Maidenhead holiday rentals: compare the best deals
9.2 41 reviews
Maidenhead
10/10 – 10/17
HK$1634/nighttotal: HK$11438 (7 )
Stunning Ground Floor Apartment With Office
1 4
apartment , Berkshire
This apartment is situated in a peaceful part of Berkshire, just a short distance from the River Thames and Boulter's Lock. It has received excellent ratings for its location, cleanliness and overall experience. The home is ideal for families or groups, with three bedrooms and one bathroom, comfortably accommodating up to seven guests. You'll enjoy a private garden, a dedicated home office, a separate kitchen diner, a utility room, an enclosed veranda, off-road parking and a separate entrance with porch.
9.9 230 reviews
Maidenhead
10/17 – 10/24
HK$1595/nighttotal: HK$11165 (7 )
Cheerful Modern Apt Central Maidenhead, Parking
1 4
apartment , Berkshire
This one-bedroom flat is located in Maidenhead, a Thames riverside town, just 700 metres from the town centre and railway station. It has received excellent ratings for location, cleanliness, and overall user experience. The flat offers a comfortable and private stay for up to two guests, with a double bedroom, a large bathroom, a cosy sitting room with a sofa bed and en-suite shower room, and a well-equipped kitchenette. It includes modern amenities such as a fridge, microwave, induction hob, and kettle, along with pots, pans, utensils, crockery, and cutlery.
9.8 215 reviews
Maidenhead
08/14 – 08/16
HK$1251/nighttotal: HK$2502 (2 )
Garden Studio
1 2
studio , Marlow
The Garden Studio is situated in a peaceful residential area, just 0.5 kilometres from Marlow town centre, a 10-minute walk from the renowned Hand & Flowers restaurant. The studio has received excellent ratings for its location, cleanliness, and overall experience. This self-catering apartment spans 13 square metres and comfortably accommodates two guests. The studio offers a fully equipped kitchenette, a private terrace and garden, free Wi-Fi, and a wall-mounted TV with access to Netflix, ensuring a comfortable and convenient stay.
8.3 38 reviews
Maidenhead
07/16 – 07/23
HK$1370/nighttotal: HK$9590 (7 )
Sheephouse Manor
2 1
house , Maidenhead
Sheephouse Manor is a 16th-century converted farmhouse located in Maidenhead, a short distance from the town centre, the River Thames and the beautiful countryside. The property has received excellent ratings for its location, cleanliness and overall experience. The farmhouse offers spacious grounds with a 2-acre garden and paddock. It has a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a swimming pool, terrace, and parking.
9.8 155 reviews
Maidenhead
08/14 – 08/16
HK$1282/nighttotal: HK$2564 (2 )
Wisteria, Barn Conversion In Stunning Location
1 2
apartment , Buckinghamshire
This self-contained flat is located in Dorney, a peaceful village just 5 kilometres from Windsor and Legoland, offering easy access to these popular attractions. The apartment has consistently received excellent ratings for cleanliness, location and user experience. The flat has a separate double bedroom, shower room and kitchen, making it perfect for a couple or a small family of up to four people. Guests will enjoy the modern kitchen, private garden, and proximity to the Thames tow path and Dorney Rowing Lake, ideal for outdoor activities.
10 5 reviews
Maidenhead
07/28 – 08/04
HK$3214/nighttotal: HK$22498 (7 )
Spacious 4-bed Home 03 W/ Parking In Farnham Royal
1 6
apartment , Farnham Royal
This four-bedroom house, sleeping up to seven guests, is situated just off the A355 in Slough, offering easy access to Farnham Royal and is approximately 6km from Slough town centre. The self-catering property boasts a fully equipped kitchen, two bathrooms, free Wi-Fi, off-street parking for two cars, and a private rear garden; long-term discounts are available.
