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Vacation Rentals in Maidenhead

445 available vacation rental offers

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445 Holiday rentals and Airbnb in Maidenhead

Hampden Apartments - The Anne - Maidenhead
9.0 190 reviews
Maidenhead
1 1
A$258/nighttotal: A$1032 (4 )

Hampden Apartments - The Anne

apartment - Windsor
The Hampden Apartments - The Anne is located just 1.9km from Windsor Castle, making it ideal for exploring this historic town. The apartment has excellent ratings for location, cleanliness, and user experience.
This one-bedroom flat offers 70 square metres of space, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private balcony with city views, free Wi-Fi, and parking, perfect for a relaxing and convenient stay.
Meadow House  Detached  Driveway Parking  Nr Taplow Station W/ Direct Trains To Central London  By Yoko Property - Maidenhead
Maidenhead
3 4
A$436/nighttotal: A$65836 (151 )

Meadow House Detached Driveway Parking Nr Taplow Station W/ Direct Trains To Central London By Yoko Property

apartment - Maidenhead
This Dorney Reach residence offers a riverside village setting with Dorney Court and the Riverside Marquee a 15-minute walk away, and is an 8-minute drive from Maidenhead.
This 4-bedroom, 2-bathroom house accommodates up to 8 guests and features a fenced garden, driveway parking for 4-5 vehicles, Smart TVs with Netflix, and free super-fast WiFi, with access to walks along the River Thames and Dorney Lake.
4br Home Near Windsor Castle & Legoland - Maidenhead
Maidenhead
7 4
A$796/nighttotal: A$5572 (7 )

4br Home Near Windsor Castle & Legoland

house - Windsor
This four-bedroom house in Windsor is located 2.25 kilometres from Windsor Castle and 4 kilometres from Legoland Windsor, offering convenient access to local attractions.
With a floor area of 93 square meters, this property accommodates up to 15 guests and features a private garden, balcony, patio, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, plus free on-site parking and complimentary WiFi.
Modern 4-bedroom House In Windsor | Near Legoland - Maidenhead
Maidenhead
7 4
A$474/nighttotal: A$3318 (7 )

Modern 4-bedroom House In Windsor | Near Legoland

apartment - Windsor
This Clewer East house offers a convenient base for exploring Windsor, being minutes from Windsor Castle, LEGOLAND Windsor, and Royal Ascot Racecourse.
The four-bedroom property sleeps nine guests, boasting a spacious kitchen with microwave and dishwasher, two bathrooms, Smart TVs, free Wi-Fi, secure parking, and a large garden ideal for outdoor dining; enjoy nearby walks in Windsor Great Park.
Windsor Flat 90a - Maidenhead
8.5 31 reviews
Maidenhead
2 2
A$276/nighttotal: A$1656 (6 )

Windsor Flat 90a

apartment - Windsor
This Windsor flat is located in Windsor, a 17-minute walk from Windsor Castle and 3.1 kilometres from Legoland Windsor.
This 2-bedroom, 3-bathroom flat accommodates up to 7 guests and offers free private parking, a fully equipped kitchen, and a flat-screen TV.
Perfect Location, 1 Bedroom Apt, Castle, Legoland - Maidenhead
8.1 17 reviews
Maidenhead
1 1
A$180/nighttotal: A$720 (4 )

Perfect Location, 1 Bedroom Apt, Castle, Legoland

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.
Charming Studio With Stunning Windsor Castle Views - By Tempstay - Maidenhead
8.9 13 reviews
Maidenhead
2 1
A$253/nighttotal: A$1518 (6 )

Charming Studio With Stunning Windsor Castle Views - By Tempstay

studio - Windsor
This Windsor studio apartment boasts stunning Windsor Castle views, being a 3-minute walk from the castle and within easy reach (2.5 miles/4km) of Legoland Windsor and 12.4km from Thorpe Park.
The 100 square metre self-catering apartment sleeps two, includes a fully equipped kitchen with oven, microwave, and washing machine, free Wi-Fi, and provides towels and bed linen.
Stylish Lodge At Windsor Racecourse Marina - By Tempstay - Maidenhead
9.6 125 reviews
Maidenhead
7 3
A$791/nighttotal: A$5537 (7 )

Stylish Lodge At Windsor Racecourse Marina - By Tempstay

house - Windsor
Stylish Lodge is situated near Windsor Racecourse Marina, approximately 2.9km from Windsor Castle and 4.5km from Legoland Windsor, offering easy access to these popular attractions.
This three-bedroom, two-bathroom house provides free Wi-Fi, private parking, a fully equipped kitchen with modern appliances, a garden, and a fireplace; comfortably sleeping families or groups of up to six guests.
Luxury Smart Windsor London Parking - Maidenhead
10 2 reviews
Maidenhead
2 1
A$257/nighttotal: A$1285 (5 )

Luxury Smart Windsor London Parking

house - Farnham Royal
This holiday cottage in Farnham Royal is located in Windsor, approximately 17.7 kilometres from London Heathrow Airport.
This 35 square meter holiday home offers accommodation for up to 9 guests, featuring 1 bedroom, a fully equipped kitchen with an oven and kettle, air conditioning, free Wi-Fi, and on-site parking, with a private entrance and an outdoor seating area.
1 Bedroom Garden Flat City Central Slough Near Windsor - Maidenhead
10 3 reviews
Maidenhead
2 1
A$283/nighttotal: A$1415 (5 )

1 Bedroom Garden Flat City Central Slough Near Windsor

apartment - Slough
This Slough apartment, a peaceful garden flat centrally located near Windsor Castle (5.2km), Legoland Windsor (7.9km), and Brunel University (10.8km), offers a tranquil escape.
The 55 square metre one-bedroom flat sleeps nine, featuring a fully equipped kitchen with dishwasher, private terrace, free Wi-Fi, and in-unit laundry facilities.
Oak Tree Studio - Maidenhead
8.8 74 reviews
Maidenhead
2 1
A$154/nighttotal: A$770 (5 )

Oak Tree Studio

studio - Marlow
This studio apartment is located just a short drive from the picturesque Chiltern Hills, offering easy access to stunning countryside walks and cycle paths. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The studio apartment offers 40 square metres of space with a double bed, a sofa bed, and a four-seat dining table, comfortably accommodating up to three guests. It includes a private terrace, a fully equipped kitchen, a washing machine, freeview TV, Wi-Fi, and self check-in for added convenience.
Maidenhead - Gated Parking Balcony - Maidenhead
9.0 8 reviews
Maidenhead
2 2
A$188/nighttotal: A$5640 (30 )

Maidenhead - Gated Parking Balcony

apartment - Maidenhead
This Maidenhead apartment, near Legoland Windsor (13km) and Windsor Castle (15km), offers convenient access to popular Berkshire attractions.
The 59 square metre property comprises two bedrooms, one bathroom, a fully equipped kitchen with microwave and fridge, free Wi-Fi, and gated parking; accommodating families or small groups.

Popular Family-Friendly Holiday Rentals in Maidenhead, United Kingdom

Book a spacious home base equipped with a full kitchen and open living areas at family holiday rentals in Maidenhead, United Kingdom.

The Marlow Annexe - Maidenhead
9.9 66 reviews
Maidenhead
2 1
A$208/nighttotal: A$1248 (6 )

The Marlow Annexe

apartment
This Marlow annexe, a self-contained flat, is situated a 1.6-km walk from Marlow High Street, conveniently opposite a park and the River Thames.
The one-bedroom apartment offers comfortable accommodation for two guests, including a well-equipped kitchen, stylish bathroom, living room with TV, and free off-street parking.
Your Home From Home That's So Conveniently Placed - Maidenhead
9.9 41 reviews
Maidenhead
7 4
A$680/nighttotal: A$4760 (7 )

Your Home From Home That's So Conveniently Placed

apartment
This executive house in Taplow, Berkshire, offers easy access to Windsor Castle (approximately 8km), Cliveden House (approximately 4km), and Dorney Lake (approximately 3km), with excellent transport links to London via the Elizabeth Line.
This four-bedroom, two-bathroom home sleeps eight guests and includes a kitchen, parking for 3-4 cars, a private courtyard garden, and secure bike/pushchair storage; pets are welcome.
3-bed Bungalow Near Elizabeth Line, Parking - Maidenhead
9.0 2 reviews
Maidenhead
2 3
A$285/nighttotal: A$5985 (21 )

3-bed Bungalow Near Elizabeth Line, Parking

house - Burnham
This recently renovated bungalow is situated in Burnham, 5.8 kilometres from Dorney Lake and Cliveden House, and 19.3 kilometres from London Heathrow Airport.
This 90 square meter, 3-bedroom property accommodates up to 11 guests and features a modern, equipped kitchen, a living area with a fireplace, a garden, and free Wi-Fi.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Maidenhead
Maidenhead
2 1
A$281/nighttotal: A$1405 (5 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage - Burnham
This executive apartment in Berkshire offers convenient access to Heathrow Airport, with Windsor Castle and Thorpe Park also situated nearby.
This stylish one-bedroom apartment accommodates up to four guests, featuring a well-equipped kitchen with a dishwasher, complimentary Wi-Fi, and a private parking space.

