House holiday rentals in Maidenhead

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Quick stats about house rentals in Maidenhead

  • Total holiday rentals

    Explore 160 holiday rentals in Maidenhead

  • Nightly prices starting at

    Maidenhead holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Maidenhead holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Maidenhead rentals

  • 4.8 Average rating

    Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Maidenhead

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home in Marlow

Magical Marlow town centre

Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

LocationFamilyParking

5.0 out of 5 average rating, 153 reviews
Guest favourite
The exterior of the Coach House displays a combination of traditional brickwork and modern design. Black doors are framed by large windows, while a small stone table with chairs is positioned by the entrance. Decorative plants add a touch of greenery to the inviting facade.
Home in Windsor

Historic building in the centre of Windsor.

Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

FamilyLocationAmenities

4.94 out of 5 average rating, 301 reviews
Superhost
A spacious garden features a well-maintained lawn shaded by several trees. A dining table is set with chairs under a green umbrella, while ornamental plants are placed in various pots nearby. The house is visible in the background, showcasing bi-fold doors that open to the interior.
Home in Maidenhead

Bright & Spacious Home 10 min from Elizabeth line

Family Home Sleeps 14 people near Windsor No loud parties No BBQ’s Enjoy open-plan living bright & airy rooms yet walking distance to the town center. Modern & spacious kitchen cinema, dinning room, 3 bathrooms, large garden, driveway for 3 cars Please be aware that we are unable to accommodate early check in or late check out without additional fee subject to availability Windsor 7mi Legoland 7mi Bray studios 4mi Fat Duck 2mi Cliveden House 5mi Henley Thames 10mi Marlow 5mi Oxford 30m

ValueLocationHospitality

4.79 out of 5 average rating, 193 reviews
Superhost
The farmhouse is set against a backdrop of lush green hills and trees, showcasing a distinct red-brick exterior. Rolling fields are visible in the foreground, complemented by a clear blue sky and scattered clouds, creating a serene countryside scene.
Home in Beaconsfield

Hillmotts Farm with secluded Hot Tub

Hillmotts is a charming, spacious and newly refurbished farmhouse which offers the perfect setting for a countryside getaway. Nestled within a 2,400 acre country estate and surrounded by beautiful woodland, this property boasts all the benefits of the countryside whilst being a prime location approx 40 minutes drive from central London with easy access from the M40. Guests can enjoy use of their very own private outdoor hot tub whilst taking in the fresh country air. Free onsite parking.

LocationFamilyQuiet

4.82 out of 5 average rating, 129 reviews
Guest favourite
The exterior of a converted barn is highlighted against a vibrant sunset sky. The expansive lawn features seating arrangements and a patio area, with trees framing the background. The building showcases large windows, reflecting the colorful sky, creating a tranquil outdoor space.
Home in Buckinghamshire

The Stables, Little Marlow

A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

FamilyValueLayout

4.9 out of 5 average rating, 187 reviews
Superhost
The outdoor patio area includes a table and chairs, surrounded by a well-maintained garden. Inside, a spacious bedroom is shown with a large bed draped in a soft teal blanket. A separate seating area features two sofas, a coffee table, and a wall-mounted television.
Home in Slough

Home from home - 4 Double Bed House with Parking

Newly renovated house with 4 double bedrooms, 2 bath/shower rooms, Free Wi-Fi & off street parking for 4+ cars & a well maintained garden to the rear. We have tried to create a home from home for families and Contractors alike. All 4 bedrooms can be set up as either 2 x single beds or one king bed in each room. Located just off Farnham Rd (SL1), Slough Industrial estate and a wide range of shops and amenities are a short walk away, Slough train station is also 1.7 miles away.

LocationFamilyComfort

4.83 out of 5 average rating, 120 reviews
Guest favourite
An expansive view of the countryside reveals green fields bordered by a wooden fence. The landscape features trees with autumn foliage, set against a clear blue sky. Distant farmhouses are visible among rolling hills, evoking the peaceful charm of rural life.
Home in Skirmett

Fabulous Farm House in Skirmett

Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.

ValueLocationDecor

4.92 out of 5 average rating, 145 reviews
Top Guest favourite
A bright living room features a comfortable grey sofa and a turquoise chaise lounge. Natural light filters through large windows with plantation shutters. A modern coffee table sits in the center, with a decorative item displayed. A working fireplace adds a cozy touch to the space.
Home in Maidenhead

Artists Victorian Semi

A charming Victorian semi on a quiet cul-de-sac with a beautifully landscaped garden where you’ll have two terraces, a comfy day bed, fire pit and gas BBQ to enjoy from May - September. Relax in the cosy living room with a working fire or in one of the two spacious double bedrooms. With Windsor, Marlow and Henley all only a 15 minute drive away or Maidenhead station a 25 minute walk with direct links to London, my home is situated in the perfect location.

FamilyLocationHot tub

5.0 out of 5 average rating, 79 reviews
Guest favourite
Home in Beaconsfield

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

ValueFamilyWi-Fi

4.91 out of 5 average rating, 248 reviews
Guest favourite
A cozy corner of the front reception room features two patterned armchairs adjacent to a decorative fireplace. A small side table is positioned between them. An antique mirror hangs above the mantel, reflecting the warmth of the inviting space.
Home in Windsor

Windsor/Legoland/Ascot charming 3BR home in centre

Central location with free public street parking. A charming traditional family home with high quality furnishings, many antique. Blackout blinds in bedrooms. High pressure showers. Very well equipped kitchen. Two reception rooms with games. Smart TVs. Private garden with swings, fruit trees and a pond. 10' walk to Windsor town centre. 15' walk to the castle and train stations. 1' walk to bus-stop for Legoland, Heathrow T5 and London Victoria.

ValueLocationGetting around

4.92 out of 5 average rating, 121 reviews
Guest favourite
Home in Maidenhead

Spacious, Family Home - With Parking & Garden

Welcome to Brook House – a spacious family home nestled on the banks of a beautiful brook in Maidenhead. Perfect for families or small groups of friends, this well designed four-bedroom property, combines comfort and practicality. Benefitting from a good sized garden, with outdoor seating and patio area, and terrace. The front drive allows for parking for multiple cars. There is also a room setup as a dedicated workspace.

LocationFamilyAccuracy

4.87 out of 5 average rating, 15 reviews
Guest favourite
The spacious living area features a large, comfortable sofa and a dining table set for communal meals. A chic chandelier hangs overhead, while soft curtains allow natural light to filter in. A wall artwork showcases an urban landscape, enhancing the modern aesthetic.
Home in Berkshire

Peaceful 4bdtownhse. Free parkn. Windsor&Heathrow

Welcome to our charming newly refurbished 4-bedroom townhouse, home away from home! Centrally located, you'll be just minutes away from business offices, local attractions, restaurants, shops, and public transport, making it easy to explore everything the area has to offer. The townhouse is bright, spacious, and immaculately clean, with all the modern amenities you need for a comfortable stay.

LocationFamilyAmenities

4.88 out of 5 average rating, 112 reviews

Popular amenities for Maidenhead house rentals

When is the best time to visit Maidenhead?

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