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Best Vacation rentals and Airbnb offers in Maidenhead
Maidenhead
07/28 – 08/04
$234/nighttotal: $1638 (7 )
Stylish 1br Flat | Central Windsor
1 4
apartment , Windsor
This Windsor city center apartment is a short walk from King Edward Court Shopping Center, the River Thames, and within 3 miles of Windsor Castle and LEGOLAND Windsor Resort. This 620-square-foot (57.6-square-meter) one-bedroom, one-bathroom unit sleeps four with a sofa bed, full kitchen (refrigerator, microwave, dishwasher), in-unit laundry, and is conveniently located near Windsor & Eton Central and Riverside train stations.
8.8 3 reviews
Maidenhead
10/12 – 10/18
$156/nighttotal: $936 (6 )
1br Apartment | Walk To Shops & Castle
1 2
apartment , Windsor
This Windsor City Centre apartment offers a central location, a short walk from King Edward Court Shopping and the Thames River, and within 3 miles of Windsor Castle and LEGOLAND Windsor. This 270-square-foot unit features one bedroom, one bathroom, and sleeps two, including a fully equipped kitchen with a dishwasher and in-unit laundry, perfect for exploring Windsor's attractions and day trips to LEGOLAND.
9.2 87 reviews
Maidenhead
08/10 – 08/20
$186/nighttotal: $1860 (10 )
1br Apartment, Walk To Shops And Windsor Castle
1 1
apartment , Windsor
Central Living by Lawsons, a Windsor apartment rental, is centrally located, an 8-minute walk from Windsor Castle and 2.3 miles from Legoland Windsor. This 260-square-foot one-bedroom unit features a fully equipped kitchen, private terrace, free Wi-Fi, and parking, comfortably accommodating couples or small families.
8.4 25 reviews
Maidenhead
08/10 – 08/20
$123/nighttotal: $1230 (10 )
Lovely Central Studio/2bed - 5min To Train Station
1 1
studio , Slough
This studio apartment is located in Slough, a short 4-mile drive from Windsor Castle and a 5-minute walk from the train station, making it easy to explore the area. The property enjoys a very good user rating, location rating, and cleanliness rating. This studio apartment features a fully equipped kitchen with a fridge, freezer, and microwave oven, as well as a garden and parking. You can enjoy garden views from the studio, and it has a comfortable bed, fresh towels, and linen.
8.8 3 reviews
Maidenhead
06/24 – 07/17
$252/nighttotal: $5796 (23 )
Central Windsor 2 Bdr Retreat - By Tempstay
2 4
apartment , Windsor
Cosy Cottage is a two-bedroom house located in Windsor City Centre, a short walk from Windsor Castle and The Long Walk, and a 10-minute drive from Legoland Windsor. This Windsor vacation rental sleeps four guests and features an open-plan living/kitchen/dining area, one bathroom, and on-street parking (vouchers provided at $13 per 24 hours).
9.7 123 reviews
Maidenhead
10/12 – 10/18
$208/nighttotal: $1248 (6 )
Charming Cottage, Dogs Welcome, Private Garden .
1 2
house , Cookham
This charming cottage is nestled in the picturesque village of Cookham, a short walk from local amenities and within easy reach of Windsor Castle, Henley-on-Thames, and Marlow. With excellent user, location, and cleanliness ratings, this dog-friendly cottage offers a peaceful haven in the heart of Cookham. The cottage features a traditional thatched roof, an open-plan kitchen, a comfortable living area with a double sofa bed, and a galleried bedroom area with a small shower room. It can accommodate up to 4 guests and offers amenities such as a private fenced garden with a lawn, patio, garden furniture, and barbecue, along with parking for two cars.
9.0 79 reviews
Maidenhead
10/10 – 10/17
$235/nighttotal: $1645 (7 )
St Georges House, Premium 3 Bed Home Slough, Legoland, Windsor
3 4
house , Slough
This luxurious Victorian home is located in Slough, just a short drive from Legoland Windsor and Dorney Lake, making it a perfect base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall user experience. This spacious home has three bedrooms and can accommodate up to 10 guests. The property offers a range of amenities, including a terrace, garden, spa, fitness center, tennis court, and parking, ensuring a comfortable and enjoyable stay.
