
House vacation rentals in Maidenhead
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Quick stats about house rentals in Maidenhead

Total vacation rentals
Explore 160 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Maidenhead vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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).
LocationValueDecor
5.0 out of 5 average rating, 150 reviews
Five Star Boutique House near Windsor Castle, Ascot & London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.
ValueLocationSleep quality
4.97 out of 5 average rating, 142 reviews
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
FamilyValueOutdoor spaces
4.9 out of 5 average rating, 186 reviews
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.
ValueFamilyQuiet
4.83 out of 5 average rating, 118 reviews
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.
FamilyLocationNearby
4.97 out of 5 average rating, 155 reviews
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.
ValueLocationAmenities
5.0 out of 5 average rating, 79 reviews
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!
ValueLocationCheckout
4.91 out of 5 average rating, 244 reviews
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.
LocationFamilyHospitality
4.92 out of 5 average rating, 118 reviews
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.
FamilyLocationLayout
4.9 out of 5 average rating, 111 reviews
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.
FamilyLocationComfort
4.86 out of 5 average rating, 14 reviews
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.
LocationValueIndoor spaces
4.89 out of 5 average rating, 107 reviews
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).
ValueFamilyGetting around
4.92 out of 5 average rating, 141 reviewsPopular amenities for Maidenhead house rentals
House rentals with a pool

Wellness Escape by River: Sauna, Pool, Hot Tub
ValueFamilyAmenities
5.0 out of 5 average rating, 7 reviews
The Mill House
FamilyLocationComfort
4.99 out of 5 average rating, 73 reviews
3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
LocationFamilyPool
5.0 out of 5 average rating, 11 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
LocationValueOutdoor spaces
4.71 out of 5 average rating, 21 reviews
South Wing of Country House
ValueLocationCheckout
5.0 out of 5 average rating, 18 reviews
Private house set in beautiful countryside

Barn conversion, Henley-on-Thames
ValueFamilyParking
4.87 out of 5 average rating, 244 reviews
The Pool House
LocationValueWalkability
5.0 out of 5 average rating, 11 reviewsWeekly house rentals

Family 6 Bed | Gated Parking, Sleeps 11, Bray
HospitalityComfortCondition
4.83 out of 5 average rating, 6 reviews
Bright & Spacious Home 10 min from Elizabeth line
FamilyValueBathroom
4.79 out of 5 average rating, 193 reviews
Airy 4-bedroom detached house with gardens/patios
LocationFamilyGetting around
4.78 out of 5 average rating, 32 reviews
4 Bed 3 Bathroom Detached, Parking x 2 + street
LocationFamilyCondition
4.78 out of 5 average rating, 59 reviews
Superb Spacious Farm House
ValueLocationAccuracy
5.0 out of 5 average rating, 33 reviews
Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationAmenities
4.98 out of 5 average rating, 80 reviews
Exquisite 4bed Home in Windsor with Hot Tub
FamilyLocationHeating
5.0 out of 5 average rating, 72 reviews
The Old Gatehouse
ValueLocationDecor
4.67 out of 5 average rating, 9 reviewsPrivate house rentals

Serene Home in Leafy Warfield with Private Garden
FamilyLocationCleanliness
4.89 out of 5 average rating, 44 reviews
Beautiful 3BR Windsor Retreat, Central + Parking
LocationFamilySleep quality
4.76 out of 5 average rating, 33 reviews
Roseleigh Cottage in the Heart of Cookham.
LocationFamilyCleanliness
4.91 out of 5 average rating, 32 reviews
Central, stylish short term let.
FamilyLocationDecor
4.93 out of 5 average rating, 15 reviews
Cosy Cookham Cottage
FamilyLocationDecor
4.8 out of 5 average rating, 15 reviews
Central Windsor, Large Garden, Games Room & Office
LocationValueAccuracy
5.0 out of 5 average rating, 55 reviews
Riverside 4 Bedroom House Wraysbury Windsor 75"TV
ValueLocationCheckout
4.78 out of 5 average rating, 98 reviews
Stylish 5 bed home in the riverside town of Henley
LocationFamilyView
5.0 out of 5 average rating, 10 reviewsWhen is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 444 | ﺩ.ﺇ 422 | ﺩ.ﺇ 386 | ﺩ.ﺇ 430 | ﺩ.ﺇ 437 | ﺩ.ﺇ 452 | ﺩ.ﺇ 422 | ﺩ.ﺇ 419 | ﺩ.ﺇ 419 | ﺩ.ﺇ 360 | ﺩ.ﺇ 338 | ﺩ.ﺇ 415 |
| 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





