Guests - Maidenhead
Maidenhead
16/07 – 23/07
A$181/nighttotal: A$1267 (7 )

30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

1 1
apartment
This studio flat is located on Farnham Road, Slough, within easy walking distance of a bus stop, a supermarket, and Slough train station, with a metro station a 10-minute cycle away.
This 30 square meter studio offers a fully equipped kitchen, a sofa bed, a double bed, and free parking, accommodating up to three guests and situated near numerous restaurants, cafes, shops, and parks.
Warwick Road Studios - Maidenhead
9.1 214 reviews
Maidenhead
10/08 – 20/08
A$262/nighttotal: A$2620 (10 )

Warwick Road Studios

1 1
apartment , Beaconsfield
Warwick Road Studios is located in Beaconsfield, just under 9km from Cliveden House and 16km from Uxbridge, offering a peaceful retreat within easy reach of both historic attractions and bustling town life. The apartment has received very good user ratings and excellent ratings for its location and cleanliness.
This one-bedroom, one-bathroom flat offers a comfortable and convenient base for exploring Beaconsfield. It comes equipped with a kitchen featuring a fridge, microwave, and dishwasher, as well as air conditioning and free Wi-Fi for added comfort and convenience.
©2026 cozycozy.com