
House vacation rentals in Maidenhead
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Top-rated house rentals in Maidenhead
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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.

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.

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).

Pool House at Mill Cottage
The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

The Old Barn , Organic Residence, outside seating
2 x king size organic bedroom-en-suites, with off street parking, great base for work or vacation, my Italian cousin Angelo, calls it " Tuscany in the Chilterns " home to "Midsummer Murders" ,"Wind in the Willows" and Agatha Christie's, "Miss Marple & Poirot mysteries", 200 year old country barn two fields from the Thames, beautiful views, and one of a few areas in the UK where you have hills and valleys and a navigable river wrapping around them, encircled by picturesque riverside towns

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

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

The Truly Incredible Windsor Home, Free Parking
Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

Luxury cottage 5 mins walk from Marlow High St
Beautiful one bedroom cottage just a short walk from Marlow town centre and its award-winning restaurants. Full of character with a large kitchen, lounge and bedroom that blend seamlessly with tasteful furnishings. From the moment you step through the door, you’ll feel the warmth and character of this much-loved home. Perfect for enjoying countryside walks, and vibrant Marlow life. A bedroom, a bathroom and parking. It's located just 200m from the famous Hand & Flowers restaurant.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

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

The Mill House

Spacious Home Heated Pool(April-Sep) in Tilehurst

Wellness Escape by River: Sauna, Pool, Hot Tub

Barn conversion, Henley-on-Thames

Large Island Home with Pool on the River Thames

Stunning hideaway house

Old Wharf Cottage

Stylish home with private pool in Marlow, sleeps 8
Weekly house rentals

Airy 4-bedroom detached house with gardens/patios

Cosy Cookham Cottage

Contractors house/5 bed/Discounts!

Home in Marlow

Modern Townhouse with Garden and Parking in Ascot

Wilson Cottage

Cosy, Convenient Cottage in central Marlow

Central Perks! | Homely 2 Bed House | Near Station
Private house rentals

Chocolate Box Country Cottage on Village Green

Lovely home in Little Chalfont

Royal Residence | Near LHR, Legoland & Windsor 5*

Charming Victorian House w/Parking + River Walks

Stylish 3-Bed Countryside House | Peace & Privacy

Spacious and Cosy 4 Bedroom Berkshire Home

High end luxury home with Hot Tub | Parking, EV

Luxury house with stunning garden in StAlbans
When 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 408 | ﺩ.ﺇ 342 | ﺩ.ﺇ 327 | 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 |
Quick stats about house rentals in Maidenhead

Total vacation rentals
Explore 150 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 4,750 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!
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- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
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- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
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- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
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