9.2 40 reviews
Maidenhead
06/21 – 06/29
$208/nighttotal: $1664 (8 )
Two Bed Two Bath Apartments At Pavilions By Accommodation Windsor Ltd
2 4
apartment , Windsor
This Windsor apartment is located within a 15-minute walk of the town center, offering easy access to shops, restaurants, and attractions. It has received excellent user ratings for its location, cleanliness, and overall experience. This two-bedroom, two-bathroom dwelling is perfect for families or groups. The apartment features a fully equipped kitchen with a dishwasher and washer-dryer, central heating, TV, Wi-Fi, a dining table, and secure parking behind electric gates.
9.6 14 reviews
Maidenhead
07/28 – 08/04
$305/nighttotal: $2135 (7 )
Great 4 Bed House & Parking - Great For Contactors
4 4
apartment , Berkshire
This Berkshire house rental in Holyport offers convenient access to the M4 motorway, Windsor Castle (10-20 minutes away), Legoland (10-20 minutes away), and the River Thames (10-20 minutes away). This four-bedroom, one-bathroom home sleeps eight guests and includes amenities such as Wi-Fi, a refrigerator, a microwave, parking, and is near boating lakes; short- and long-term stays are available.
This Windsor apartment rental is conveniently located 1.1 miles from Windsor Castle and 1.6 miles from Legoland Windsor, providing easy access to major tourist attractions. This 1,080-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen with a dishwasher and microwave, free parking, and a private garden, comfortably accommodating up to three guests.
9.0 85 reviews
Maidenhead
07/28 – 08/04
$241/nighttotal: $1687 (7 )
Stylish 1br Flat, Central Windsor
1 4
apartment , Windsor
Smart Living by Lawsons, a Windsor apartment rental, is centrally located, an eight-minute walk from Windsor Castle and a short drive from Legoland Windsor. This 620-square-foot (57 square meter) unit features one bedroom, one bathroom, and a private terrace, accommodating up to seven guests and offering a fully equipped kitchen with a dishwasher.
Compare Vacation Rentals for Families in Maidenhead
Booking a family-oriented vacation rental in Maidenhead keeps you close to top city attractions for a stress-free getaway.
10 67 reviews
Maidenhead
10/10 – 10/17
$266/nighttotal: $1862 (7 )
Friends & Families | Parking & Ev | Station Nearby
1 4
apartment , Berkshire
This top-floor apartment is located in Maidenhead, a short walk from the town center and train station, making it easy to explore the area's attractions. It's also close to picturesque towns like Marlow, Henley, Windsor, and Legoland. The apartment has three bedrooms, comfortably sleeping up to six guests, making it perfect for families or groups of friends. It features modern amenities like a dishwasher, washing machine, dryer, and flat-screen TVs, ensuring a comfortable stay.
9.5 2 reviews
Maidenhead
06/24 – 07/17
$260/nighttotal: $5980 (23 )
Keel Drive Modern 3-bedroom, 2-bathroom Home
3 4
house , Slough
This three-bedroom house in Slough, Berkshire, is conveniently located 9.3 miles from London Heathrow Airport, offering easy access to air travel. The 680-square-foot (approximately 63 square meters) home features two bathrooms, free Wi-Fi, free private parking, and accommodates up to 10 guests, making it ideal for families or groups visiting Slough.
9.2 55 reviews
Maidenhead
10/12 – 10/18
$188/nighttotal: $1128 (6 )
Magnolia Penthouse
2 2
apartment , Windsor
The Magnolia Penthouse is a centrally located Windsor apartment, a 9-minute walk from Windsor Castle and 2.2 miles from Legoland Windsor. This 650-square-foot (60-square-meter) two-bedroom, one-bathroom rental sleeps seven, features free Wi-Fi, free parking, a full kitchen with oven and microwave, and a washing machine.
9.9 166 reviews
Maidenhead
07/28 – 08/04
$374/nighttotal: $2618 (7 )
3 Bedroom Sleeps 5 Central Windsor With Parking
1 4
apartment , Berkshire
The Burrow, a three-bedroom maisonette in central Windsor, Berkshire, offers convenient access to Windsor High Street, the River Thames, and Windsor Castle, all within walking distance. This recently refurbished dwelling sleeps up to five guests in a spacious three-floor layout, boasting a well-equipped kitchen, a bathroom with a walk-in shower, free off-street parking for one car, and individually designed bedrooms.
