Holiday Rentals in Windsor

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Windsor holiday rentals
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916 Holiday rentals and Airbnb in Windsor

Best family friendly Windsor holiday rentals

Among the 916 accommodations in Windsor, here are the 4 best family friendly rentals

2 Bed Cottage Retreat Windsor, Slough And Legoland - Windsor
8.6 16 reviews
Windsor
12/07 – 20/07
162 €/nighttotal: 1296 € (8 )

2 Bed Cottage Retreat Windsor, Slough And Legoland

2 2
house , Slough
This two-bedroom cottage in Slough offers a central location with easy access to attractions, situated 6.1 kilometres from Windsor Castle and 7.7 kilometres from Legoland Windsor.
This family-friendly dwelling provides free Wi-Fi, private parking, a garden, a patio, and a well-equipped kitchen, accommodating up to seven guests with two bathrooms and a floor area of 8 square metres.
A Home From Home -2 Bed Flat & Free Driveway Parking - Windsor
8.8 132 reviews
Windsor
17/10 – 22/10
217 €/nighttotal: 1085 € (5 )

A Home From Home -2 Bed Flat & Free Driveway Parking

2 4
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.
Hampden Apartments - The George - Windsor
9.1 317 reviews
Windsor
17/10 – 22/10
265 €/nighttotal: 1325 € (5 )

Hampden Apartments - The George

2 4
apartment , Windsor
The Hampden Apartments - The George is situated in the centre of Windsor, just a short walk from Windsor Castle and a convenient drive from Legoland Windsor. This apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, a living room, and two bathrooms, making it ideal for families or groups of friends. It includes a fully equipped kitchen, free Wi-Fi, private parking, and a washing machine, ensuring a comfortable and convenient stay.
2 Bed Penthouse - Castle Views - By Tempstay - Windsor
9.6 5 reviews
Windsor
19/07 – 21/07
408 €/nighttotal: 816 € (2 )

2 Bed Penthouse - Castle Views - By Tempstay

2 2
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 Windsor holiday rentals with parking

Victorian Cottage, Close 2 All Sights, Parking - Windsor
9.4 10 reviews
Windsor
29/06 – 01/07
283 €/nighttotal: 566 € (2 )

Victorian Cottage, Close 2 All Sights, Parking

2 4
apartment , Berkshire
This charming Victorian house is located on a quiet residential road in Windsor, just a short walk from the town centre and a 5km drive to Legoland. The property has received excellent reviews from previous guests.
The two-bedroom house can accommodate up to four guests and features a fully equipped kitchen, a private garden, and a driveway with parking for one car. It also has free high-speed Wi-Fi, SKY Glass TV with Netflix and smart apps, and a device that monitors the environment inside the property.
Queen Annes Court Luxury Apartment On High Street - Windsor
9.5 127 reviews
Windsor
20/07 – 21/07
269 €/nightfor 1 night

Queen Annes Court Luxury Apartment On High Street

1 2
apartment , Windsor
This recently renovated one-bedroom flat is situated on High Street in central Windsor, a 6-minute walk from Windsor Castle and 2.2 miles from Legoland Windsor. It has received excellent ratings for location, cleanliness, and user experience.
The 56 square metre apartment comfortably accommodates up to 4 guests. It includes a fully equipped kitchen with a dishwasher, free Wi-Fi, towels and bed linen, a hair dryer, and an elevator for easy access.
Downtown Living By Lawsons With Free Parking - Windsor
9.0 41 reviews
Windsor
10/08 – 14/08
259 €/nighttotal: 1036 € (4 )

Downtown Living By Lawsons With Free Parking

2 3
apartment , Windsor
Downtown Living by Lawsons, a two-bedroom apartment in Windsor town centre, is a short walk from Windsor Castle and Legoland Windsor.
This self-catering flat sleeps seven, offers free WiFi, on-site parking, and is ideally located for exploring Windsor's attractions, including Thorpe Park and Cliveden House (both approximately 16km away).
Modern 2br Home - Sleep 4 - Windsor Castle & Eton - Windsor
Windsor
06/07 – 13/07
186 €/nighttotal: 1302 € (7 )

Modern 2br Home - Sleep 4 - Windsor Castle & Eton

2 3
apartment , Berkshire
This Windsor city centre holiday home is conveniently located a short walk from King Edward Court Shopping Centre and the River Thames, and within 4.8km of Windsor Castle and LEGOLAND Windsor.
The two-bedroom property sleeps four guests and offers free Wi-Fi, a private patio, on-site parking, a fully equipped kitchen with fridge, microwave, and dishwasher, plus a fireplace and board games; enjoy exploring Windsor & Eton Central and Riverside train stations, both within walking distance.

