
Holiday rentals 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!

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

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.

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.

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

Wonderful 5 Bed Windsor | Free Parking, Own Garden
Welcome to your stay in this spacious newly fully refurnished 5 bedroom Windsor home, the whole place is yours! Absolutely NO PARTIES OR EVENTS. Perfect for families and groups visiting Windsor, Legoland, Ascot and surrounding areas for a few days away or a staycation 🏰 Relax in the spacious living areas, private garden, and enjoy the convenience of free parking. For families, there’s a full kids’ playroom to keep little ones entertained.

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 with parking near Windsor Castle & Legoland
A stylish one bedroom private flat close to Windsor town centre, Windsor Castle, Legoland and all other historic and regional attractions. A short drive to Thorpe Park, Virginia Water, Ascot and London Heathrow. The cozy flat can accommodate up to 2 guests with a king size bed that is available in a private bedroom. High speed WiFi throughout, 4K TV with Netflix & YouTube, high quality cotton bedding, toiletries and fresh towels.

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.

Studio 4- Dedworth Road, Windsor
Ground floor studio apartment in launderette building. Wood flooring, double bed, free Wi-Fi internet, TV, microwave, kettle, toaster and kitchen with oven and electric hob. Private ensuite bathroom. Studio total size approx 185 square feet. Single or Double occupancy only. No Children. Suitable for people out at work daily. Please note there is no parking, however street parking is nearby.

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

Perfect room to relax, work at desk and watch skyQ

En-suite bedroom with free parking in Windsor

Garden View - Ascot

Large, airy double bedroom.

Private Basic Room in Maidenhead

Private room in pretty cottage by the river.

Large, Airy Double Room in Windsor

En-suite room in new build two-bedroom flat
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- Tower Bridge
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- Queen Elizabeth Olympic Park, London