Best Maidenhead vacation rentals with parking
8.6 9 reviews
Maidenhead
07/28 – 08/04
$220/nighttotal: $1540 (7 )
Contemporary Boutique 4 Sleeper Eton High Street - Pass The Keys
1 4
apartment , Windsor
This Windsor apartment rental is located in Eton, a 4-minute walk from Windsor Castle and close to Legoland Windsor and Heathrow Airport. The 600-square-foot (56-square-meter) unit features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free private parking—a valuable amenity in Windsor.
9.9 92 reviews
Maidenhead
06/20 – 06/27
$253/nighttotal: $1771 (7 )
Cosy Coach House Near Henley & Marlow
1 2
cabin , Berkshire
The Coach House Studio is a stylish one-bedroom apartment located near the picturesque villages of Wargrave, Twyford, Henley-on-Thames, and Marlow, offering easy access to the River Thames and surrounding countryside. The property has received excellent ratings for location, cleanliness, and overall guest experience. The studio features a private entrance, a king-size bed, a cozy sofa, and a well-equipped kitchenette. Guests can enjoy access to a shared outdoor pool, a fire pit, and a BBQ, perfect for relaxing and enjoying the beautiful Berkshire countryside.
8.0 15 reviews
Maidenhead
06/20 – 06/27
$154/nighttotal: $1078 (7 )
Perfect Location, 1 Bedroom Apt, Castle, Legoland
1 2
apartment , Windsor
This Windsor apartment rental is conveniently located 1.2 miles from Legoland Windsor and 1.8 miles from Windsor Castle, offering easy access to major attractions. The 700-square-foot unit features one bedroom, one bathroom, a fully equipped kitchenette, and a private garden, comfortably accommodating up to five guests and including free Wi-Fi and on-site parking.
9.6 123 reviews
Maidenhead
06/18 – 06/19
$334/nightfor 1 night
Willow Court Farm Studio West & Petting Farm, 8 Mins To Legoland & Windsor, 15 Mins To Lapland Uk
1 2
studio , Windsor
This Windsor studio is located on a farm just 8 minutes from Legoland and Windsor, and 15 minutes from Lapland UK. The 360 square foot studio features a fully equipped kitchen, a terrace, and a garden, and can accommodate up to 5 guests.
Frequently Asked Questions about vacation rentals in Maidenhead
Which neighborhood in Maidenhead should you consider for a vacation rental?
The best neighborhood for a vacation rental is probably around the town center, as it's close to shops, restaurants, and the train station. You'll be within walking distance of everything and have easy access to all the attractions Maidenhead has to offer.
What are the best Airbnb and vacation rentals in Maidenhead?
What are the top family-friendly attractions in Maidenhead?
For families, the Maidenhead Heritage Centre is a great place to learn about the town's history, and the Maidenhead Thicket is a beautiful park with plenty of space for kids to run around. The Braywick Leisure Centre has a pool, gym, and other activities for all ages.
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, like spring or fall, when the weather is mild and the crowds are smaller. You'll get the best deals and have a more relaxed experience.
What are the best vacation rentals with a pool in Maidenhead?
What events or festivals should visitors check out in and around Maidenhead?
Maidenhead doesn't have many large festivals, but you can check out the Maidenhead River Festival in July for live music, food stalls, and boat races. The nearby Windsor Castle also hosts many events throughout the year.
What are the best rentals for families and kids in Maidenhead?
What are the best budget-friendly activities in Maidenhead?
For budget-friendly activities, you can walk or cycle along the Thames Path, visit the free Maidenhead Library, or explore the Maidenhead Thicket. The town center also has many affordable cafes and restaurants.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
What are the best restaurants with local dishes in Maidenhead?
The best restaurants for local dishes are probably The Old House at 42, which serves traditional British pub food, and The Copper Kettle, which has a more modern take on British cuisine. For a more casual experience, you can try The Anchor pub.
What are the best walking or cycling routes in Maidenhead?
A great walking or cycling route is along the Thames Path, which goes right through Maidenhead. You can also explore the Maidenhead Thicket, which has many trails for all levels of fitness.
Are there pet-friendly attractions in Maidenhead?
Maidenhead Thicket is pet-friendly and a great place for a walk with your dog. Many of the cafes and restaurants in the town center also welcome dogs.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than a hotel. You can also cook your own meals and enjoy the amenities of a home away from home. Some vacation rentals even have unique features like a hot tub or a garden.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Maidenhead
Enjoy your own private terrace with city skyline views at these vacation rentals in Maidenhead.
