
Apartment holiday rentals in Windsor and Maidenhead
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Top-rated apartment rentals in Windsor and Maidenhead
Guests agree: these apartments are highly rated for location, cleanliness and more.

Lovely annexe, short walk to River Thames, Sunbury
A stylish, open plan and friendly space, in Sunbury-on-Thames. 5 minute walk to the River Thames and village. Large, modern, self-contained annexe, behind Sunbury House; own entrance and space for parking. Walking distance to the river, village centre with great pubs and restaurants. Hampton Court, Shepperton Studios and Kempton Park nearby. Easy access to Richmond, Windsor, Heathrow and M3/M25. Overground train to London Waterloo (50 mins). Garage facility to store bikes or canoe / kayak.

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.

Apartment in Windsor
Newly refurbished apartment located 10 minutes walk from Windsor Castle and the town centre with all of its great shops, bars, restaurants and tourist attractions. Benefits from its own private entrance, double bedroom, wet room, kitchen and separate living room with 2 large sofas and dining area. Easy access to the M4 and only a 10 minute walk to the train station with direct links into London, it is ideally located for a business stay or as a base to explore Windsor and the surrounding area.

Apartment 24 GERRARDS CROSS
Delightful fully self-contained luxury one double bed apartment with own private entrance (your host is an interior designer). 10 minute level walk to Gerrards Cross village with a vast variety of restaurants, supermarkets and shops. Located 25 minutes from London Marylebone by use of Chiltern Railway Services at Gerrards Cross Station (10-15 minute walk from property) and no more than 40 minute drive from London Heathrow. This accommodation will provide a home away from home experience.

Stylish Studio-Walk to Windsor/Eton/Thames/Parking
Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.

Wisteria, barn conversion in stunning location
One of three self-contained apartments created from the old barn. The location is unique! Just a short walk to the Thames tow path and close to the breath-taking Dorney Rowing Lake. The barn overlooks fields in all directions and is the last building in Dorney, occupying a uniquely peaceful location. The M4 is within a 10 minute drive, the attractions of Windsor such as Legoland are easily reached. If you are looking for a base whilst working in Slough, we are just a short drive away.

Luxury contemporary Apartment
This stylish place to stay is perfect for golf/racing breaks. Sunningdale GC is 5 minutes walk away, Wentworth GC & Ascot Race Course a 5 mins drive. Whilst Windsor Great Park is only 10 mins in the car. All modern appliances including an air fryer. Private barrier parking. Coffee shops and places to eat & drink on your doorstep. Central London is only 40 mins by train from Sunningdale station which will only take you 5 mins to walk to. All in the heart of beautiful Sunningdale.

Budget Bliss in High Wycombe
A unit on its own, away from the main residence, this is a modern, comfortable annexe with a high-end finish. Ideal for people working in the area, short stops or longer stays. Even for those looking for long country walks and a home away from home for some peace and quiet downtime. Ensuite with a double bed, kitchenette with 2 burner hob, fridge freezer, microwave and lots of storage with a separate built in wardrobe. Sleeps 2 comfortably.

Windsor Great * Snug * Private Annexe with Parking
*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Old Butchers Wine Cellar 15th Century Apartment
Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Luxury studio apartment
STUDIO FLAT 25m2-PERFECT FOR CONTRACTORS/BUSINESS TRAVELERS Our studio flat offers a cosy living space, fully furnished with modern décor and all essential amenities in a single open space, making it ideal for both short- term or longer stays. Whether you are staying for a week or a year, you will enjoy the convenience of a combined living and sleeping area complemented by separate kitchen and bathroom.

Hampden Apartments - The Edward
A stunning and unique apartment located in the very heart of Royal Windsor, an 8 minute walk from the gates of Windsor Castle. A fresh and modern apartment in a quiet residential setting. Perfect for families, groups or business guests looking to explore all Windsor has to offer. It is also only a 15 minute drive from Legoland.
Popular amenities for Windsor and Maidenhead apartment rentals
Weekly apartment rentals

2 Bed 2 Bath w/ parking Pavilions Windsor /26PV

Luxurious and Beautiful Flat

Modern Flat - 25 min to Big Ben

Rural haven South Oxfordshire.

Character studio apartment in the heart of Chobham

Lovely 1 bed apartment Bracknell

Slough apartment proximity to London & Windsor

Stable Annex Bisham - Vibrant 1 Bed With Parking
Private apartment rentals

Cozy flat in beautiful Hurley

A highly specified contemporary apartment

Marlow F7-Central-1 Bed Penthouse Wi-Fi & Parking

Marlow Apartments No 2- One Bed Apartment

Stunning Windsor 3 Bed, Free Gated Parking

Cosy studio with a garden.

Lovely studio with free parking space

Kemble Stay Weybridge | Cosy & Convenient Retreat
Apartment rentals with a hot tub

London Borough Market - hot tub, gaming & cinema

3 Bedroom Flat in London

Royal Retreat - Hot Tub, Sauna & Private Garden

Very big 1 bedroom flat in Central London

Riverside apt by Borough Market

5* Complete Notting Hill Apartment

Beautiful 2 bed home in heart of South Kensington

Modern Apartment, 2min to Belsize Park Station
When is the best time to visit Windsor and Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $157 SGD | $156 SGD | $157 SGD | $165 SGD | $174 SGD | $201 SGD | $200 SGD | $192 SGD | $188 SGD | $181 SGD | $172 SGD | $176 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 |
Quick stats about flat rentals in Windsor and Maidenhead

Total holiday rentals
Explore 680 holiday rentals in Windsor and Maidenhead

Nightly prices starting at
Windsor and Maidenhead holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 12,630 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
650 of Windsor and Maidenhead holiday rentals include wifi access

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

4.6 Average rating
Windsor and Maidenhead stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Windsor and Maidenhead’s top spots include Ascot Racecourse, Virginia Water Lake and Odeon Maidenhead
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- Flat rentals Berkshire
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- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Tower Bridge
- The O2
- London Bridge
- Hampstead Heath
- Wembley Stadium
- Emirates Stadium
- St Pancras International
- St. Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Oxford University
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle