Holiday Rentals in Maidenhead

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Maidenhead holiday rentals
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445 Holiday Rentals and Airbnb in Maidenhead

Best family friendly Maidenhead holiday rentals

Among the 445 accommodations in Maidenhead, here are the 4 best family friendly rentals

Apt - Sleeps 2 - Parking - Wifi - Maidenhead
No reviews

Apt - Sleeps 2 - Parking - Wifi

apartment, Slough
This one-bedroom flat is situated in Slough, just a short distance from the River Thames and within easy reach of popular attractions like LEGOLAND® Windsor and Thorpe Park. The surrounding area offers a mix of residential and commercial properties, providing a convenient location for exploring the region.
The 40 square meter flat comfortably sleeps two guests and features a well-equipped kitchen, a spacious living area, and a modern bathroom. The flat also includes amenities such as free parking, high-speed internet, and a washing machine, making it a great choice for families or couples looking for a comfortable and convenient base in Slough.
Bright & Spacious 3-bed, 2-bath Home In Graylands Close - Maidenhead
9.5 2 reviews

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.
Radiant Retreat Ideal For Legoland, Windsor, & Lhr - Maidenhead
9.6 64 reviews

Radiant Retreat Ideal For Legoland, Windsor, & Lhr

house, Slough
This recently renovated Slough holiday home is situated 6.4km from Windsor Castle, 7km from Dorney Lake, and 16km from London Heathrow Airport, offering easy access to major attractions.
The 109 square metre property boasts three bedrooms, two bathrooms, and sleeps up to ten guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and an outdoor dining area.
Magnolia Penthouse - Maidenhead
9.2 69 reviews

Magnolia Penthouse

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.

Best Maidenhead holiday rentals with parking

1br Gem, Private Parking - Vat Q - By Tempstay - Maidenhead
10 1 review

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

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).
Family-friendly Home With A Charming Office Cabin - Maidenhead
9.4 10 reviews

Family-friendly Home With A Charming Office Cabin

house
This Maidenhead, Berkshire property is situated in a peaceful cul-de-sac, a 3.2km walk from Maidenhead town centre and a 4km walk from the River Thames.
The two-bedroom house, sleeping four, offers a kitchen with fridge, freezer, microwave, and dishwasher, plus a garden, parking, and excellent guest reviews; nearby amenities include a corner shop (3 minutes walk) and easy access to Windsor.
Imperial Court By Viridian Apartments - Maidenhead
8.3 26 reviews

Imperial Court By Viridian Apartments

apartment, Maidenhead
Imperial Court By Flying Butler is located in Maidenhead, just a short drive from both Dorney Lake and Cliveden House, offering easy access to these popular tourist destinations. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is well-equipped with modern amenities, including a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy free Wi-Fi, private parking, and a peaceful setting close to Maidenhead's bustling town centre, offering a wide range of shops, restaurants, and entertainment options.
The Garden Studio - Maidenhead
9.2 10 reviews

The Garden Studio

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.

Frequently asked questions about holiday rentals in Maidenhead

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

    The Maidenhead Heritage Centre is a great place to learn about the town's history, and the Maidenhead Aquatics and Leisure Centre has a swimming pool and other activities for kids. For a day out, Legoland Windsor is only a short drive away.
  • 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, as you'll likely get better deals and less crowds. The summer months are popular with families, so book in advance.
  • What are the most popular Airbnbs in Maidenhead?

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

    The Maidenhead River Festival is a popular event in June with live music, boat races, and food stalls. The Maidenhead Food Festival in September is another great option, showcasing local produce and cuisine.
  • 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?

    A walk along the towpath of the River Thames is a great free activity. The Maidenhead Library is also free to visit and offers a variety of events and activities.
  • What are the best rentals for families and kids in Maidenhead?

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

    The Maidenhead Fish Bar is a local favourite for traditional fish and chips. For a more upscale dining experience, try The Maidenhead Inn, which serves classic British cuisine.
  • What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?

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

    The Maidenhead to Marlow towpath walk is a lovely 10km route along the River Thames. For cyclists, the Maidenhead to Windsor cycle route is a popular choice, offering scenic views and a mix of flat and hilly terrain.
  • Are there pet-friendly attractions in Maidenhead?