Best Maidenhead holiday rentals with parking

Cosy And Homely Apartment In Central Windsor - Pass The Keys - Maidenhead
8.8 5 reviews
Maidenhead
2 2
A$285/nighttotal: A$8550 (30 )

Cosy And Homely Apartment In Central Windsor - Pass The Keys

apartment - Windsor
This Windsor apartment boasts a central location, a 13-minute walk from Windsor Castle and a 3.4 km drive from Legoland Windsor.
The 56 square metre self-catering flat features two bedrooms, one bathroom, sleeps seven, and includes free parking, Wi-Fi, and a private garden.
Spacious 5br Home W/ample Parking & Garden - Maidenhead
10 8 reviews
Maidenhead
3 5
A$268/nighttotal: A$40468 (151 )

Spacious 5br Home W/ample Parking & Garden

apartment
This five-bedroom house near Maidenhead, Berkshire, is situated approximately 3.2km from Maidenhead town centre, 11km from Windsor Castle, and less than 1.3km from Junction 8 of the M4 motorway.
The property offers ample parking, a large garden, a fully equipped kitchen, and sleeps up to nine guests in comfortable accommodation with orthopaedic mattresses; a neighbouring identical property is also available for larger groups.
Contemporary Boutique 4 Sleeper Eton High Street - Pass The Keys - Maidenhead
8.8 11 reviews
Maidenhead
2 1
A$334/nighttotal: A$1670 (5 )

Contemporary Boutique 4 Sleeper Eton High Street - Pass The Keys

apartment - Windsor
This Eton apartment, a 4-minute walk from Windsor Castle, offers convenient access to Eton High Street and is within 8km of Legoland Windsor.
The 56 square metre flat features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen with dishwasher, free private parking, and a washing machine.
Bright & Spacious 3-bed, 2-bath Home In Graylands Close - Maidenhead
9.5 2 reviews
Maidenhead
2 3
A$274/nighttotal: A$5754 (21 )

Bright & Spacious 3-bed, 2-bath Home In Graylands Close

house - Slough
This spacious Slough house, located on Graylands Close, is just 7.2km from Dorney Lake, 8km from Legoland Windsor, and 6.6km from Windsor Castle.
The 120 square metre property boasts a 3-bedroom, 2-bathroom layout sleeping up to 13 guests, complete with a fully equipped kitchen, garden, free Wi-Fi, and washing machine.

Frequently asked questions about holiday rentals in Maidenhead

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Popular Holiday Rentals with a Terrace in Maidenhead, United Kingdom

Take in beautiful local sunsets directly from the privacy of holiday rentals with balconies in Maidenhead, United Kingdom.

Large Balcony Flat Near Windsor Heathrow & Station - Maidenhead
10 4 reviews
Maidenhead
2 1
A$296/nighttotal: A$1480 (5 )

Large Balcony Flat Near Windsor Heathrow & Station

apartment - Slough
This one-bedroom flat is located in Slough, a short walk from Slough Station, offering easy access to transport links and local amenities.
This 53 square meter flat accommodates up to 9 guests and features a fully equipped kitchen, a private balcony, complimentary on-site parking, and free high-speed Wi-Fi with Netflix, ideal for a quiet retreat.
Stylish 1br Flat | Central Windsor - Maidenhead
Maidenhead
2 1
A$266/nighttotal: A$1064 (4 )

Stylish 1br Flat | Central Windsor

apartment - Windsor
This Windsor city centre flat is conveniently located near King Edward Court Shopping Centre, the River Thames, and within 4.8km of Windsor Castle and LEGOLAND Windsor.
The 58 square metre self-catering apartment offers one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen with fridge, microwave, dishwasher and washing machine, plus a TV with DVD player and a sofa bed.
Enchanting 1 Bed Cottage| Windsor By Tempstay - Maidenhead
10 1 review
Maidenhead
2 1
A$287/nighttotal: A$1722 (6 )

