Holiday Rentals in Maidenhead

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Maidenhead holiday rentals
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Best Holiday rentals and Airbnb offers in Maidenhead

Discover Family-Friendly Self-Catering Rentals in Maidenhead

Family holidays in Maidenhead work best when your holiday rental is properly set up with space and city attractions within easy reach.

Fabulous Central Windsor Town House With Parking - Maidenhead
9.2 98 reviews
Maidenhead
14/08 – 16/08
£442/nighttotal: £884 (2 )

Fabulous Central Windsor Town House With Parking

4 2
house , Windsor
This town house is situated in Central Windsor, just 1.9 kilometres from Windsor Castle and 3.4 kilometres from Legoland Windsor, making it a convenient base for exploring the town's attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The four-bedroom house spans 200 square metres and comfortably accommodates up to eight guests. The property offers a fully equipped kitchen, private parking, a garden, and a patio, providing everything you need for a comfortable and enjoyable stay.
Hope Cottage In Slough With Parking - Maidenhead
9.5 4 reviews
Maidenhead
16/07 – 23/07
£186/nighttotal: £1302 (7 )

Hope Cottage In Slough With Parking

2 1
house , Slough
Hope Cottage, a two-bedroom house in Slough, is situated approximately 4.8 kilometres from Windsor Castle and 6.6 kilometres from Legoland Windsor.
This 62 square metre self-catering property sleeps nine guests and offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen.
Two Bedroom Apartment - Maidenhead
9.2 18 reviews
Maidenhead
10/08 – 20/08
£182/nighttotal: £1820 (10 )

Two Bedroom Apartment

2 1
apartment , Slough
This two-bedroom flat is located in Slough, just 5.5 kilometres from Windsor Castle and 7 kilometres from Legoland Windsor, making it a great base for exploring the area. The surrounding area is quiet and peaceful, offering a relaxing stay for families or groups.
The flat is 74 square metres in size, with two bedrooms, one bathroom, and a living room, comfortably accommodating up to seven guests. The flat comes with free parking, Wi-Fi, a private balcony, a fully equipped kitchen, and modern amenities like a satellite flat-screen TV and a walk-in shower.
Roseleigh Cottage In The Heart Of Cookham - Maidenhead
9.5 4 reviews
Maidenhead
17/10 – 24/10
£177/nighttotal: £1239 (7 )

Roseleigh Cottage In The Heart Of Cookham

1 4
house , Cookham
Roseleigh Cottage is a house located in Cookham, 3.9 kilometres from Cliveden House and 16.1 kilometres from Windsor Castle.
This accommodation offers Wi-Fi, a kitchen, and can host up to thirteen guests, making it a suitable base for exploring the area.

Compare Holiday Rentals with Parking in Maidenhead

Free on-site parking comes with these holiday rentals in Maidenhead, allowing you to focus on the city centre from day one.

Stylish Windsor Stay | Steps From The Long Walk | Private Parking - Maidenhead
Maidenhead
10/08 – 20/08
£148/nighttotal: £1480 (10 )

Stylish Windsor Stay | Steps From The Long Walk | Private Parking

1 1
apartment , Windsor
This one-bedroom flat on Kings Road, Windsor, is a short walk from Windsor Castle, The Long Walk, and Windsor Great Park, offering a quiet residential setting with excellent transport links.
Guests can enjoy a comfortable stay in this adults-only flat, which includes private parking, a kitchen with a fridge and dishwasher, and capacity for two people.
Luxury Country Estate Near Windsor With Concierge And Staff - Maidenhead
10 79 reviews
Maidenhead
28/07 – 04/08
£1039/nighttotal: £7273 (7 )

Luxury Country Estate Near Windsor With Concierge And Staff

4 6
apartment , Windsor
Braywood House is a 4-bedroom home located in Winkfield, just 4 miles outside of Windsor, offering a peaceful escape in a beautiful countryside setting. This property has received excellent ratings for location, cleanliness, and overall user experience.
The home is ideal for families or groups of up to 8 guests, featuring a modern kitchen, a gym, and a laundry room. Guests can enjoy breathtaking views, a dedicated concierge service, and easy access to nearby attractions, including Windsor Castle, Eton College, and Ascot Racecourse.
Windsor Mews By Stay Focused Sa - Maidenhead
9.4 145 reviews
Maidenhead
10/10 – 17/10
£209/nighttotal: £1463 (7 )