    The Maidenhead Thicket is a great place to walk your dog, and many pubs and restaurants in the town centre are dog-friendly.
  • What are the benefits of choosing a vacation rental in Maidenhead?

    Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen, which allows you to save money on dining out. They can also be a great option for families or groups.
  • What are the top sports attractions and facilities in Maidenhead?

    The Maidenhead Aquatics and Leisure Centre is a popular spot for swimming, fitness classes, and other activities. The Maidenhead Rugby Club is also a popular destination for sports fans.

Popular destinations

Best Maidenhead holiday rentals with a balcony

Cosy One Bedroom Apartment In Marlow Bottom - Maidenhead
9.0 2 reviews

Cosy One Bedroom Apartment In Marlow Bottom

apartment, Marlow
This one-bedroom flat is located in Marlow Bottom, offering proximity to Cliveden House (9 kilometres) and Dorney Lake (17.7 kilometres).
This apartment for 5 guests includes a private balcony, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, and a washing machine, with a check-out time of 12:00 PM.
Stylish 1br Flat, Central Windsor - Maidenhead
8.7 79 reviews

Stylish 1br Flat, Central Windsor

apartment, Windsor
Smart Living by Lawsons, a centrally located Windsor flat, is an 8-minute walk from Windsor Castle and a short drive from Legoland Windsor.
This 58 square metre one-bedroom apartment, sleeping up to 7 guests, boasts a fully equipped kitchen, private terrace, and free Wi-Fi, offering convenient access to local attractions including Dorney Lake and Thorpe Park.
Charming 1 Br Cottage Walk To Castle 43pcc - Maidenhead
No reviews

Charming 1 Br Cottage Walk To Castle 43pcc

house, Windsor
This recently renovated cottage offers a historic setting in Windsor, located a mere 12-minute walk from Windsor Castle and 390 meters from Victoria Barracks.
This one-bedroom property accommodates up to three guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, free WiFi, and a private terrace within its 59 square meter floor area.
Modern 4br House In Windsor, Parking And Garden - Maidenhead
8.0 4 reviews

Modern 4br House In Windsor, Parking And Garden

house, Dorney
This spacious 4-bedroom holiday home is located in Dorney, 3.06 kilometres from Windsor Castle and 3.54 kilometres from Legoland Windsor.
This pet-friendly property offers 121 square metres of living space, a fully equipped kitchen, free WiFi, and outdoor areas including a garden, terrace, and balcony, with a guest capacity of 15 people.

Best Maidenhead holiday rentals with air conditioning

Boutique Stay Nr Windsor Free Parking Sleeps 5 - Maidenhead
10 2 reviews

Boutique Stay Nr Windsor Free Parking Sleeps 5

apartment
This two-bedroom flat in Berkshire offers a strategic base, located 20 kilometers from Heathrow Airport and within easy reach of film studios such as Pinewood and business hubs including Reading.
This serviced apartment accommodates up to five guests, featuring a private garden, fitness centre, free parking, and a fully equipped kitchen with a Nespresso Vertuo coffee machine, alongside a dedicated workspace with fast Wi-Fi.
30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Maidenhead
No reviews

30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment
This one-bedroom flat at 57 Farnham Road, Great Britain, is conveniently located within walking distance of a bus stop and supermarket, and is a short 10-minute cycle from the metro station, with Slough train station also nearby.
This 30-square-meter flat offers air conditioning, a fully equipped kitchen, two single beds, ample closet space, and free parking, accommodating up to three guests in a neighborhood rich with dining, cafes, and shops.
Central Marlow Modern Apartment Close To High St. - Maidenhead
9.9 236 reviews

Central Marlow Modern Apartment Close To High St.

apartment
This one-bedroom flat is located on a quiet residential road in the centre of Marlow, just a short walk from the High Street shops, bars, and restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is ideal for a couple and features a king-sized bed, a spacious wardrobe, a sunny balcony, and a comfortable sitting area. It also comes equipped with a fully equipped kitchen, a washer/dryer, a designated parking space, and complimentary high-speed Wi-Fi.
The Studio On The Green - Maidenhead
9.4 131 reviews

The Studio On The Green

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.
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