10 7 reviews
Maidenhead
07/28 – 08/04
HK$10217/nighttotal: HK$71519 (7 )
Expansive Countryside Cottage
1 6
apartment , Cookham
This Cookham Dean holiday home is centrally located, a short walk from the River Thames, 1.6km from Marlow, and 1.9km from Cookham station, offering easy access to Maidenhead and London Paddington. Sleeping up to 11 guests in five bedrooms, three bathrooms, and boasting a half-acre of private land with a patio, fire pit, and gas BBQ, this spacious property includes a fully equipped kitchen, Wi-Fi, and private parking for six cars; nearby attractions include Cliveden House and Windsor Castle.
10 4 reviews
Maidenhead
07/28 – 08/04
HK$2599/nighttotal: HK$18193 (7 )
Cosy 3 Bed Home Near Dorney| Parking - By Tempstay
3 6
apartment , Maidenhead
This Maidenhead holiday home is situated 4.3 km from Maidenhead Railway Bridge and within 10 km of Bisham Abbey and Higginson Park, offering easy access to local attractions. The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, garden, parking, and a fireplace.
9.9 16 reviews
Maidenhead
08/14 – 08/16
HK$1887/nighttotal: HK$3774 (2 )
Cosy & Homely Stay In Maidenhead
1 2
apartment , Berkshire
This Maidenhead apartment, a short walk from the town centre and Maidenhead railway station, offers easy access to Braywick Nature Reserve and is a short drive (approximately 8km) from Windsor. The two-bedroom, two-bathroom flat sleeps four, includes a fully equipped kitchen with dishwasher, private parking, and internet access, and is ideally located for exploring Berkshire's attractions.
Maidenhead
08/10 – 08/20
HK$1345/nighttotal: HK$13450 (10 )
The Green Views For Contractors, Family/couples, Tourists
1 1
apartment , Maidenhead
This Maidenhead apartment, located in a peaceful residential area with convenient access to Nirvana Spa, LEGOLAND Windsor (distances to be verified), and other attractions, offers a tranquil retreat. The one-bedroom flat sleeps three, features a fully equipped kitchen including a dishwasher, a private entrance, complimentary parking, and is ideal for couples or solo travellers seeking a relaxing stay near Maidenhead's leisure activities.
9.5 12 reviews
Maidenhead
10/10 – 10/17
HK$1632/nighttotal: HK$11424 (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.
9.9 320 reviews
Maidenhead
08/14 – 08/16
HK$1423/nighttotal: HK$2846 (2 )
Cosy Garden Cabin • Near Windsor Castle & Legoland
1 2
cabin , Windsor
This charming cabin is located in a quiet residential area of Windsor, just 1.5-2 km from the town centre, Windsor Castle, and the train station. The cabin has consistently received excellent ratings from guests for its cleanliness, location, and overall experience. This cosy dwelling features one bedroom and one bathroom, comfortably accommodating up to four guests. The cabin offers a well-equipped kitchenette, a private garden, secure bike storage, and modern amenities such as Wi-Fi and a Smart TV.
Best family friendly Maidenhead holiday rentals
Among the 304 accommodations in Maidenhead, here are the 4 best family friendly rentals
9.0 1 review
Maidenhead
10/17 – 10/24
HK$1181/nighttotal: HK$8267 (7 )
Stylish 2 Bedroom Flat Slough
1 4
apartment , Slough
This two-bedroom flat in Moffat is situated 14.96 kilometres from London Heathrow Airport, 38.62 kilometres from Dumfries and County Golf Club, and 41.84 kilometres from Dumfries and Galloway Golf Club. This Moffat apartment accommodates up to seven guests and offers a fully equipped kitchen, complimentary WiFi, and a flat-screen TV, with parking available for convenience.
8.8 203 reviews
Maidenhead
07/28 – 08/04
HK$3034/nighttotal: HK$21238 (7 )
House Of Fisher - Beneficial House
3 6
apartment , Bracknell
This apartment is conveniently located in Bracknell, just a short drive from popular attractions like LaplandUK and Legoland Windsor, making it a great base for families and those looking for a fun-filled getaway. The apartment enjoys excellent ratings for cleanliness, location, and overall experience. The apartment features a well-equipped kitchen with a fridge, microwave, and dishwasher, allowing you to prepare meals at your leisure. You can also enjoy free WiFi and private parking on-site, along with a range of amenities such as a fitness centre and restaurant.
