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

2 Bed Retreat |Parking Vat Q - By Tempstay - Maidenhead
8.0 1 review

2 Bed Retreat |Parking Vat Q - By Tempstay

apartment, Berkshire
This Clewer East apartment, situated within 3.2km of Windsor Castle and LEGOLAND Windsor, offers easy access to Berkshire's key attractions and the River Thames.
The two-bedroom, two-bathroom property sleeps four guests and includes a fully equipped kitchen with dishwasher, a garden, parking, and in-unit laundry facilities; nearby Windsor & Eton Central train station provides convenient links.
A Warm Welcoming Cosy Bungalow, 10 Mins To Windsor - Maidenhead
9.6 10 reviews

A Warm Welcoming Cosy Bungalow, 10 Mins To Windsor

apartment, Slough
This charming bungalow is situated in Farnham Royal, a peaceful neighbourhood in Slough, just a 10-minute drive from Windsor Castle and Beaconsfield Town. It has received excellent user ratings and is a great option for families or groups of up to 6 people.
The property spans 92 square meters and features two bedrooms and two bathrooms. Enjoy the spacious patio area, well-equipped kitchen, and the modern design throughout, perfect for a relaxing stay.
Charming 2 Bdr In Windsor - Vat Q - By Tempstay - Maidenhead
No reviews

Charming 2 Bdr In Windsor - Vat Q - By Tempstay

apartment, Berkshire
This Clewer East flat, located within 3.2km of Windsor Castle, LEGOLAND Windsor, and the River Thames, offers easy access to major Berkshire attractions.
The two-bedroom, two-bathroom property sleeps four, boasting a well-equipped kitchen with dishwasher, a garden, parking, and in-unit laundry facilities, perfect for families visiting Windsor.
2 Bed Penthouse - Castle Views - By Tempstay - Maidenhead
9.6 5 reviews

2 Bed Penthouse - Castle Views - By Tempstay

apartment, Berkshire
This Clewer East apartment, situated within 3.2km of Windsor Castle, LEGOLAND Windsor, and the River Thames, offers a family-friendly base for exploring Berkshire.
The two-bedroom, two-bathroom flat sleeps four, boasting a terrace, garden, parking, and modern amenities including a fully equipped kitchen, Wi-Fi, and a washing machine.

Best Maidenhead holiday rentals with parking

Stable Annex Bisham - Vibrant 1 Bed With Parking - Maidenhead
9.3 30 reviews

Stable Annex Bisham - Vibrant 1 Bed With Parking

apartment, Marlow
This one-bedroom flat in Bisham, near Marlow, is situated approximately 11km from Cliveden House and within 19-31km of Dorney Lake, Legoland Windsor, and Windsor Castle.
The 69 square metre self-catering property features a fully equipped kitchen with dishwasher and microwave, a private garden, free parking, and accommodates two guests.
2br House, Walk To Windsor Castle, Parking For 1 - Maidenhead
8.4 62 reviews

2br House, Walk To Windsor Castle, Parking For 1

apartment, Windsor
This Windsor apartment, a 12-minute walk from Windsor Castle and 3.5km from Legoland Windsor, offers a prime location for exploring local attractions.
The 62 square metre property boasts two bedrooms, three bathrooms, and sleeps up to 11 guests, featuring a fully equipped kitchen, free Wi-Fi, and a terrace.
Windsor 1br Gem With Free Parking - Maidenhead
9.0 39 reviews

Windsor 1br Gem With Free Parking

apartment, Windsor
Loft Living by Lawsons offers a one-bedroom apartment in Windsor, a 12-minute walk from Windsor Castle and 3.5km from Legoland Windsor.
This 51-square-metre flat, sleeping up to 7 guests, features a fully equipped kitchen with dishwasher, a private entrance, free Wi-Fi, and a terrace; nearby attractions include Dorney Lake and Thorpe Park.
1br Apartment | Walk To Shops & Castle - Maidenhead
8.8 3 reviews

1br Apartment | Walk To Shops & Castle

apartment, Windsor
This Windsor city centre flat is a short walk from King Edward Court Shopping Centre, the River Thames, and Windsor & Eton Central station, with Windsor Castle and LEGOLAND Windsor within a 4.8km radius.
The 23-square-metre self-catering apartment offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with appliances such as a fridge, microwave, dishwasher, and washing machine, plus a TV.

