
Holiday houses in Maidenhead
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Top-rated holiday rentals in Maidenhead
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Homey Modern Stay in Maidenhead
Welcome to my home! Wind down and relax in this stylish and charming space 🌆 Short walk to Maidenhead town centre’s shops, supermarkets, restaurants, bars and pubs 🚝 Short walk to train station with services to Central London in 20 min 🌲 31 acres of Braywick’s Nature Reserve Park around the corner Local to surrounding areas Bray, Windsor and Ascot. Short drive to attractions including Legoland and Thorpe park 🎡 This is my home so it’s fully functional, you also have your own parking space!

A great base for London work+tourism and Heathrow
Relax and enjoy your stay in our unique home with free off-street parking for three cars. As a base, it's in a super convenient location: walk to high street shops in 7 minutes, the railway station in 10 minutes (with trains to London taking from 19 minutes), drive in 20-25 minutes to Windsor, Henley-on-Thames and Heathrow. This semi-detached Victorian house was built in 1870 and has four floors, three bathrooms (one en suite), a bar/games cellar, two outdoor eating areas and a wildlife garden.

The Studio in Maidenhead Riverside, Berkshire, UK.
LARGE STUDIO: (T0) A large self-contained quiet studio with UK size 2m double bed, en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for 1 guest car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train runs from Maidenhead station direct to London and the West End. Good for Windsor, Ascot, River Thames, Pinewood Studios etc.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Completely separate self-contained studio flat
Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Cheerful modern apt central Maidenhead, parking
Quiet location with free driveway parking, excellent road/rail links to London. On a tree lined street, 7 minutes walk from the Town Centre and Railway Station (London or Oxford 1hr max) The private space includes 2 double bedrooms, a large bathroom, en-suite shower room, a well equipped kitchenette and a relaxing lounge area Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a new Leisure Centre 20 mins walk

Apartment in Bray, secure parking & EV charge inc.
This stylish apartment with own private entrance, features living space across 2 floors. It is ideally located for the local Bray / Windsor / Maidenhead amenities, as well as offering good access to London (via the Elizabeth Line / GWR Trains) & motorways. We offer secure parking for 1 vehicle. If you are driving an electric car, we have a 7.4 kWh home EV charger for your use.

Entire Flat: 1 Bedroom
The flat is a 10 min walk from Maidenhead Town Centre and 15-20 min walk to Maidenhead station. Please note access to the flat is up a flight of stairs There is designated off street parking for one car, but also free street parking. Inside you will find a fully equipped kitchen perfect for an over night stop or week long stay.

Stylish 1-Bed w/ Private Outdoor Area
Experience comfort and charm and at this stylish one-bedroom apartment, just a 3-minute walk from the Windsor Castle. This brand-new, purpose-built, serviced apartment is nestled inside a locally listed Georgian property in the heart of Windsor with an abundance of pubs, bars, restaurants, bakeries and shops at your doorstep.

Private Annex Nicely Located
Self contained annex with own access, private kitchen and private bathroom. Set within lovely grounds on a quiet road. The house is very close to the M4, Windsor (10 mins), Ascot (15 mins) and Maidenhead (5 mins). Great space, easy drive to Windsor to see Royal wedding, for holidays and work I have 3 friendly dogs.
Popular amenities for Maidenhead holiday rentals
Other great holiday rentals in Maidenhead

Beautiful double room in house with own bathroom

Cosy double room in Maidenhead

Single room in Windsor

Large, airy double bedroom.

Home Room (sizeable double room & private shower)

Spacious en suite room in house near River Thames

Private Basic Room in Maidenhead

Blue Room, 2 miles to Maidenhead. Females only
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 NZD | $204 NZD | $192 NZD | $212 NZD | $200 NZD | $207 NZD | $231 NZD | $222 NZD | $204 NZD | $204 NZD | $195 NZD | $222 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Do house rentals in Maidenhead have a kitchen?
Absolutely! We offer over 130 house rentals with a kitchen in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Maidenhead?
Experience the best of Maidenhead with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Maidenhead?
Make yourself at home in Maidenhead by choosing from our most frequently booked neighborhoods. We have over 1,700 vacation rentals in Taplow, over 150 vacation rentals in Bray, and over 660 vacation rentals in Maidenhead.
Do apartment rentals in Maidenhead have wifi?
Absolutely! We offer over 70 apartment rentals with wifi in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there apartment rentals with a dedicated workspace in Maidenhead?
Yes! Work meets play with ease at over 10 apartment rentals in Maidenhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Maidenhead?
Maidenhead has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Maidenhead?
Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Maidenhead have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Maidenhead?
Four-legged friends are welcome in Maidenhead. Choose from more than 10 apartment rentals for guests traveling with pets.
Are there Maidenhead vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Maidenhead, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about holiday rentals in Maidenhead

Total holiday rentals
Explore 290 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $34Â NZD per night before taxes and fees

Verified guest reviews
Over 9,280 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
290 of Maidenhead holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Maidenhead rentals

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
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- Tower Bridge
- Big Ben
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- Westminster Abbey
- British Museum
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- The O2
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- Queen Elizabeth Olympic Park, London




