Holiday houses in Cippenham

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Top-rated holiday rentals in Cippenham

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

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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.

Condo in Slough

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

An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.

Shepherd’s hut in Chessington

5.0 out of 5 average rating, 202 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

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 in Old Windsor

4.99 out of 5 average rating, 108 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.

Guest favourite

A well-furnished living room features two leather sofas, accented with decorative cushions. A wooden coffee table is positioned at the center. Large sliding doors, covered with vertical blinds, allow natural light to filter in, illuminating the room's warm wood flooring.

Home in Taplow

4.93 out of 5 average rating, 41 reviews

Your home from home that's so conveniently placed

Our 4 bed home is a great place to base yourself/family for a work or pleasure visit. Convenient for M4/M40/M25, and to local tourist spots like Windsor, Dorney Lake (Olympic Rowing venue), Cliveden (Taplow), Theme Parks - Legoland, Thorpe Park, Chessington. Great access to London on the Elizabeth Line. Fully furnished to support a working or holiday visit. Parking for 3-4 cars, and a lovely courtyard garden allowing outside dining, and private side space to park bikes or pushchairs.

Superhost

A spacious living area features a blue sofa and two wooden chairs, complemented by a geometric-patterned rug. Natural light enters through two windows with sheer curtains, illuminating the neutral walls and soft carpet. A wall lamp adds subtle illumination near the seating area.

Guesthouse in Taplow

4.89 out of 5 average rating, 18 reviews

Beautiful Countryside Location

Escape to a charming two-bedroom farmhouse annex 8 minutes from Eton & Windsor. This cozy retreat offers a perfect blend of rustic charm and modern amenities. Enjoy a fully-equipped kitchen, spacious living area, and beautiful countryside views. Conveniently located just a short drive from Windsor Castle, LEGOLAND, and local pubs. Ideal for families or couples seeking a peaceful getaway. Book your stay today and experience the English countryside yet close enough to anything you need!

Superhost

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.

Condo in Slough

4.85 out of 5 average rating, 121 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 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 Bracknell Forest

4.97 out of 5 average rating, 358 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

A stylish entryway features dark walls contrasted by wooden beams. A softly illuminated neon sign reading 'The Crafty Fox' is prominent, accompanied by a wall-mounted light fixture. A wooden door opens to a cozy living area, with rustic elements seen through the doorway.

Home in Beaconsfield

4.91 out of 5 average rating, 58 reviews

The Crafty Fox Beaconsfield

The Crafty Fox is a Luxury 2-bed Grade II listed cottage in the heart of Beaconsfield Old Town. Recently renovated to a high spec, with elegant interiors, a private courtyard garden, and secluded hot tub. Walk to top restaurants, bars, and shops. Easy access to London (under 30 mins), Cliveden House, and Hedsor House. Just 35 minutes from Bicester Village. Perfect for romantic getaways, weddings, or stylish countryside escapes.

Guest favourite

A modern lodge is surrounded by a glass balustrade, offering a clear view of the outdoor terrace furnished with a dining table and chairs. The well-maintained lawn provides a vibrant green space, and large windows reflect the bright sky with scattered clouds.

Home in Windsor

4.97 out of 5 average rating, 78 reviews

Racecourse Marina Lodge | Hot tub | Parking | EV

Live your high life on Windsor Racecourse Marina! Discover your dream get away with this beautifully designed luxury lodge located in a prestigious gated community. This property is perfect for a couple or a family looking to enjoy a relaxing luxurious lifestyle in tranquillity and peace. With amazing views over Windsor Racecourse and the boats moored on the marina, every moment here is a picture of calm elegance.

Superhost

The spacious living area features high wooden beams and large windows that allow ample natural light. A fireplace is centrally located, framed by a mix of comfortable seating and a glass coffee table. A staircase leads to the upper level, enhancing the open design.

Barn in Buckinghamshire

4.92 out of 5 average rating, 112 reviews

Dorney/Windsor Family Getaway with Hot Tub

Unwind with your entire family in our breath-taking barn, brimming with personality and allure. Nestled in a tranquil rural village, it offers access to two charming pubs and a plethora of picturesque countryside and river trails. Just a short drive away, the renowned destinations of Windsor and Eton await, inviting you to immerse yourself in their famed landmarks and rich historical architecture.

Guest favourite

Bungalow in Buckinghamshire

5.0 out of 5 average rating, 15 reviews

Royal Grand Cottage: Pond + Wildlife + Nature

A royal sanctuary in the heart of Farnham Common set on 4+ acres of lush gardens with a private pond, roaming deer, and serene seclusion. This elegant residence offers stunning views and full privacy behind secure gates. Nestled near nature reserves and top transport links, it’s a rare chance to live like royalty in your own private paradise.

Top Guest favourite

A modern living area features a spacious sectional sofa arranged around a coffee table. Soft lighting is provided by hanging bulbs, while large windows allow natural light to fill the space. Decorative plants and a television complete the inviting atmosphere.

Barn in Bray

4.98 out of 5 average rating, 152 reviews

Oak Bray Coach House

Oak Bray Coach House is a new development which is located within the amazing grounds of the Oak Bray Manor estate , Enjoy the sounds of nature and experience amazing 360 views of the countryside when you stay in this unique place. 10 minutes away from Royal Ascot , and 20 mins via train to London