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

Cozy 3br Retreat In Prime Location - Maidenhead
Maidenhead
16/07 – 23/07
251 €/nighttotal: 1757 € (7 )

Cozy 3br Retreat In Prime Location

3 1
house , Slough
This 3-bedroom house in Slough is situated 5.8 kilometres from Dorney Lake and 6.4 kilometres from Brunel University, offering convenient access to Windsor Castle (5.8 kilometres) and Legoland Windsor (8.2 kilometres).
This family-friendly property accommodates up to 13 guests with 3 bedrooms, 1 bathroom, and includes free WiFi and private parking, alongside a kitchen equipped with a microwave and dishwasher.
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.
Incredible Central Windsor, Free Parking + Garden - Maidenhead
9.8 72 reviews
Maidenhead
28/07 – 04/08
714 €/nighttotal: 4998 € (7 )

Incredible Central Windsor, Free Parking + Garden

1 6
apartment , Berkshire
This five-bedroom house is situated in Windsor's Golden Triangle, a 0.8km walk from Windsor Castle and close to Windsor town centre, with Legoland Windsor a 5-minute (approx. 4km) drive away and Ascot Racecourse just over a 10-minute (approx. 8km) drive.
The property boasts a fully equipped kitchen, double living room with a football table, free Wi-Fi and Netflix, sleeps 10 guests, and includes a private garden and resident parking permit (additional vehicles at a fee).
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.

Best Maidenhead holiday rentals with parking

3 Bed In Bray (Oc-s32608) - Maidenhead
Maidenhead
28/07 – 04/08
1573 €/nighttotal: 11011 € (7 )

3 Bed In Bray (Oc-s32608)

3 6
cottage , Bray
This waterside property in Maidenhead is located 500 metres from the River Thames and a 7-minute drive from Bray Marina.
This 3-bedroom house for 6 guests offers Wi-Fi, a dishwasher, and is a 7-minute drive from LEGOLAND® Windsor and Thorpe Park.
Victorian Convent - Maidenhead
8.9 196 reviews
Maidenhead
17/10 – 24/10
191 €/nighttotal: 1337 € (7 )

Victorian Convent

2 4
apartment , Windsor
This apartment is located in Windsor, just 1.6km from Windsor Castle and 2.4km from Legoland Windsor, offering a convenient base for exploring the town's attractions. It's situated in a historic Victorian convent, adding a unique charm to your stay. The apartment has consistently received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The 93 square metre apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a modern kitchen with a dishwasher and oven, a relaxing garden, free parking, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.
Windsor Gem: 1 Bed|1 Bath| Free Parking - Maidenhead
10 1 review
Maidenhead
17/10 – 24/10
155 €/nighttotal: 1085 € (7 )

Windsor Gem: 1 Bed|1 Bath| Free Parking

1 4
apartment , Windsor
This Windsor city centre holiday home is conveniently located within a 10-minute walk of King Edward Court Shopping Centre and the River Thames, and under 5km from Windsor Castle and LEGOLAND Windsor.
The 48-square-metre property features one bedroom, one bathroom, sleeps five guests, and includes a modern kitchen with a fridge and dishwasher, plus a TV, DVD player, washing machine, and sofa bed.
Castle Properties:eton-the College - Maidenhead
9.1 595 reviews
Maidenhead
10/10 – 17/10
246 €/nighttotal: 1722 € (7 )

Castle Properties:eton-the College

2 4
apartment , Windsor
This apartment is located in Eton, just a short walk from Windsor Castle and a short drive from other attractions like Dorney Lake and Legoland Windsor. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment offers ample space for up to six guests, covering 1000 square metres. It comes equipped with modern amenities like air conditioning, free Wi-Fi, a fully equipped kitchen, and private parking, making it ideal for families or groups of friends.

Frequently asked questions about holiday rentals in Maidenhead

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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.
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.
LUXURY LODGE RIVER THAMES - WINDSOR MARINA - PARKING - Maidenhead
9.4 81 reviews
Maidenhead
16/07 – 23/07
402 €/nighttotal: 2814 € (7 )

LUXURY LODGE RIVER THAMES - WINDSOR MARINA - PARKING

3 1
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.
2 Bed House Close To Town Centre - Maidenhead
9.7 309 reviews
Maidenhead
14/08 – 16/08
216 €/nighttotal: 432 € (2 )

2 Bed House Close To Town Centre

2 2
house , Bracknell
This 2-bedroom house is located in Bracknell, just 4.2 kilometres from LaplandUK and close to the town centre, offering easy access to shops, restaurants, and entertainment. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The home features a fully equipped kitchen, a flat-screen TV, a washing machine, and comfortable beds with linens and towels provided. Guests can enjoy a private terrace, a fitness room, and access to a pool table, table tennis, and free private parking, along with on-site activities such as darts, tennis, and water sports.

Best Maidenhead holiday rentals with air conditioning

Willow Court Farm, The Copper Castle & Petting Farm, 8 Min To Legoland & Windsor, 15 Min To Lapland Uk - Maidenhead
9.8 18 reviews
Maidenhead
10/10 – 17/10
229 €/nighttotal: 1603 € (7 )

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

1 4
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.
Floating Tranquility - Maidenhead
8.5 52 reviews
Maidenhead
14/08 – 16/08
169 €/nighttotal: 338 € (2 )

Floating Tranquility

2 2
boat , Dorney
This Dorney floating lodge is situated near Windsor Castle (4.3km), Legoland Windsor (4.7km), and Dorney Lake (13.4km), offering convenient access to major attractions.
The 46-square-metre vessel boasts one bedroom, two bathrooms, and accommodates up to five guests, featuring a private terrace, garden, air conditioning, parking, and an electric vehicle charging station.
House Sleeps 10 With Parking And Garden - Maidenhead
Maidenhead
10/10 – 17/10
346 €/nighttotal: 2422 € (7 )

House Sleeps 10 With Parking And Garden

5 4
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.
Page 256 By Ja'mo With King Bed And Free Parking - Maidenhead
Maidenhead
16/07 – 23/07
214 €/nighttotal: 1498 € (7 )

Page 256 By Ja'mo With King Bed And Free Parking

1 1
apartment , Slough
This one-bedroom apartment is located in Slough, just 1.5 km from Absolutely Ice - Slough Ice Arena and within a 5 km radius of both Eton College and Eton High Street Shopping. It's a great base for exploring the area, with easy access to both the town centre and nearby attractions.
The apartment can accommodate up to 3 guests and features a fully equipped kitchen, a comfortable living space, and a modern bathroom. Enjoy the convenience of a spa tub, free WiFi, and a Smart TV, perfect for a relaxing stay.
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