
Holiday houses in Oakley Green
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Top-rated holiday rentals in Oakley Green
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Windsor Home with Free Parking
Welcome to our 1-bedroom, skylit, guest house with off-road parking & private patio. Located in a quiet cul-de-sac close to Legoland, Windsor Racecourse, and Windsor Castle, our home is the perfect retreat after a long day of sightseeing. The bedroom can be set up with either a kingsize bed or 2 singles on request, while the sofa bed can comfortably fit 2 people. Our family run Airbnb is a great fit for families with kids, a couple or a small group of friends. Any questions, please just ask!

Secure Secluded Garden Annex with Private Entrance
You have driveway and roadside parking, your own private entrance and secluded garden. The fabulous open plan has fully fitted kitchen with integrated combi microwave oven, fridge/freezer, hob and instant hot water. The living area is welcoming with corner sofa, electric fire, smart tv and dining area overlooking your private garden. The bedroom is cosy and welcoming and the wetroom bathroom is just perfect. On a no through road, with two fab gastro pubs, a local café, butcher and more.

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

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 Apartment
Enjoy a stylish luxury experience at this centrally-located apartment. Great for business trips , solo guests or couples wanting to explore London / Windsor. Quick access to major motorways only minutes away and a short walk to the Queen Elizabeth line 10min -Walk to Slough station 17min -Train to central London 8min -Drive to Windsor 14min -Heathrow airport Features *High street 6min walk with lots of shops and places to eat *Kitchen with full facilities *High speed broadband

Annexe near Windsor town and Bray
A beautiful, modern ground floor private annexe and garden. Fully self contained with private entrance and secure parking. Living room/ diner leading on to private garden area. Separate toilet. Kitchen with hob and built in oven with extractor fan. Microwave, kettle, toaster and fridge. Washing machine and tumble dryer. All crockery & cutlery provided. Double bedroom with king size bed and en-suite shower & toilet. Large Flat screen TV's in bedroom & lounge. Separate toilet.

2 Bed 2 Bath w/ parking Pavilions Windsor /26PV
Charming 2-bedroom apartment near Windsor Town Centre in a gated community. Ideal for families and business travellers, it features 2 modern bathrooms (one with a bathtub), a fully fitted kitchen with a dishwasher, and a spacious living/dining area with smart TV and SKY subscription. Centrally heated, located on the second floor with elevator access, and includes a private parking space. A perfect blend of comfort and convenience for your stay in Windsor!

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

The Old School House, Ascot, Berkshire
Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Modern Windsor home with free off-street parking
Welcome to our stylish, child-friendly 2-bed apartment in central Windsor! Ideal for families, couples, or a business stay. Just a short walk to Windsor Castle, shops and the train station. Legoland and Lapland UK are also closeby, plus there's easy access to London and Heathrow. Enjoy free parking, fast Wi-Fi, a fully equipped kitchen, and a spacious living area—perfect for relaxing after a day out.

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.

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.
Popular amenities for Oakley Green holiday rentals
Other great holiday rentals in Oakley Green

House A

En-suite bedroom with free parking in Windsor

King Room in Windsor - Private Bathroom & Parking

Next, double/family bedroom

Single room in Windsor

Cosy, warm and spacious room for rent, in Windsor

Home Room (sizeable double room & private shower)

Private Basic Room in Maidenhead
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- Tower Bridge
- British Museum
- Westminster Abbey
- Big Ben
- London Bridge
- Covent Garden
- Buckingham Palace
- Trafalgar Square
- The O2
- Hampstead Heath
- Wembley Stadium
- St. Paul's Cathedral
- St Pancras International
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Goodwood Motor Circuit
- Oxford University
- Blenheim Palace
- Primrose Hill
- Queen Elizabeth Olympic Park, London




