
House vacation rentals in Maidenhead
Find and book unique houses on Airbnb
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 G$8,364 GYD 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).
LocationFamilyWalkability

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.
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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.
LocationFamilyWifi

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.
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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
LocationFamilyLaundry

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.
ValueFamilyNearby

Sunnycove - Riverfront House near Windsor
Sunnycove is a peaceful riverside family home located in a gated community on a tranquil island. With many attractions nearby and quick links to London, Windsor and Heathrow Airport, Sunnycove is an ideal place for a family getaway, a business break, or just a tranquil place to unwind. Sunnycove is set in half an acre of garden with amazing views of the River Thames. It makes it ideal to sit back and relax watching the world go by as people sail down the river on their boats.
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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.
FamilyLocationPool

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!
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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.
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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.
FamilyValueWalkability

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).
LocationFamilyHiking
Popular amenities for Maidenhead house rentals
House rentals with a pool

Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyLocationIndoor spaces

The Mill House
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Large country house, indoor hot tub, pool, for 12
LocationFamilyKitchen

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

South Wing of Country House
ValueLocationHot tub

Private house set in beautiful countryside

Barn conversion, Henley-on-Thames
ValueLocationCheckout

The Pool House
LocationValueDecor
Weekly house rentals

Spacious, Family Home - With Parking & Garden
LocationFamilySleep quality

Airy 4-bedroom detached house with gardens/patios
LocationFamilyWifi

Bright & Spacious Home 10 min from Elizabeth line
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Family 6 Bed | Gated Parking, Sleeps 11, Bray
AmenitiesConditionHospitality

Superb Spacious Farm House
ValueFamilyOutdoor spaces

4 Bed 3 Bathroom Detached, Parking x 2 + street
LocationFamilyKitchen

Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationNearby

Beautiful 3BR Windsor Retreat, Central + Parking
LocationFamilyOutdoor spaces
Private house rentals

Spacious, level, luxury home with log burner
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Detached House in Windsor with AC and Free Parking
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The Old Gatehouse
ValueLocationLaundry

The Crafty Fox Beaconsfield
FamilyLocationQuiet

Serene Home in Leafy Warfield with Private Garden
LocationValueGetting around

Lovely family home in centre of Marlow.
FamilyLocationDecor

2 Bed Cottage in Cookham with Garden & Parking
LocationFamilySleep quality

Olcote by Fullards
FamilyLocationHospitality
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,300 GYD | G$24,046 GYD | G$21,955 GYD | G$24,464 GYD | G$24,882 GYD | G$25,718 GYD | G$24,046 GYD | G$23,837 GYD | G$23,837 GYD | G$20,491 GYD | G$19,237 GYD | G$23,628 GYD |
| 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
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





