
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.

"Koti" Grade II Listed Flat in Wokingham
Newly renovated Grade II listed, two bedroom flat. Sole use. Own private entrance and check in. Historical detail combined with contemporary furnishings creates a stunning base from which to explore the local area. Three minute walk to the station, excellent train links. Easy access to the A329 and motorways. 30 mins to Heathrow. Parking is on road in front of the property on a one way street. Hosts live below so always available for any assistance or local information.

Cosy annexe by shops/parking 19 min walk to Henley
The Hoppy Annexe is a self-contained space, set in a little garden on a peaceful road with free parking, a 15-20 minute walk down the hill to Henley town centre. It is suitable for either a single person or a couple - there's a standard sized double bed, ensuite bathroom with shower and a small kitchenette. Beautiful countryside walking routes are just a minutes away and Henley town centre, with its shops, cafes, restaurants and river front is within easy reach.

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.
Popular amenities for Windsor and Maidenhead apartment rentals
Weekly apartment rentals

Cosy Woodland Hideaway

Castle View: Lux Apartment, Spa! Walkto River/Pubs

Luxurious and Beautiful Flat

Hidden Gem with Free Parking

Marlow Apartments No 2- One Bed Apartment

Comfortable Studio in Bourne End

Comfortable 1st floor apartment of a house

Apartment in Bray, secure parking & EV charge inc.
Private apartment rentals

26 Pavilions by Accommodation Windsor

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

Hampden Apartments - The Edward

Character studio apartment in the heart of Chobham

Central | Contractors | Parking

Spacious, Newly Renovated Flat in Charming Village

Thameside High End One Bedroom

Two-Bedroom Apartment
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

Stunning central London flat close to LondonBridge

5* Complete Notting Hill Apartment

Beautiful 2 bed home in heart of South Kensington

Lovely 2 bedroom penthouse, Kings Cross St Pancras

London Hammersmith - hot tub, cinema & gaming room
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 | £90 | £90 | £90 | £95 | £100 | £116 | £120 | £115 | £110 | £102 | £99 | £102 |
| 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 £15 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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- Tower Bridge
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