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Holiday houses in Nuptown

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Top-rated holiday rentals in Nuptown

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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 out of 5 average rating, 201 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.

Superhost
The exterior of the stylish barn conversion is showcased, featuring a well-maintained garden area with a stone patio and outdoor dining set. Lush greenery surrounds the property, while large windows provide a view into the inviting interior. The sky is partly cloudy, enhancing the serene atmosphere.
Barn in Winkfield
4.79 out of 5 average rating, 14 reviews

Luxury 4 Bed Barn, 10 Mins to Windsor

Uncover the charm of a stylish barn conversion located just 10 minutes from Windsor. Featuring a spacious, well-designed layout with an inviting reception hall and an elegant galleried landing, this exceptional retreat seamlessly combines relaxation with comfort. Set amid picturesque countryside, it’s perfect for a peaceful escape or a longer stay. This property combines elegance and enjoyment with a range of outstanding features. The open-plan design, with mellow, exposed brick walls, creates

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.

Top Guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 456 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Superhost
Home in Bray
4.75 out of 5 average rating, 8 reviews

The Old Gatehouse

The Old Gatehouse is a 5-bedroom house on 2 levels perched at the top of Hawthorn Hill with extensive views at the back of the property. Set beside a private polo field, it has a very private sunny backyard and gated entrance and driveway. It is the Gatehouse to Cruchfield Manor, a Georgian manor formerly the home of the Cadbury family. Ascot and Windsor are less than a 10 min drive. It is an ideal place for a holiday with family or friends within easy reach of Windsor and Ascot racecourse.

Top Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and double ovens. A wooden dining table occupies the center, accompanied by four beige chairs. Natural light enters through a window, illuminating the space.
Home in Berkshire
5 out of 5 average rating, 42 reviews

Luxury House, Jennett's Park

Situated inside the wonderfully green and quiet Jennett's Park, this 3-bedroom semi-detached house is perfect for families – or even just yourself. 5 minutes is all it takes for you to drive to the town centre – and 20 minutes away by train is Reading, from which you can get to London in another 20 minutes. Nearby, Windsor and the wider Thames Valley offer possibilities for tourism – with places like LEGOLAND less than half an hour away – or business, like in Reading's Green Park.

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 in Englefield Green
5 out of 5 average rating, 390 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.

Top Guest favourite
Home in Checkendon
5 out of 5 average rating, 10 reviews

Olcote by Fullards

Nestled in an area of outstanding natural beauty, but on the doorstep of world famous Henley-on-Thames, Olcote has been recently refurbished to provide a luxury retreat with private gardens overlooking the countryside. Olcote offers four bedrooms, 3.5 bathrooms, a further reception room with a double sofa bed, an open plan fully equipped luxury kitchen, a relaxing lounge area and dedicated workspace. Olcote comfortably sleeps 10 guests and welcomes well behaved pets.

Guest favourite
An open-plan sitting area features a dark blue couch, adorned with decorative pillows in warm tones, complemented by a cozy throw. A round black coffee table sits on a vibrant red rug, while skylights allow natural light to fill the space, highlighting its modern design.
Cottage in Warfield
4.88 out of 5 average rating, 73 reviews

Lovely Cottage in Beautiful Berkshire near Ascot

Barn style Cottage at Steeple View, accommodates up to 5 people. Newly refurbished, surrounded by beautiful countryside. There are NO Facilities for charging electric vehicles. If taking a monthly or long term rental a weekly or fortnightly cleaner is available on request and at cost. They will change bedding, provide fresh towels, empty bins, clean thoroughly throughout either whilst you are there or when you have left for a few hours; whichever is preferred.

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 Warfield
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

Top 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 in West Horsley
4.94 out of 5 average rating, 405 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 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 in Sunninghill
4.96 out of 5 average rating, 873 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.

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