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

Total holiday rentals
Explore 150 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 4,750 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
150 of Maidenhead holiday rentals include wifi 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).

Windsor Cottage: Traditional English Charm
Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Shal Inn@ Heathrow Apt+ Pick&Drop+park for free
Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

5* Boutique House Nr Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, five star living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the property 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 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.

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.

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.

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.

Robin’s Rest @ Scotlands House
Enjoy peaceful views of robins and deer across a field towards a stream. This unique space is peaceful and tranquil yet is also walking distance from the hustle and bustle of The Lexicon in Bracknell. Finished to an exceptional standard, Robin’s Rest @ Scotlands House offers luxury and tranquility, ideal for a weekend escape or longer stay.

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.
Popular amenities for house rentals in Maidenhead
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

Forest Getaway - Country Retreat near Windsor
Weekly house rentals

Airy 4-bedroom detached house with gardens/patios

Stylish Townhouse with Parking & Modern Comfort

Modern Country House

Calm spacious home w/ large terrace & free parking

Modern 2 Bedroom Victorian Gem in Henley-On-Thames

Cozy annex

Spacious, level, luxury home with log burner

Roseleigh Cottage in the Heart of Cookham.
Private house rentals

Beautiful 3 Bed Cottage • Garden • Free Parking

Cottage w/ secure gated parking 7 mins from Henley

The Windsor Courtyard

Luxury House, Jennett's Park

Cosy Cookham Cottage

Modern Quiet 2BD Family Home W/C 4K Tv Netflix

Olcote by Fullards

15th-Century Thatched Cottage on 2.5 Acres
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £87 | £80 | £84 | £71 | £68 | £87 | £87 | £87 | £74 | £70 | £86 |
| 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
- Flat rentals Maidenhead
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- Pet-friendly rentals Maidenhead
- Family-friendly rentals Maidenhead
- Rentals with a firepit Maidenhead
- Smoking-friendly rentals Maidenhead
- Rentals with a patio Maidenhead
- Rentals with breakfast Maidenhead
- Apartment 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
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- House rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- Buckingham Palace
- South Downs National Park
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle





