
Vacation rentals in Maidenhead
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Maidenhead
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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.

Charming Cottage, dogs welcome, private garden .
A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private garden & parking. Easy walk to all local amenities & The River Thames. Great pubs &Michelin Star restaurants locally. The Chiltern Way offers a stunning path to all cyclists & walkers. Gorgeous old Towns of Windsor ( Legoland& Castle) Henley( Regatta & Festival)& Marlow (Tom Kerridge) , Cliveden, The Stanley Spencer Gallery,Train -London Paddington. M4 M40, Bicester Village .

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

Riverside Boathouse
A warm and cosy studio style converted boat house on the edge of the River Thames in Cookham, Berkshire. Separate from the main house, the double glazed studio boathouse with en-suite, decorated beautifully. Egyptian cotton linen and nice towels. Relax with views of the river. Blackout blinds, kitchen, en-suite shower room, fridge, double glazing, heating, TV, WIFI, laptop area, outdoor seating/picnic blanket, umbrellas, off road parking, boat mooring, EV Charging Point (fee applies).

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

Branch House
Set in a secluded garden plot, Branch House is a place of rest and relaxation and is just minutes walk from the historic Thames Path and the futuristic Elizabeth Line. An ideal base from which to explore the quintessentially British towns of Windsor, Bray, Eton, Cookham, Marlow and Henley as well as the picturesque landscapes of the Chiltern Hills and the Thames Valley. Suitable for 2 adults and a child.

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.

Spacious 1-Bed w/ Double Height Ceiling
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.
Popular amenities for Maidenhead vacation rentals
Other great vacation rentals in Maidenhead

Stay central, stay cosy, stay private.

Doll House - Sunny home

Cosy double room in Maidenhead

Warm, spacious loft room in Cookham

Ground floor room with own shower and kitchenette

Large, airy double bedroom.

Home Room (sizeable double room & private shower)

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 | G$23,850 GYD | G$24,896 GYD | G$23,431 GYD | G$25,942 GYD | G$24,477 GYD | G$25,314 GYD | G$28,243 GYD | G$27,197 GYD | G$24,896 GYD | G$24,896 GYD | G$23,850 GYD | G$27,197 GYD |
| 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 condo rentals in Maidenhead have a kitchen?
Absolutely! We offer over 20 condo 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 660 vacation rentals in Maidenhead, over 1,700 vacation rentals in Taplow, and over 150 vacation rentals in Bray.
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 condo rentals with a dedicated workspace in Maidenhead?
Yes! Work meets play with ease at over 10 condo rentals in Maidenhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly apartment rentals in Maidenhead?
Maidenhead has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Maidenhead?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 70 homes with wifi, over 40 homes with free parking, over 70 homes with a kitchen, 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 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 vacation rentals in Maidenhead

Total vacation rentals
Explore 290 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at G$4,184Â GYD per night before taxes and fees

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

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
290 of Maidenhead vacation rentals include wi-fi 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
- Durham Vacation rentals
- Paris Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- Dublin Vacation rentals
- Pet-friendly rentals Maidenhead
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Condo rentals Maidenhead
- Rentals with outdoor seating Maidenhead
- Rentals with a patio Maidenhead
- Smoking-friendly rentals Maidenhead
- Rentals with lake access Maidenhead
- Rentals with breakfast Maidenhead
- Family-friendly rentals Maidenhead
- Rentals with a fire pit Maidenhead
- Rentals with a washer and dryer Maidenhead
- Fitness-friendly rentals Maidenhead
- Rentals with a fireplace Maidenhead
- Cottage rentals Maidenhead
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- University of Oxford
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London