Windsor Mews By Stay Focused Sa

2 4
house , Windsor
Windsor Mews by Stay Focused SA is a recently renovated holiday home located just 2.1km from Legoland Windsor and within easy reach of other attractions like Windsor Castle, LaplandUK, and Dorney Lake. The property has received excellent ratings for cleanliness, location, and user experience.
The two-bedroom house can accommodate up to six guests and is fully equipped with a kitchen, washing machine, and free Wi-Fi. Guests can enjoy a comfortable stay with towels and bed linen provided, and the house offers a private entrance for added privacy.
Hampden Apartments - The Catherine - Maidenhead
8.6 296 reviews
Maidenhead
14/08 – 16/08
£254/nighttotal: £508 (2 )

Hampden Apartments - The Catherine

2 2
apartment , Windsor
The Hampden Apartments - The Catherine is located in Windsor, just 1.5 kilometres from Windsor Castle and a short drive from Legoland Windsor. The apartment has received very good ratings for cleanliness, location and overall experience.
This two-bedroom flat offers a living room with a dining area, a fully equipped kitchen and two bathrooms. It also includes free private parking, free Wi-Fi and a Jacuzzi, making it a perfect choice for families or groups looking for a comfortable and convenient stay in Windsor.

Frequently asked questions about holiday rentals in Maidenhead

  • What are the top family-friendly attractions in Maidenhead?

    Maidenhead is great for families. The Maidenhead Aquatics and Leisure Centre is a popular choice with a swimming pool and leisure facilities. For outdoor fun, the Braywick Park and the National Trust's Cliveden are both great options.
  • What are the best Airbnb and holiday rentals in Maidenhead?

  • When is the best time to book a vacation rental in Maidenhead?

    The best time to book a vacation rental in Maidenhead is during the shoulder seasons, from April to May or September to October, when the weather is pleasant and the prices are generally lower.
  • What are the most popular Airbnbs in Maidenhead?

  • What events or festivals should visitors check out in and around Maidenhead?

    Maidenhead hosts several events throughout the year, including the Maidenhead River Festival in June, which features live music, boat races, and a funfair. The nearby Windsor Castle also hosts various events, such as the Royal Windsor Horse Show in May.
  • What are the best holiday rentals with a pool in Maidenhead?

    Spacious Sunny Apartment, Sheephouse Manor and Modern Bungalow With Private Swimming Pool are the best holiday rentals with a pool in Maidenhead.

  • What are the best budget-friendly activities in Maidenhead?

    Maidenhead offers plenty of budget-friendly activities. You can enjoy a free walk along the Thames Path, visit the free Maidenhead Library, or explore the local parks like Braywick Park.
  • What are the best rentals for families and kids in Maidenhead?

  • What are the best restaurants with local dishes in Maidenhead?

    For a taste of local cuisine, try The Old House at Boston Manor for traditional pub grub, or the award-winning The Fat Duck, known for its innovative and experimental gastronomy.
  • What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?

  • What are the best walking or cycling routes in Maidenhead?

    The Thames Path offers a scenic walk or cycle along the River Thames, while the Maidenhead to Marlow towpath is a popular choice for a leisurely bike ride.
  • Are there pet-friendly attractions in Maidenhead?

    Yes, many attractions in Maidenhead are pet-friendly. Braywick Park is great for dog walks, and many pubs and restaurants welcome dogs on their terraces.
  • What are the benefits of choosing a vacation rental in Maidenhead?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more cost-effective option, especially for families or groups.
  • What are the top sports attractions and facilities in Maidenhead?

    Maidenhead boasts a variety of sporting facilities. The Maidenhead Rugby Club is a popular spot for rugby fans, and the Maidenhead Aquatics and Leisure Centre offers a range of swimming and fitness activities.

