
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 $68 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).
FamilyValueSleep quality

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.
LocationValueParking

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.
ValueFamilyAccuracy

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.
ValueFamilyOutdoor spaces

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
ValueFamilyLaundry

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.
LocationValueHeating

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.
FamilyValueGetting around

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.
FamilyValueGetting around

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!
ValueLocationRiver

Chiltern Retreat | Relax, Work & Explore
Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.
FamilyLocationAccess

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.
LocationFamilyIndoor spaces

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.
LocationValueCheck-in
Popular amenities for Maidenhead house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
FamilyValueHeating

Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyValueRiver

The Mill House
FamilyLocationAmenities

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

South Wing of Country House
ValueLocationGetting around

Stunning hideaway house
LocationFamilyNearby

Private house set in beautiful countryside

Barn conversion, Henley-on-Thames
LocationFamilyAmenities
Weekly house rentals

Family 6 Bed | Gated Parking, Sleeps 11, Bray
Indoor spacesHospitalityAmenities

Racecourse Marina Lodge | Hot tub | Parking | EV
LocationFamilyDecor

Quiet Retreat in Holyport
ValueLocationBathroom

Airy 4-bedroom detached house with gardens/patios
LocationFamilyAmenities

The Lookout - 2 beds, private garden & parking
FamilyLocationParking

6-7 Bedroom, 260sqm, 4 x parking + street
LocationFamilyCheckout

"The SummerHouse" Your Home from Home
FamilyValueSleep quality

Stylish Townhouse with Parking & Modern Comfort
LocationValueCheck-in
Private house rentals

Cottage in Hurst
FamilyLocationHeating

Cosy Cookham Cottage
FamilyLocationNearby

Roseleigh Cottage in the Heart of Cookham.
FamilyLocationNearby

Spacious, level, luxury home with log burner
ValueFamilyKitchen

Olcote by Fullards
LocationFamilyCleanliness

Stunning 3 bed in Windsor & Legoland |Free Parking
LocationWalkabilityHospitality

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

3BR Cottage • Lovely Garden & FREE Parking
LocationFamilyCheck-in
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 NZD | $195 NZD | $178 NZD | $199 NZD | $202 NZD | $209 NZD | $195 NZD | $194 NZD | $194 NZD | $166 NZD | $156 NZD | $192 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
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- Clapham Common
- Thorpe Park Resort
- South Downs National Park
- Blenheim Palace
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- The National Bowl
- London Eye





