
House holiday rentals in Maidenhead
Find and book unique houses on Airbnb
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 $68 NZD 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.

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).
ValueFamilyLayout

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.
LocationFamilyComfort

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
FamilyValueKitchen

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.
ValueFamilyParking

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.
LocationFamilyPets

River Thames near Windsor, Heathrow & London
Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.
LocationFamilyOutdoor spaces

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!
LocationValueBackyard

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.
ValueFamilyGetting around

Slade Farmhouse with secluded Hot Tub
Check in from 16:00 and checkout is at 10:00. Experience an exquisite 16th-century farmhouse, recently renovated for up to 15 guests. The unique rooms offer a blend of textiles and colours, combining Art Deco with Country Chic style. Enjoy the inviting atmosphere, exposed beams, and Venetian mirrored furnishings. Relax in the hot tub on the terrace with stunning paddock views. Conveniently located near a charming village pub.
LocationFamilyAmenities

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.
FamilyLocationWalkability

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.
FamilyValueAmenities

Spacious Victorian Farmhouse with rural views
A spacious Victorian Farmhouse with a stunning rural landscape, offering big views of farmland and woods from the garden terrace, lovely country walks and a charming pub/restaurant within 100 metres (The Bottle and Glass Inn). It's perfect for families or groups of friends and within easy reach of Henley-On-Thames (3 miles) and Reading (4 miles).
FamilyValueSleep quality
Popular amenities for Maidenhead house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
ValueLocationParks

Wellness Escape by River: Sauna, Pool, Hot Tub
ValueFamilyNearby

The Mill House
FamilyLocationOutdoor spaces

Large country house, indoor hot tub, pool, for 12
LocationFamilyView

Spacious Home Heated Pool(April-Sep) in Tilehurst
ValueFamilyWalkability

South Wing of Country House
ValueLocationCleanliness

Private house set in beautiful countryside

Barn conversion, Henley-on-Thames
LocationValueDecor
Weekly house rentals

Artists Victorian Semi
LocationFamilyCleanliness

Bright & Spacious Home 10 min from Elizabeth line
FamilyValueBackyard

Family 6 Bed | Gated Parking, Sleeps 11, Bray
Indoor spacesAmenitiesComfort

Airy 4-bedroom detached house with gardens/patios
FamilyLocationHospitality

Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationCleanliness

6-7 Bedroom, 260sqm, 4 x parking + street
ValueLocationHospitality

Bull Pen Cottage | Cosy Luxury Countryside Retreat
LocationFamilyCleanliness

Dog-friendly 4BR w/ hot tub, Old Windsor
LocationFamilyHeating
Private house rentals

Modern 2 Bedroom Victorian Gem in Henley-On-Thames
LocationFamilyCleanliness

Beautiful 3BR Windsor Retreat, Central + Parking
LocationFamilyOutdoor spaces

Olcote by Fullards
LocationFamilyHospitality

Riverside 4 Bedroom House Wraysbury Windsor 75"TV
LocationValueParking

Cosy Cookham Cottage
FamilyLocationHospitality

Roseleigh Cottage in the Heart of Cookham.
FamilyLocationKitchen

Royal Residence | Near LHR, Legoland & Windsor 5*
FamilyLocationGetting around

Modern6bed, 30min Airport,London Legoland Windsor
FamilyLocationCheck-in
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 NZD | $196 NZD | $179 NZD | $199 NZD | $202 NZD | $209 NZD | $196 NZD | $194 NZD | $194 NZD | $167 NZD | $156 NZD | $192 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





