Holiday rentals in Cippenham

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Top-rated holiday rentals in Cippenham

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Top guest favourite
A spacious living area features a comfortable sectional sofa adorned with colorful throw pillows. A light rug defines the seating space, while natural light filters through large windows. Minimalist decor elements, including a mounted antler and lanterns, add character to the neutral-toned walls.
Home
4.97 out of 5 average rating, 135 reviews

Five Star Boutique House near Windsor Castle, Ascot & London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Top guest favourite
Home
4.98 out of 5 average rating, 174 reviews

Pool House at Mill Cottage

The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Guest favourite
The open-plan living area features a leather sofa, a dining table with two chairs, and a desk with a lamp. The kitchenette is equipped with cabinets, a microwave, and a fridge. A view of a stylish artwork is visible on the wall, while a bathroom door is seen in the background.
Apartment
4.86 out of 5 average rating, 327 reviews

Beautiful ground floor flat with private parking

Beautifully decorated designer studio flat near Windsor, featuring a large bedroom, kitchen, bathroom, and lounge, with off-road parking in a quiet cul-de-sac. A short walk to Burnham station on the Elizabeth Line, offering fast links to London, Heathrow, and the M4. Ideal if your working around Slough Trading Estate who want peace, privacy, and space rather than a corporate hotel. Close to Dorney Rowing Lake, Windsor Castle, Ascot, Marlow, Cliveden, the River Thames, & Burnham Beeches woodland

Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage
4.99 out of 5 average rating, 105 reviews

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

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
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
4.97 out of 5 average rating, 232 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.

Top guest favourite
The outdoor space features a gazebo with a wooden structure, illuminated warmly by lights. A patio area is arranged with stylish outdoor furniture, while a well-maintained lawn provides a green contrast. Soft lighting enhances the tranquil ambiance, creating a welcoming area for gatherings.
Bungalow
4.95 out of 5 average rating, 151 reviews

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

Have fun with the whole family at this stylish place. A beautiful home in a peaceful and safe surrounding, within walking distance to the famous Burnham beeches walk trail. Farnham Royal has many old British pubs, golf courses, local Restaurants, and shops. Situated only 10 mins drive away from Windsor Castle or Beaconsfield Town, plus easy access to all major motorways routes to adventure parks or Central London. We are 20 mins away from London Heathrow and 2 local main railway stations.

Top guest favourite
Cottage
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 spacious bedroom features a king size bed with neutral bedding and decorative pillows. Soft towels are neatly arranged at the foot of the bed. A large mirror reflects the room, and tall windows allow natural light to filter through beige curtains.
Apartment
4.85 out of 5 average rating, 108 reviews

2 bed flat near legoland!

Modern, clean 2 bed flat. Bring the whole family to this great place with lots of fun places near by like Lego land! Elizabeth line is few mins walk away which makes London 33 mins away by tube. Legoland is 20 mins away by car 1 bedroom has a king size bed, 2nd bedroom has a double. Sleeps 4 but there is a sofa bed to to allow up to 5 guests. Also a travel cot is available There is no parking at the flat but there is plenty of free parking on the street around and opposite

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, 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
4.97 out of 5 average rating, 338 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

Guest favourite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome
4.94 out of 5 average rating, 384 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.

Popular amenities for Cippenham holiday rentals

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