Find short term rentals in Maidenhead at the best prices

258 available short term rental offers

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Maidenhead short term rentals
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Best Short term and Weekly rentals in Maidenhead

Best Maidenhead luxury short term rentals

Maidenhead - Stunning, Spacious - Three Bedrooms ( - Maidenhead
8.0 2 reviews
Maidenhead
24/06 – 17/07
$365/nighttotal: $8395 (23 )

Maidenhead - Stunning, Spacious - Three Bedrooms (

3 4
apartment , Berkshire
This three-bedroom penthouse apartment in Maidenhead, Berkshire, offers easy access to Berkshire's attractions and is ideally located for exploring the county.
The spacious property sleeps five guests, boasts a large open-plan kitchen, living area, and private balcony, plus allocated underground parking and a communal roof terrace, making it perfect for families or groups.

Best Maidenhead Short term rentals with a jacuzzi

Among the 258 accommodations in Maidenhead, here are the 4 best rentals with a jacuzzi

Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups - Maidenhead
10 12 reviews
Maidenhead
17/10 – 24/10
$4140/nighttotal: $28980 (7 )

Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups

9 4
apartment , Taplow
This historic barn conversion is located in Maidenhead, just a short distance from the River Thames and within easy reach of Taplow, Windsor Great Park, and LEGOLAND® Windsor. The farm has excellent user ratings and is perfect for families and groups.
This spacious farmhouse offers 551 square meters of living space, accommodating up to 17 guests in eight bedrooms and eight bathrooms. The farmhouse provides a range of amenities, including a heated pool, hot tub, gym, sunken trampoline, treehouse playground, a large garden with an apple tree and fig tree, and a unique wizard-themed games room.
Dual-property Retreat In Windsor - By Tempstay - Maidenhead
10 2 reviews
Maidenhead
12/10 – 18/10
$2517/nighttotal: $15102 (6 )

Dual-property Retreat In Windsor - By Tempstay

8 2
apartment , Berkshire
This charming holiday home is situated in Windsor, just a 1-minute walk from the River Thames and 1.6km from the Thames Path. The area is peaceful and offers easy access to the town's attractions.
This spacious 8-bedroom property can comfortably accommodate 16 guests, making it ideal for large families or groups. The apartment is equipped with modern amenities including a fully equipped kitchen, laundry facilities, and free Wi-Fi. Enjoy the garden, parking and explore the nearby attractions such as LEGOLAND® Windsor, Thorpe Park, and Cliveden House.
Forest Getaway, Pet Friendly, With Pool In Farnham Common - Maidenhead
Maidenhead
12/10 – 18/10
$922/nighttotal: $5532 (6 )

Forest Getaway, Pet Friendly, With Pool In Farnham Common

5 2
cottage , Slough
This five-bedroom, three-bathroom holiday home in Farnham Royal, Slough, is located 8.2 km from Windsor Castle and 8.9 km from LEGOLAND Windsor.
The 160 square metre property boasts a private garden, shared swimming pool and jacuzzi, plus free on-site parking and Wi-Fi; on-site golf is also available.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Maidenhead
Maidenhead
10/10 – 17/10
$2866/nighttotal: $20062 (7 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 4
cottage , Bray
This riverside lodge in Bray is located 4.8 kilometres from Bray Watersports, offering direct river access and views, with Windsor Great Park and LEGOLAND® Windsor Resort also within easy reach.
This four-bedroom property accommodates eight guests and features a private heated outdoor swimming pool, hot tub, well-appointed kitchen, conservatory dining area, and a generous enclosed garden with BBQ facilities, alongside on-site restaurant, bar, and spa boat services.

