
Holiday rentals 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!

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

Oak Barn - 1st Floor self contained Studio
Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

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

Branch House
As a furniture maker, I spent five years designing and building this house by hand. Inspired by bird hides and nature reserves the space is designed around long windows overlooking the Marlow branch line - a green corridor where local wildlife can be observed. Cats, foxes, birds, badgers and deer are all common. The house is built from British grown Oak and Douglas Fir from a historic sawmill in the South Downs. The space is designed to a human scale using natural textures and materials.

Smart Loft annex in Cookham
Lovely first-floor loft annex on a quiet lane, just a few minutes’ walk from Cookham’s centre and its historic High Street with 7 pubs and restaurants. Bright and airy, the property is ideal for those seeking a village retreat: couples, small families, and business travellers. It features a double bedroom, lounge area with sofa bed (sleeps 1 adult), and separate bathroom. It has its own entrance and parking space within a secluded gated property. SkyTV with Sky Cinema/Kids/Sky/BT Sports.

Southwood Gardens annexe in Cookham
We are right on the edge of the beautiful village of Cookham. The accommodation is annexed to the main house and is accessed through a secured side-gate for total privacy. There is also free private parking on the front drive. The room is ideal for people who need to commute (1 hour by train to London, 25 minutes drive to Heathrow), or families who need to have additional accommodation for their loved ones to stay in the area. We very much look forward to welcoming you to Cookham soon !

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

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.

Charming Annexe in Maidenhead
A calming and delightful self contained annexe with its own private entrance and patio. Other great facilities include shared use of a lovely garden and 24 hour use of our gym and fitness room. An ideal place to stay to explore the surrounding area, or as a base if you’re working or studying.
Popular amenities for Maidenhead holiday rentals
Other great holiday rentals in Maidenhead

Tranquil Retreat: Modern Flat in Maidenhead

Doll House - Sunny home

Bachelor Pad Studio Apartment

Warm, spacious loft room in Cookham

Ground floor room with own shower and kitchenette

Large, airy double bedroom.

Spacious en suite room in house near River Thames

Private Basic Room in Maidenhead
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 SGD | $151 SGD | $142 SGD | $158 SGD | $149 SGD | $154 SGD | $172 SGD | $165 SGD | $151 SGD | $150 SGD | $141 SGD | $144 SGD |
| 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 condo rentals in Maidenhead?
Experience the best of Maidenhead with our condo rentals, starting at about $30 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 670 vacation rentals in Maidenhead.
Do condo rentals in Maidenhead have wifi?
Absolutely! We offer over 20 condo rentals with wifi in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Maidenhead?
Yes! Work meets play with ease at over 60 house 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 House Rentals in Maidenhead?
Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with free parking, over 130 homes with a kitchen, over 140 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Maidenhead have free parking?
Absolutely! We offer over 40 apartment rentals with free parking in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Maidenhead?
Four-legged friends are welcome in Maidenhead. Choose from more than 40 house 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 300 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 9,770 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
290 of Maidenhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maidenhead rentals

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Tower Bridge
- Big Ben
- Paddington
- British Museum
- Natural History Museum
- Covent Garden
- London Bridge
- Marble Arch
- Buckingham Palace
- Tottenham Court Road
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- Kings Cross
- St Pancras International
- The O2
- Piccadilly Theatre
- Trafalgar Square
- Battersea Power Station (disused)
- ExCeL London
- Emirates Stadium
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- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market