Destinations nearby

Check Out Holiday Rentals with a Balcony in Maidenhead

Choosing a holiday rental in Maidenhead with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

Close To Windsor, Heathrow And Central London  Sleeps Nine - Maidenhead
Maidenhead
28/07 – 04/08
£327/nighttotal: £2289 (7 )

Close To Windsor, Heathrow And Central London Sleeps Nine

5 6
apartment , Berkshire
This five-bedroom flat in Slough, Berkshire, offers excellent connectivity within the Thames Valley, located 3.2 kilometres by car from Windsor Castle and 2.4 kilometres by car from LEGOLAND Windsor, with Heathrow Airport a 15-20 minute drive away.
This spacious property accommodates up to nine guests and includes free on-site parking, fast Wi-Fi, a fully equipped kitchen, a private rear garden, and a dedicated workspace with an ethernet connection, making it ideal for both leisure and business travellers seeking a comfortable base for exploring Berkshire.
1br Gem, Private Parking - Vat Q - By Tempstay - Maidenhead
10 1 review
Maidenhead
10/08 – 20/08
£183/nighttotal: £1830 (10 )

1br Gem, Private Parking - Vat Q - By Tempstay

1 1
apartment , Berkshire
This Clewer East flat is ideally located within 2km of King Edward Court Shopping Centre and the River Thames, and within 3km of Windsor Castle and LEGOLAND Windsor.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a fully equipped kitchen with dishwasher, in-unit laundry, and access to a relaxing garden; nearby attractions include Windsor & Eton Central and Riverside train stations (22 and 27 minutes' walk respectively).
Victorian Cottage, Close 2 All Sights, Parking - Maidenhead
9.4 9 reviews
Maidenhead
17/10 – 24/10
£165/nighttotal: £1155 (7 )

Victorian Cottage, Close 2 All Sights, Parking

2 4
apartment , Berkshire
This charming Victorian house is located on a quiet residential road in Windsor, just a short walk from the town centre and a 5km drive to Legoland. The property has received excellent reviews from previous guests.
The two-bedroom house can accommodate up to four guests and features a fully equipped kitchen, a private garden, and a driveway with parking for one car. It also has free high-speed Wi-Fi, SKY Glass TV with Netflix and smart apps, and a device that monitors the environment inside the property.
Hampden Apartments - The Richard - Maidenhead
9.3 252 reviews
Maidenhead
10/10 – 17/10
£250/nighttotal: £1750 (7 )

Hampden Apartments - The Richard

2 4
apartment , Windsor
The Hampden Apartments - The Richard is conveniently located in central Windsor, just 700 metres from Windsor Castle and 400 metres from the town centre. The property has received excellent ratings for its location, cleanliness and overall experience.
This two-bedroom apartment offers spacious living for families or groups. Guests can enjoy a private balcony, a fully equipped kitchen with a fridge, microwave, and dishwasher, and access to a fitness centre, parking, and a garden.

Best Maidenhead holiday rentals with air conditioning

Warwick Road Studios - Maidenhead
9.1 214 reviews
Maidenhead
10/08 – 20/08
£137/nighttotal: £1370 (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.
Luxurious Barn Between Marlow & Henley - Maidenhead
9.9 201 reviews
Maidenhead
10/10 – 17/10
£156/nighttotal: £1092 (7 )

Luxurious Barn Between Marlow & Henley

1 4
apartment , Royaume-Uni
This charming cottage is situated in the picturesque village of Medmenham, just 3km from Marlow and 8km from Henley-on-Thames, offering a peaceful escape amidst beautiful countryside. The property has received excellent ratings for its cleanliness, location, and overall guest experience.
The two-bedroom cottage comfortably accommodates up to four guests, with the option of adding two extra beds. Guests can enjoy a fully equipped kitchen, air conditioning, Wi-Fi, and two parking spaces, as well as a private terrace and garden with direct access to woodland walks and the River Thames.
The Studio On The Green - Maidenhead
9.4 125 reviews
Maidenhead
14/08 – 16/08
£97/nighttotal: £194 (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
10/08 – 20/08
£86/nighttotal: £860 (10 )

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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