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Holiday houses 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
A modern kitchen is presented, featuring sleek white cabinetry and a wooden countertop. A washing machine is integrated into the design. Sunlight filters through the windows, illuminating a bouquet of flowers in a vase on the counter, with essential appliances neatly arranged.
Guesthouse in Berkshire
4.94 out of 5 average rating, 172 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!

Top 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 in Bray
4.95 out of 5 average rating, 150 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
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.97 out of 5 average rating, 233 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Superhost
A bright and airy living space features high ceilings with decorative beams. Large windows open to the landscaped gardens, allowing natural light to fill the room. A modern television rests on a light-colored cabinet, while a dining table with wooden chairs invites relaxation.
Guest suite in Staines-upon-Thames
4.87 out of 5 average rating, 163 reviews

Garden Apartment close to Heathrow & Windsor

The Annexe is a self-contained interior designed studio apartment, adjacent to a Victorian mill house and set in beautiful gardens. We are perfectly positioned for visits to London, Windsor and Eton, as well as being a five minute taxi ride from Heathrow T4/5. Parking is free in our gated car park whilst you are staying with us. And if you are flying from Heathrow and need somewhere for your car whilst you are away you can leave it with us for a small daily charge (by prior arrangement).

Top Guest favourite
A bright and inviting sleeping area is showcased, featuring a king-size bed with soft linens and decorative pillows. A striking artwork of a colorful bull is displayed above the bed, while a cozy blue sofa rests in the foreground against warm wooden walls.
Cottage in Windsor and Maidenhead
4.98 out of 5 average rating, 106 reviews

Studio East & Petting Farm, Near Legoland-Lapland

Studio East is a very cool, self contained, detached, self catering, open plan studio with private secure parking, large private fenced garden, free superfast WIFI with a 50 inch cable TV. There is also a small on site petting farm! Studio East has a king size bed along with bespoke bunk beds that the kids will just love and has a maximum occupancy of 2 adults and 2 children. Located in Oakley Green on the edge of Windsor and only 10 minutes from Windsor town centre, Lapland Uk and Legoland.

Top Guest favourite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 163 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Guest favourite
A cozy studio space is showcased, featuring a king-size bed with light bedding and decorative pillows. Natural light enters through large windows, illuminating the comfortable seating area with a patterned rug. A small bookshelf adorns the wall, adding a touch of warmth to the inviting atmosphere.
Apartment in Datchet
4.97 out of 5 average rating, 262 reviews

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.

Top Guest favourite
Cottage in Englefield Green
5 out of 5 average rating, 380 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 in Warfield
4.97 out of 5 average rating, 339 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

Top Guest favourite
The image captures a dome-shaped pod with large panoramic windows. In the foreground, a wooden decked area surrounds a wood-fired hot tub and a fire pit. The lush greenery provides a natural backdrop, enhancing the tranquil setting.
Dome in West Horsley
4.94 out of 5 average rating, 386 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Top 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.
Apartment in Windsor and Maidenhead
4.96 out of 5 average rating, 418 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.

Guest favourite
A charming black-clad cottage is softly illuminated by string lights, set against a dusk sky. A picnic table with floral centerpieces occupies the outdoor space, surrounded by a wooden fence. Warm light glows from the cottage windows, creating an inviting atmosphere.
Place to stay in Chorleywood
4.92 out of 5 average rating, 218 reviews

Romantic Cabin w/ Hot Tub & Fire Pit

Escape to this luxury countryside retreat, perfect for couples or families, just 40 minutes from Central London. Sleeping up to four guests, this private farm hideaway blends comfort and style with peaceful surroundings. relax in your own hot tub under the stars, cosy up by the fire pit, or enjoy a slow morning in the roll-top bath - the perfect setting to unwind and reconnect.

Popular amenities for Oakley Green holiday rentals

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