Frequently asked questions about holiday rentals in Windsor

  • What should a first-time visitor not miss in Windsor, UK?

    Windsor Castle is a must-see, it's the oldest and largest occupied castle in the world. You'll also want to stroll through the beautiful Windsor Great Park and explore the charming streets of Windsor town.
  • What are the best Airbnb and holiday rentals in Windsor?

  • Which neighborhood in Windsor, UK should you consider for a vacation rental?

    For a central location, Windsor town centre is ideal. You'll be within walking distance of the castle, shops, restaurants, and the River Thames. If you prefer a quieter stay, consider the Old Windsor area, which is a bit further out and offers a more peaceful vibe.
  • What are the most popular Airbnbs in Windsor?

  • What are the top family-friendly attractions in Windsor, UK?

    Legoland Windsor is a huge hit with families, especially younger children. Windsor Great Park is also a great place for a family day out, with plenty of space to run around, play, and explore. You can also take a boat trip on the River Thames.
  • What are the best holiday rentals with a pool in Windsor?

  • When is the best time to book a vacation rental in Windsor, UK?

    Booking in advance is always a good idea, especially during peak season, which runs from April to October. If you're looking for a quieter experience, consider visiting during the shoulder seasons, from March to April or September to October.
  • What are the best rentals for families and kids in Windsor?

  • What events or festivals should visitors check out in and around Windsor, UK?

    The Royal Windsor Horse Show is a major event held in May, attracting top equestrian athletes. The Windsor Food Festival in September is another popular choice, showcasing local produce and culinary delights. There are also many smaller events throughout the year, so check the local listings.
  • What are the best rentals or Airbnbs with a jacuzzi in Windsor?

  • What are the best budget-friendly activities in Windsor, UK?

    A walk along the River Thames is a great way to enjoy the scenery without spending any money. You can also visit the free exhibits at the Royal Borough Museum, or explore the beautiful Windsor Great Park, which is free to enter.
  • What are the best restaurants with local dishes in Windsor, UK?

    The 'The Two Brewers' is a popular pub serving traditional British pub grub, while 'The Coach' offers a more upscale dining experience with local ingredients. For a taste of Windsor's history, try 'The Old House' which dates back to the 15th century.
  • What are the best walking or cycling routes in Windsor, UK?

    The Thames Path is a popular walking and cycling route that follows the River Thames. The Windsor Great Park offers a variety of trails for all abilities, ranging from gentle strolls to more challenging cycles. You can also explore the historic streets of Windsor town centre.
  • Are there pet-friendly attractions in Windsor, UK?

    Windsor Great Park is very dog-friendly, with plenty of space for your furry friend to run around. Many pubs and restaurants in Windsor also welcome dogs, so check in advance.
  • What are the benefits of choosing a vacation rental in Windsor, UK?

    Vacation rentals often offer more space and privacy than hotels, and can be a great option for families or groups. They can also be more cost-effective, especially for longer stays.
  • What are the top sports attractions and facilities in Windsor, UK?

    The Royal Windsor Racecourse hosts regular horse racing events, while the nearby Dorney Lake is a popular destination for water sports, including rowing, kayaking, and sailing.

