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Holiday houses in Bray

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Top-rated holiday rentals in Bray

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

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Guest favourite
A charming cottage is framed by neatly trimmed hedges, leading to a gravel pathway. The entrance features a solid door and two potted plants flanking either side. The warm brick facade is complemented by dormer windows and a sloped roof under a clear blue sky.
Cottage in Windsor
4.79 out of 5 average rating, 340 reviews

Gale Cottage

Gale Cottage combines classic country charm with modern styling. The Cottage looks out over a landscaped courtyard affording privacy and a stunning view including a medieval church and Grade 1 Listed surroundings. Part of the Dorney Court Estate, the Cottage is a stone's throw from Dorney Lake (2012 Olympic Venue) and a short walk to Dorney's wonderful Walled Garden Centre with its delightful cafe perfect for breakfast or lunch during your stay. Two village pubs are also conveniently close by.

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, 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.

Top Guest favourite
Cottage in Bray
4.94 out of 5 average rating, 162 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 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, 173 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.

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
Apartment in Bray
5 out of 5 average rating, 20 reviews

Appendix

Modern Studio Retreat in Holyport – Stylish, Cozy & Fully Equipped Relax in this stylish modern studio in the heart of Holyport. Featuring a fully equipped kitchen, cozy lounge, comfy double bed, and sleek bathroom with a walk-in shower. Bright, airy, and thoughtfully designed for comfort and convenience. Close to local pubs, shops, and just a short drive to Maidenhead and Windsor — perfect for a peaceful getaway or business stay.

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.

Top Guest favourite
Apartment in Bray
4.93 out of 5 average rating, 74 reviews

Apartment in Bray, secure parking & EV charge inc.

This stylish apartment with own private entrance, features living space across 2 floors together with a King sized bed. It is ideally located for the local Bray / Windsor / Maidenhead amenities, as well as offering good access to London (via the Elizabeth Line / GWR Trains) & motorways. We offer secure parking for 1 vehicle. If you are driving an electric car, we have a 7.4 kWh home EV charger for your use.

Guest favourite
Bungalow in Buckinghamshire
5 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 charming cottage is showcased with a brick facade and a sloped roof, surrounded by a gravel pathway. Colorful flowering plants adorn the entrance, with a welcoming front door and a seating area visible beside the windows.
Cottage in Waltham Saint Lawrence
4.97 out of 5 average rating, 147 reviews

Beautiful self catering 2 bed Cottage

This beautifully restored Wheelwrights has been transformed into a contemporary 2 bedroom, (one kingsize bed. One twin beds) 2 bathroom cottage with all the luxuries of a modern home, and yet maintaining its original oak beams, vaulted ceilings and light gallery. This is a wonderful venue for couples, friends and families.

Popular amenities for Bray holiday rentals