Enchanting 1 Bed Cottage| Windsor By Tempstay

apartment - Windsor
This ground-floor flat in Windsor City Centre is a 10-minute walk from Windsor Central Train Station and within a 1.4 km walk of Windsor Castle, the Long Walk, and the River Thames.
This apartment offers a private garden, a fully equipped kitchen with a dishwasher and washing machine, a dedicated workspace with fast WiFi, and parking is available.
Central Windsor Gem | 1br Penthouse + Balcony - Maidenhead
8.4 5 reviews
Maidenhead
2 1
A$278/nighttotal: A$1390 (5 )

Central Windsor Gem | 1br Penthouse + Balcony

apartment - Windsor
This Windsor city centre flat is a short walk from King Edward Court Shopping Centre and the River Thames, and within 4.8 kilometres of Windsor Castle and LEGOLAND Windsor.
The 59-square-metre apartment sleeps four, featuring a fully equipped kitchen with dishwasher, a washing machine, a TV and DVD player, and a sofa bed; enjoy proximity to Windsor & Eton Central and Riverside train stations.

Best Maidenhead holiday rentals with air conditioning

Lovely Cottage In Beautiful Berkshire Near Ascot - Maidenhead
10 1 review
Maidenhead
2 2
A$386/nighttotal: A$8106 (21 )

Lovely Cottage In Beautiful Berkshire Near Ascot

cottage - Warfield
This newly refurbished barn-style cottage, located in Bracknell, offers a rural escape with easy access to Windsor Castle (a short drive), Legoland (a short drive), and Thorpe Park (a short drive), and is situated within 10 kilometers of both the Royal Berkshire Polo Club and Ascot Racecourse.
This 2-bedroom, 1-bathroom property accommodates up to 5 guests, features a secure gated parking with CCTV, and provides direct access to Swinley Forest and Windsor Great Park for outdoor pursuits like cycling and dog walking.
Very Pretty 2 Br Cottage On Edge Of National Trust - Maidenhead
9.5 13 reviews
Maidenhead
2 2
A$265/nighttotal: A$5565 (21 )

Very Pretty 2 Br Cottage On Edge Of National Trust

apartment
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.
2br Penthouse |Cinema Room|parking - By Tempstay - Maidenhead
10 1 review
Maidenhead
2 2
A$483/nighttotal: A$1449 (3 )

2br Penthouse |Cinema Room|parking - By Tempstay

apartment - Berkshire
This Clewer East apartment, situated within 3.2km of Windsor Castle and LEGOLAND Windsor, offers easy access to the Thames Path and Windsor & Eton Central train station.
The two-bedroom, three-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private balcony, garden, parking, and in-unit laundry facilities.
Slough Apartment 
Proximity To 
London & Windsor - Maidenhead
9.2 25 reviews
Maidenhead
1 1
A$164/nighttotal: A$656 (4 )

Slough Apartment Proximity To London & Windsor

apartment
This executive flat in central Slough, Berkshire, is located 24km from Heathrow Airport and a short walk from Slough train station, offering easy access to London and the rest of Berkshire.
The one-bedroom, one-bathroom apartment sleeps three guests and features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, fast Wi-Fi, and a workspace; nearby restaurants and shops provide added convenience.

The Most Loved High-End Holiday Rentals in Maidenhead, United Kingdom

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Maidenhead, United Kingdom.

Perfect Spot In Central Windsor & Free Parking! - By Tempstay - Maidenhead
9.1 143 reviews
Maidenhead
2 2
A$309/nighttotal: A$6489 (21 )

Perfect Spot In Central Windsor & Free Parking! - By Tempstay

apartment - Windsor

Popular Holiday Rentals in the CBD of Maidenhead, United Kingdom

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Maidenhead, United Kingdom.

2 Bedroom Apartments In Central Maidenhead - Maidenhead
8.9 12 reviews
Maidenhead
2 2
A$236/nighttotal: A$7080 (30 )

2 Bedroom Apartments In Central Maidenhead

apartment - Maidenhead
Alder House Serviced Apt. Maidenhead By 360stays - Maidenhead
9.6 5 reviews
Maidenhead
3 2
A$305/nighttotal: A$46055 (151 )

Alder House Serviced Apt. Maidenhead By 360stays

apartment
Maidenhead Driveway Parking Garden - Maidenhead
9.5 8 reviews
Maidenhead
3 3
A$320/nighttotal: A$48320 (151 )

Maidenhead Driveway Parking Garden

house - Maidenhead
Maidenhead 2 Bed Ground Floor Flat - Maidenhead
9.0 20 reviews
Maidenhead
3 2
A$203/nighttotal: A$30653 (151 )

Maidenhead 2 Bed Ground Floor Flat

apartment - Maidenhead
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