
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 $69 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, 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).

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.

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

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.

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.

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.

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.

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.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Home in Marlow
If you’re looking for a quiet central location (with the luxury of parking), in a spacious and stylish modern newly renovated extension then this is the place for you! Whether you're looking to relax and unwind or enjoy the many bars, restaurants and shops that Marlow has to offer, this is a great place to stay.

The Palm Cottage - Marlow
Welcome to the Palm Retreat on Marlow High Street—a stylish 2-bedroom cottage with ensuite bathrooms, a cosy lounge, and a lavish dining area with bi-fold doors leading to a private courtyard garden. With a fully equipped kitchen, it's perfect for leisure stays, corporate bookings, and exploring Marlow.
Popular amenities for Maidenhead house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool

Wellness Escape by River: Sauna, Pool, Hot Tub

The Mill House

Old Wharf Cottage

South Wing of Country House

Spacious Home Heated Pool(April-Sep) in Tilehurst

Stunning hideaway house

Private house set in beautiful countryside
Weekly house rentals

Quiet Retreat in Holyport

3 large bedrooms, parking x 3, 5 mins to train

Spacious, level, luxury home with log burner

Bright & Spacious Home 10 min from Elizabeth line

Roseleigh Cottage in the Heart of Cookham.

Airy 4-bedroom detached house with gardens/patios

Great Cottage Sleeping 6 with Parking

Stylish Townhouse with Parking & Modern Comfort
Private house rentals

"The SummerHouse" Your Home from Home

Cottage in Hurst

Calm spacious home w/ large terrace & free parking

Luxury high end designed house in Henley on Thames

5* Charming 1-Bed Hideout, Comfort - Close to LHR

The Crafty Fox Chalfont

Cosy cottage, walking distance to Hart Street

2 Bed Cottage in Cookham with Garden & Parking
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 NZD | $199 NZD | $182 NZD | $192 NZD | $161 NZD | $154 NZD | $199 NZD | $197 NZD | $197 NZD | $170 NZD | $159 NZD | $195 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
- Apartment rentals Maidenhead
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- Family-friendly rentals Maidenhead
- Rentals with a fire pit Maidenhead
- Smoking-friendly rentals Maidenhead
- Rentals with a patio Maidenhead
- Rentals with breakfast Maidenhead
- Condo rentals Maidenhead
- Fitness-friendly rentals Maidenhead
- Rentals with a washing machine and dryer Maidenhead
- Rentals with outdoor seating Maidenhead
- Rentals with lake access Maidenhead
- Rentals with a fireplace Maidenhead
- Cottage rentals Maidenhead
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- House rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Goodwood Motor Circuit
- Thorpe Park Resort
- Buckingham Palace
- Blenheim Palace
- Alexandra Palace
- South Downs National Park
- London Stadium
- Big Ben
- Victoria Park
- Windsor Castle
- London Eye
- British Museum