Frequently Asked Questions about short term rentals in Maidenhead

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Best family friendly Maidenhead Short term rentals

Among the 258 accommodations in Maidenhead, here are the 4 best family friendly rentals

House Of Fisher - Beneficial House - Maidenhead
8.8 203 reviews
Maidenhead
10/08 – 20/08
$222/nighttotal: $2220 (10 )

House Of Fisher - Beneficial House

1 1
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.
55 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Maidenhead
10 3 reviews
Maidenhead
20/06 – 27/06
$488/nighttotal: $3416 (7 )

55 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Medmenham
This charming 17th-century cottage is located in the historic village of Medmenham, just 3 miles from both Marlow and Henley-on-Thames, offering a peaceful retreat in the heart of the Buckinghamshire countryside. The cottage is a Grade 2 listed building, with an inglenook fireplace and oak beams, creating a warm and inviting atmosphere.
The cottage has 2 bedrooms and 1 bathroom, with a total floor area of 55 square metres, comfortably accommodating up to 4 guests. It features a fully equipped kitchen, a large TV with surround sound, and a garden-patio with a fire-pit BBQ, perfect for relaxing evenings.
Magnolia Penthouse - Maidenhead
9.2 55 reviews
Maidenhead
12/10 – 18/10
$262/nighttotal: $1572 (6 )

Magnolia Penthouse

2 2
apartment , Windsor
This Windsor penthouse is a 9-minute walk from Windsor Castle and 3.5km from Legoland Windsor, offering easy access to major attractions.
The 60 square metre self-catering apartment sleeps seven guests, features two bedrooms, one bathroom, free Wi-Fi, and private parking.
Southwood Gardens Annexe In Cookham - Maidenhead
9.8 436 reviews
Maidenhead
18/06 – 19/06
$189/nightfor 1 night

Southwood Gardens Annexe In Cookham

1 2
B&B , Cookham
This self-contained apartment is located on the edge of Cookham, just 40 kilometres from Heathrow Airport and a one-hour train journey from London. The property has consistently received excellent ratings for cleanliness, location and user experience.
The apartment is ideal for families or groups of up to four people, with one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen with a fridge and microwave, free private parking, and access to the River Thames for walking and cycling.

Best Maidenhead lodging with parking

Stylish 2-bed Maisonette Free Parking Small Pool Table - Maidenhead
Maidenhead
24/06 – 17/07
$361/nighttotal: $8303 (23 )

Stylish 2-bed Maisonette Free Parking Small Pool Table

2 4
apartment , Farnham Royal
This Farnham Royal flat offers convenient access to Windsor Castle, located 7.4 kilometres away, and Dorney Lake, 8.4 kilometres distant.
This apartment accommodates up to 7 guests and features complimentary Wi-Fi, a fully equipped kitchen, a flat-screen TV, a small pool table, and private parking with an electric vehicle charging station.
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
$371/nighttotal: $2597 (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.
The Acorns - Maidenhead
9.2 153 reviews
Maidenhead
17/10 – 24/10
$353/nighttotal: $2471 (7 )

The Acorns

2 4
B&B , Marlow
The Acorns B&B is located in Marlow, just 9.2 kilometres from Cliveden House and within easy reach of Dorney Lake (22.5 kilometres) and Legoland Windsor (24.1 kilometres), offering a peaceful retreat away from the town centre. The B&B has received excellent ratings for its cleanliness, location, and overall experience.
The accommodation features a private bedroom and bathroom, providing a comfortable and independent stay. Guests can enjoy a fully equipped kitchenette with a microwave, washing machine, toaster, and coffee machine, along with a shared garden for relaxation.
Windsor / Ascot / Bracknell Beautiful Barn - Maidenhead
9.2 209 reviews
Maidenhead
10/08 – 20/08
$157/nighttotal: $1570 (10 )

Windsor / Ascot / Bracknell Beautiful Barn

1 1
apartment , Warfield
This charming house is located just 2.2 kilometres from Bracknell and Wokingham College, making it a convenient base for exploring the surrounding area, including LEGOLAND® Windsor and Lapland UK, both within 6 kilometres. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The house offers one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a fully equipped kitchen, a garden, parking, and internet access, as well as barbecue grills for enjoying al fresco dining.
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