9.5 2 reviews
Maidenhead
07/16 – 07/23
HK$1902/nighttotal: HK$13314 (7 )
Keel Drive Modern 3-bedroom, 2-bathroom Home
3 1
house , Slough
This three-bedroom house in Slough offers convenient access to London Heathrow Airport, situated just 15 kilometres away. The 63 square metre property sleeps up to 10 guests, boasting two bathrooms, free Wi-Fi, private parking, a fully equipped kitchen, and patio access.
9.5 4 reviews
Maidenhead
10/17 – 10/24
HK$1855/nighttotal: HK$12985 (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.
Best Maidenhead holiday rentals with parking
Maidenhead
07/28 – 08/04
HK$2004/nighttotal: HK$14028 (7 )
3 Bed For 8 Apartment In The Centre Of Slough
3 6
apartment , Slough
This Slough apartment, less than 1.6km from Slough Ice Arena and the River Thames, and just over 3.2km from Windsor Castle, offers convenient access to Slough railway station (a 15-minute walk). The three-bedroom flat sleeps eight, includes a fully equipped kitchen, washing machine, hairdryer, iron and ironing board, and benefits from on-site parking and air conditioning.
Maidenhead
07/28 – 08/04
HK$3877/nighttotal: HK$27139 (7 )
Barr's House New 5 Bed Home Near Windsor
1 6
house , Taplow
Barr's House is a spacious 5-bedroom villa located in Taplow, conveniently situated near Windsor, a major historical landmark. This 136 square meter property offers accommodation for up to 19 guests, featuring 5 bathrooms, a fully equipped kitchen with a dishwasher, a garden, and private parking with an electric vehicle charging station.
8.4 5 reviews
Maidenhead
07/28 – 08/04
HK$2994/nighttotal: HK$20958 (7 )
Cosy And Comfy 4-bed House In Burnham Slough Near Legoland And Winsdor Castle
4 6
house , Slough
This four-bedroom house is located in Burnham, Slough, approximately 11km from Legoland Windsor and 9km from Windsor Castle. The 77 square metre property offers a comfortable family-friendly layout sleeping up to 19 guests, boasting a fully equipped kitchen with a dishwasher and microwave, two bathrooms, and a garden with outdoor dining and barbecue facilities.
10 79 reviews
Maidenhead
07/28 – 08/04
HK$10913/nighttotal: HK$76391 (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.
Frequently asked questions about 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 season, from April to May and September to October, when the weather is still pleasant but the crowds are smaller.
What are the best Airbnb and vacation rentals in Maidenhead?
What events or festivals should visitors check out in and around Maidenhead?
The Maidenhead River Festival in June is a popular event with lots of activities on the River Thames. You might also want to check out the Maidenhead Food Festival, which is held in October.
What are the best budget-friendly activities in Maidenhead?
A walk along the Thames Path is always a good option. You could also visit the Maidenhead Library, which has free events and exhibitions. For a bit of exercise, try the outdoor gym at Braywick Park.
What are the best vacation rentals with a pool in Maidenhead?
What are the best restaurants with local dishes in Maidenhead?
The Crooked Billet is a popular gastropub with a modern British menu. You could also try The Bell Inn, which serves traditional pub food and has a lovely beer garden.
What are the best rentals for families and kids in Maidenhead?
What are the best walking or cycling routes in Maidenhead?
The Thames Path is a great option for a leisurely stroll, and you can cycle along it too. For a more challenging ride, try the Maidenhead to Marlow cycle route.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
Many pubs and cafes in Maidenhead are dog-friendly. You can also take your furry friend for a walk in the beautiful grounds of the Cliveden National Trust property.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option for families or groups. You also have the flexibility to cook your own meals and enjoy the comforts of home.