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

Charming 2 Bed Apt | Windsor - Vat Q - By Tempstay - Maidenhead
8.0 2 reviews

Charming 2 Bed Apt | Windsor - Vat Q - By Tempstay

apartment, Berkshire
This Clewer East apartment, situated within 3.2km of Windsor Castle and LEGOLAND Windsor, offers easy access to the River Thames and King Edward Court Shopping Centre.
The two-bedroom, two-bathroom property sleeps three guests and includes a well-equipped kitchen with dishwasher, a washing machine, and a private garden with parking; nearby attractions include the Thames Path.
2br House, Walk To Windsor Castle + Parking For 1 - Maidenhead
10 5 reviews

2br House, Walk To Windsor Castle + Parking For 1

apartment, Windsor
This Windsor city centre flat is ideally located a short walk from King Edward Court Shopping Centre, the River Thames, and within 4.8km of Windsor Castle and LEGOLAND Windsor.
The 62 square metre self-catering property offers two bedrooms, three bathrooms, and sleeps six guests, boasting a fully equipped kitchen with a dishwasher and in-apartment entertainment including a DVD player.
Luxury 4 Bedroom - Sleeps 8 - Windsor Castle - Maidenhead
9.3 3 reviews

Luxury 4 Bedroom - Sleeps 8 - Windsor Castle

house, Windsor
This 4-bedroom vacation home is located in Windsor, 1.9 kilometres from Windsor Castle and 2.7 kilometres from Legoland Windsor, offering convenient access to popular attractions.
This detached house provides accommodation for up to 8 guests with 118 square metres of floor area, featuring a fully equipped kitchen, a garden, a terrace, and free WiFi.
Stylish Slough Apartment Balcony Sleeps 6 - Maidenhead
No reviews

Stylish Slough Apartment Balcony Sleeps 6

apartment, Slough
This Slough flat offers a convenient base, situated just 12 kilometres from London Heathrow Airport.
This one-bedroom flat comfortably accommodates up to six guests, featuring a fully equipped kitchen, a washing machine, a spacious terrace and balcony, and free WiFi.

Best Maidenhead holiday rentals with air conditioning

2br Penthouse |Cinema Room|parking - By Tempstay - Maidenhead
10 1 review

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.
30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidenhead
No reviews

30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This one-bedroom flat at 57 Farnham Road, Great Britain, offers convenient access to Slough train station, a bus stop, and a supermarket, with a metro station a 10-minute cycle away.
This 30 square meter studio flat comfortably accommodates two guests, featuring a fully equipped kitchen, air conditioning, and the rare benefit of free parking, all within walking distance of numerous restaurants, cafes, shops, and parks.
Cozy Luxury Apartment In The Heart Of Slough -The Bethel Suite - Maidenhead
8.0 10 reviews

Cozy Luxury Apartment In The Heart Of Slough -The Bethel Suite

apartment, Slough
This Slough apartment is centrally located, within 6-13km of Windsor Castle, Legoland Windsor, Brunel University, Cliveden House, Dorney Lake, and Uxbridge tube station, offering easy access to major attractions.
The one-bedroom flat sleeps three guests and features a fully equipped kitchenette, free Wi-Fi, private parking, a flat-screen TV, and elevator access.
Warwick Road Studios - Maidenhead
9.0 194 reviews

Warwick Road Studios

apartment, Beaconsfield
Warwick Road Studios is located in Beaconsfield, just under 9km from Cliveden House and 16km from Uxbridge, offering a peaceful retreat within easy reach of both historic attractions and bustling town life. The apartment has received very good user ratings and excellent ratings for its location and cleanliness.
This one-bedroom, one-bathroom flat offers a comfortable and convenient base for exploring Beaconsfield. It comes equipped with a kitchen featuring a fridge, microwave, and dishwasher, as well as air conditioning and free Wi-Fi for added comfort and convenience.
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