Holiday rentals in Oakley Green

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Top-rated holiday rentals in Oakley Green

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An open-plan kitchen and living area features a wooden countertop with bar seating. The room is illuminated by natural light from the skylight, highlighting the contrasting blue and white walls. A cozy sofa and decorative artwork create a welcoming space.
Guest house
4.94 out of 5 average rating, 183 reviews

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!

Guest favourite
The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.
Cottage
4.94 out of 5 average rating, 156 reviews

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

Top guest favourite
A modern sleeping area is featured, showcasing a unique bunk bed design with rounded windows. Soft lighting highlights the cozy bedding. A child is playfully seated in the upper space, emphasizing the fun and creative layout of the room.
Cottage
4.98 out of 5 average rating, 184 reviews

Studio West & Petting Farm-Near Legoland- Lapland

STUDIO WEST is located at Willow Court Farm in Oakley Green and only 5-10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning detached open plan modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit in the surrounding area. Guests can feed the various animals on the farm including the 6 pigs, 9 pygmy goats, 6 sheep, turkey ducks and chicken.

Guest favourite
The entrance of the apartment is presented with a wooden door, flanked by a multi-paned window that allows natural light to illuminate the entryway. A flower box with white blooms adds a touch of greenery, while gravel pathways lead to the door.
Flat
4.91 out of 5 average rating, 162 reviews

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.

Top guest favourite
The living room features a leather sofa paired with a stylish chair, both positioned around a wooden coffee table. Large glass doors open to the private garden, while a flat-screen TV is mounted on a wooden accent wall, providing a cozy and modern atmosphere.
Guest suite
4.96 out of 5 average rating, 25 reviews

Private Annex & garden, near Windsor & 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.

Top guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage
5 out of 5 average rating, 386 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage
4.97 out of 5 average rating, 350 reviews

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

Superhost
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut
4.98 out of 5 average rating, 362 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Top guest favourite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage
4.96 out of 5 average rating, 865 reviews

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.

Guest favourite
A self-contained studio features a spacious double bed dressed in neutral linens, accented by yellow pillows and a decorative cushion. The kitchenette with modern appliances is visible in the background, complemented by simple shelving and a well-placed pendant light.
Flat
4.96 out of 5 average rating, 432 reviews

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.

Top guest favourite
A red-brick exterior features two separate white doors, leading into the private annexe. Solar panels are installed on the roof, and the surrounding area includes a paved patio with a smooth stone surface, complemented by greenery in the background.
Home
4.95 out of 5 average rating, 169 reviews

Private annexe in Old Windsor.

A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Guest favourite
Home
4.83 out of 5 average rating, 6 reviews

Rural 2 bedroom Lodge In Windsor with Hot Tub!

Relax with the whole Welcome to your perfect countryside escape, just moments from Windsor. Whether you’re planning a relaxing break with family and friends or need a comfortable base for work, this home offers the best of both worlds — tranquillity and convenience. family at this peaceful place to stay.

Popular amenities for Oakley Green holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Oakley Green