9.0 183 reviews
Maidenhead
10/12 – 10/18
$230/nighttotal: $1380 (6 )
Hampden Apartments - The Anne
1 2
apartment , Windsor
The Hampden Apartments - The Anne is located in Windsor, just a short walk from Windsor Castle and within easy reach of Legoland Windsor, making it a great base for exploring the area. This apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 1-bedroom apartment is spacious, with a floor area of 750 square feet, and can accommodate up to 4 guests. It features a fully equipped kitchen, a private balcony with city views, free Wi-Fi, and private parking, providing everything you need for a relaxing and convenient stay.
8.8 16 reviews
Maidenhead
06/20 – 06/27
$436/nighttotal: $3052 (7 )
Riverwalk Apartment North
2 2
apartment , Datchet
Riverwalk Apartment North in Datchet offers a 1,000-square-foot rental, 1.6 miles from Windsor Castle and 4.4 miles from Legoland Windsor. This two-bedroom, one-bathroom unit sleeps 13, features a fully equipped kitchen, private parking, and access to on-site amenities including a fitness center, sun terrace, and barbecue, plus nearby water sports on the River Thames.
Maidenhead
10/10 – 10/17
$248/nighttotal: $1736 (7 )
2-bdr Apt -Balcony-parking-near Castle By Tempstay
2 4
apartment , Windsor
This Windsor apartment rental is located in Clewer East, an 11-minute walk from King Edward Court Shopping and a 2-minute drive from Windsor Castle, offering easy access to major attractions. The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, private garden, terrace, on-site parking, and amenities including Wi-Fi and a washing machine; nearby activities include cycling and horse riding.
10 1 review
Maidenhead
06/21 – 06/29
$265/nighttotal: $2120 (8 )
Escape In Style| Windsor - Vat Q - By Tempstay
2 4
apartment , Berkshire
This Clewer East apartment rental is conveniently located within 2 miles of Windsor Castle, LEGOLAND Windsor, and the River Thames. This two-bedroom, two-bathroom unit sleeps four guests and features a fully equipped kitchen, private balcony, access to a community garden, and parking; nearby attractions include King Edward Court Shopping Center and easy access to Windsor & Eton Central and Riverside train stations.
Best Maidenhead vacation rentals with air conditioning
10 2 reviews
Maidenhead
06/18 – 06/19
$189/nightfor 1 night
The Studio - Large Bedroom & Kitchen Near Marlow
1 2
apartment , Buckinghamshire
This studio apartment is located in a quiet area of Buckinghamshire, offering convenient access to local shops and outdoor activities. This pet-friendly studio sleeps up to three guests, featuring a king-size bed, a sofa bed, a kitchenette with a microwave, air conditioning, and Wi-Fi, with parking available.
Maidenhead
10/12 – 10/18
$116/nighttotal: $696 (6 )
30 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment
This one-bedroom flat is located at 57 Farnham Road in Great Britain, offering convenient access to public transportation with a bus stop and supermarket within walking distance, and Slough train station just a short walk away, while a metro station is a 10-minute bike ride from this property. This 320 square foot apartment accommodates two guests and features air conditioning, high-quality furniture, a fully equipped kitchen, and a comfortable double bed, with rare free parking available in the neighborhood.
9.3 3 reviews
Maidenhead
10/17 – 10/24
$2895/nighttotal: $20265 (7 )
Period Luxury Converted Barn Windsor/maidenhead - Perfect For Family Groups
9 4
house , Taplow
This eight-bedroom, seven-bathroom period barn conversion is located in Taplow, just 1.8 miles from Dorney Lake and five miles from Cliveden House. This 5,930 square foot house features a private pool, hot tub, fitness center, and a bar, accommodating up to 29 guests and offering a convenient airport shuttle service to Heathrow Airport.
10 1 review
Maidenhead
10/17 – 10/24
$188/nighttotal: $1316 (7 )
Luxury Smart Windsor London Parking
1 4
house , Farnham Royal
This vacation home is located 11 miles from London Heathrow Airport in Farnham Royal. This 380-square-foot, 1-bedroom cottage offers air conditioning, Wi-Fi, a fully equipped kitchen, and parking for up to 9 guests.