Destinations nearby

Best Windsor holiday rentals with a balcony

2br Ground Floor  Parking  Central By Tempstay - Windsor
Windsor
01/07 – 31/07
194 €/nighttotal: 5820 € (30 )

2br Ground Floor Parking Central By Tempstay

2 2
apartment , Windsor
This ground floor flat is centrally located in Windsor, offering easy access to Windsor Castle and the Long Walk, both within a 10-minute walk.
The accommodation sleeps up to five guests in two double bedrooms and a sofa bed, featuring two bathrooms, a fully equipped kitchen, free WiFi, and on-site parking.
Stunning Central Windsor Town House - Windsor
10 3 reviews
Windsor
10/08 – 14/08
326 €/nighttotal: 1304 € (4 )

Stunning Central Windsor Town House

1 3
house , Windsor
This Windsor city centre house is ideally located within a 3.2km radius of Windsor Castle, King Edward Court Shopping Centre, and the River Thames, offering easy access to Windsor & Eton Central and Windsor & Eton Riverside train stations.
This three-bathroom property boasts a fully equipped kitchen, in-house laundry, free Wi-Fi, and a flat-screen TV, providing comfortable accommodation for guests wishing to explore Windsor's attractions.
2br Apt Near Windsor Castle, Free Parking, Balcony - By Tempstay - Windsor
8.0 3 reviews
Windsor
11/09 – 13/09
324 €/nighttotal: 648 € (2 )

2br Apt Near Windsor Castle, Free Parking, Balcony - By Tempstay

2 1
apartment , Windsor
This 2-bedroom flat is located in Windsor, offering a 16-minute walk to Windsor Castle and being 3.06 kilometres from Legoland Windsor.
Guests can enjoy a 100 square metre living space with a balcony, free private parking, and a kitchen equipped with a dishwasher, suitable for up to 4 people.
Charming Cottage In Windsor - Walk To Castle &Shops! - By Tempstay - Windsor
8.8 85 reviews
Windsor
17/10 – 22/10
220 €/nighttotal: 1100 € (5 )

Charming Cottage In Windsor - Walk To Castle &Shops! - By Tempstay

2 4
house , Windsor
This charming cottage is just a short walk from Windsor Castle and within easy reach of Legoland Windsor, making it a perfect base for exploring the town and its attractions. The property has received excellent ratings for location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, offering comfortable accommodation for up to four guests. It features a fully equipped kitchen, a private garden, and free parking, ensuring a relaxing and enjoyable stay.

Best Windsor holiday rentals with air conditioning

Cozy 3 Bed House Wifi + Garden +Parking +Legoland +Heathrow+windsor Castle - Windsor
Windsor
17/10 – 22/10
309 €/nighttotal: 1545 € (5 )

Cozy 3 Bed House Wifi + Garden +Parking +Legoland +Heathrow+windsor Castle

3 4
apartment , Horton
This historic castle in Slough offers a unique family stay, conveniently located 3.7 kilometers from Windsor Castle and LEGOLAND® Windsor, with Heathrow Airport also nearby.
This expansive 3-bedroom dwelling accommodates up to 6 guests, boasting 2 bathrooms, superfast WiFi, air conditioning, and ample parking for 5 cars on the driveway, plus free street parking.
Willow Court Farm Studio West & Petting Farm, 8 Mins To Legoland & Windsor, 15 Mins To Lapland Uk - Windsor
9.6 123 reviews
Windsor
17/10 – 22/10
260 €/nighttotal: 1300 € (5 )

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.
30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Windsor
Windsor
10/08 – 14/08
110 €/nighttotal: 440 € (4 )

30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

1 3
apartment
This studio flat at 57 Farnham Road, Great Britain, is situated in a well-connected area, within walking distance of a bus stop and supermarket, and close to Slough train station, with a metro station accessible by a 10-minute cycle. The 30-square-meter accommodation offers a fully equipped kitchen, air conditioning, and space for up to three guests, with the rare amenity of free parking nearby.
Charles Hope Staines Centre - Windsor
8.0 540 reviews
Windsor
20/07 – 21/07
202 €/nightfor 1 night

Charles Hope Staines Centre

1 2
apartment , Staines
This apartment is ideally situated in Staines City Centre, just a short drive from popular attractions like Thorpe Park and Windsor Castle. It has received very good ratings for its location, cleanliness, and overall guest experience.
The apartment offers a private entrance and comfortable living spaces, perfect for a relaxing stay. It comes equipped with modern amenities such as air conditioning, free Wi-Fi, a well-equipped kitchen, and a terrace where you can enjoy a cup of coffee or unwind after a day of exploring.
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