What are the top sports attractions and facilities in Maidenhead?
Maidenhead has a number of sports facilities, including the Maidenhead Aquatics and Leisure Centre, which has a swimming pool, a gym and a climbing wall. There are also a number of golf courses and tennis clubs in the area.
Destinations nearby
Best Maidenhead holiday rentals with a balcony
9.7 309 reviews
Maidenhead
08/14 – 08/16
HK$1953/nighttotal: HK$3906 (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.
8.8 130 reviews
Maidenhead
08/10 – 08/20
HK$1535/nighttotal: HK$15350 (10 )
A Home From Home -2 Bed Flat & Free Driveway Parking
2 1
apartment , Ascot
This two-bedroom apartment in Ascot is conveniently located just a short drive from popular attractions like LaplandUK and Legoland Windsor, making it a great choice for families exploring the area. The apartment has received very good ratings for cleanliness and user experience, and is situated in an excellent location. The apartment offers 62 square metres of space and comes with a fully equipped kitchen, a private patio and garden, and a shared garden. Guests can enjoy amenities like free parking, Wi-Fi, a picnic area, and a tennis court, making it a great choice for a comfortable and enjoyable stay.
9.2 410 reviews
Maidenhead
10/10 – 10/17
HK$1763/nighttotal: HK$12341 (7 )
Hampden Apartments - The Edward
1 4
apartment , Windsor
The Hampden Apartments - The Edward is situated just a short walk from Windsor Castle and a 10-kilometre drive from Legoland Windsor and Thorpe Park, making it a convenient base for exploring the town and its surrounding attractions. Guests have consistently rated the apartment highly for its location, cleanliness, and overall experience. This one-bedroom apartment offers 50 square metres of space, comfortably accommodating up to four guests. The apartment comes equipped with a fully fitted kitchen, a private balcony, and free on-site parking, ensuring a comfortable and enjoyable stay.
Maidenhead
10/17 – 10/24
HK$1937/nighttotal: HK$13559 (7 )
2-bdr Apt -Balcony-parking-near Castle By Tempstay
2 4
apartment , Windsor
This Windsor apartment, located in the Clewer East district, is an 11-minute walk from King Edward Court Shopping Centre and a 1.6km drive from Windsor Castle. The two-bedroom, one-bathroom flat sleeps four, offering a private garden, terrace, parking, and amenities including Wi-Fi, a fully equipped kitchen, and a washing machine; nearby attractions include LEGOLAND Windsor and Thorpe Park.
Best Maidenhead holiday rentals with air conditioning
9.6 123 reviews
Maidenhead
10/17 – 10/24
HK$2363/nighttotal: HK$16541 (7 )
Willow Court Farm Studio West & Petting Farm, 8 Mins To Legoland & Windsor, 15 Mins To Lapland Uk
1 4
studio , Windsor
This studio apartment is situated in Windsor, just 2.1 kilometres from Legoland Windsor and 4.2 kilometres from Windsor Castle, offering easy access to the region's popular attractions. The 33 square metre studio features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, a terrace, a garden, and parking, accommodating up to 5 guests and providing a peaceful retreat on a farm with opportunities to interact with animals.
Maidenhead
08/14 – 08/16
HK$967/nighttotal: HK$1934 (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.
Maidenhead
10/10 – 10/17
HK$2827/nighttotal: HK$19789 (7 )
House Sleeps 10 With Parking And Garden
4 4
house , Maidenhead
This four-bedroom holiday home in Maidenhead is conveniently located 9.3 kilometres from Dorney Lake and 9.7 kilometres from Cliveden House, with Windsor Castle 11.1 kilometres away and Legoland Windsor 11.4 kilometres away, offering straightforward access to popular attractions. This 40 square metre property offers accommodation for up to 10 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, free private parking, and a garden, with London Heathrow Airport 22.5 kilometres away.
Maidenhead
07/16 – 07/23
HK$998/nighttotal: HK$6986 (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.